[ CAS No. 4084-38-2 ]

Name: 4084-38-2|2,3,5,6-Tetrafluorobenzyl alcohol|98%
Brand: Ambeed
SKU: A102116
Price: 5.0 USD
Availability: InStock
Rating: 98 (26 reviews)

{[proInfo.proName]} ,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

DV 2D 3D

3d Animation Molecule Structure of 4084-38-2

Structure of 4084-38-2 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Bulk Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 100K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 4084-38-2 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 4084-38-2 ]

SDS Specification

Alternatived Products of [ 4084-38-2 ]

Product Details of [ 4084-38-2 ]

CAS No. :	4084-38-2	MDL No. :	MFCD00792428
Formula :	C₇H₄F₄O	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	AGWVQASYTKCTCC-UHFFFAOYSA-N
M.W :	180.10	Pubchem ID :	2734029
Synonyms :

Calculated chemistry of [ 4084-38-2 ]

Physicochemical Properties

Num. heavy atoms :	12
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.14
Num. rotatable bonds :	1
Num. H-bond acceptors :	5.0
Num. H-bond donors :	1.0
Molar Refractivity :	32.4
TPSA :	20.23 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.38 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.75
Log Po/w (XLOGP3) :	1.44
Log Po/w (WLOGP) :	3.26
Log Po/w (MLOGP) :	3.26
Log Po/w (SILICOS-IT) :	3.38
Consensus Log Po/w :	2.62

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.17
Solubility :	1.22 mg/ml ; 0.00679 mol/l
Class :	Soluble
Log S (Ali) :	-1.47
Solubility :	6.1 mg/ml ; 0.0339 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-3.34
Solubility :	0.0818 mg/ml ; 0.000454 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.3

Safety of [ 4084-38-2 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P264-P270-P272-P280-P301+P312+P330-P302+P352+P333+P313+P363-P305+P351+P338+P337+P313-P501	UN#:	N/A
Hazard Statements:	H302-H317-H319	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 4084-38-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 4084-38-2 ]
Downstream synthetic route of [ 4084-38-2 ]

[ 4084-38-2 ] Synthesis Path-Upstream 1~2

1
[ 773-82-0 ]
[ 4084-38-2 ]
[ 64248-63-1 ]
[ 5216-17-1 ]
[ 241154-09-6 ]

Reference： [1] Journal of Fluorine Chemistry, 1999, vol. 96, # 2, p. 175 - 185

2
[ 67-56-1 ]
[ 363-72-4 ]
[ 4084-38-2 ]
[ 464-72-2 ]
[ 53072-18-7 ]

Reference： [1] Tetrahedron, 1991, vol. 47, # 27, p. 5029 - 5042

[ 4084-38-2 ] Synthesis Path-Downstream 1~50

1
[ 67-56-1 ]
[ 363-72-4 ]
[ 4084-38-2 ]
[ 464-72-2 ]
[ 53072-18-7 ]

Reference： [1]Tetrahedron,1991,vol. 47,p. 5029 - 5042

2
[ 440-60-8 ]
[ 4084-38-2 ]

Reference： [1]Tetrahedron Letters,1997,vol. 38,p. 3765 - 3768
[2]Journal of Fluorine Chemistry,1999,vol. 96,p. 175 - 185

3
[ 773-82-0 ]
[ 4084-38-2 ]
[ 64248-63-1 ]
[ 5216-17-1 ]
[ 241154-09-6 ]

Reference： [1]Journal of Fluorine Chemistry,1999,vol. 96,p. 175 - 185

4
[ 19842-76-3 ]
[ 4084-38-2 ]

Yield	Reaction Conditions	Operation in experiment
100%	With acetic acid;aluminum nickel; In 1,4-dioxane; water;	Example 20 (Reaction for Conversion from Aldehyde Group to Hydroxymethyl Group) 27 g of dioxane, 9 g of acetic acid, 53 g of water, 1.5 g of Raney nickel, and 3.0 g of 2,3,5,6-tetrafluorobenzaldehyde were added to a 500 cc stainless steel autoclave equipped with a Teflon inner tube in a nitrogen atmosphere. The gas phase was sufficiently replaced with hydrogen gas, then the pressure was raised to 0.5 MPa (gauge pressure). The reaction was performed at 50 C. for 2 hours, then the reaction solution was analyzed by gas chromatography, whereupon the conversion of 2,3,5,6-tetrafluorobenzaldehyde was found to be 100% and the yield of 2,3,5,6-tetrafluorobenzyl alcohol (based on 2,3,5,6-tetrafluorobenzaldehyde) was 99%.
81%	With acetic acid; In methanol; water;	Example 21 (Reaction for Conversion from Aldehyde Group to Hydroxymethyl Group) A reaction was carried out in the same way as in Example 20, except that 33 g of methanol, 18 g of acetic acid, 8 g of water, and 2.0 g of 2,3,5,6-tetrafluorobenzaldehyde were used and the reaction temperature was made 80 C. The conversion of 2,3,5,6-tetrafluorobenzaldehyde was found to be 81% and the yield of 2,3,5,6-tetrafluorobenzyl alcohol (based on 2,3,5,6-tetrafluorobenzaldehyde) was 81%.

Reference： [1]Patent: US6020517,2000,A
[2]Patent: US6020517,2000,A
[3]Pesticide Science,1995,vol. 44,p. 277 - 282
[4]Patent: EP1182184,2002,A1 .Location in patent: Page 16
[5]Patent: EP1182184,2002,A1 .Location in patent: Page 16
[6]Patent: EP1182184,2002,A1 .Location in patent: Page 17

Yield	Reaction Conditions	Operation in experiment
		...ein R6 represents a methyl or ethyl group substituted with at least one member selected from the aryl group which may be substituted as defined above, a cyano group; or the alkynyl group, include, for example, aralkyl alcohols such as: benzyl alcohol, 2-methyl-3-phenylbenzyl alcohol, 2,3,5,6-tetrafluorobenzyl alcohol, 2,3,5,6-tetrafluoro-4-methylbenzyl alcohol, 2,3,5,6-tetrafluoro-4-methoxybenzyl alcohol, 2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl alcohol, 2,3,5,6-tetrafluoro-4-propargylbenzyl alcohol, 2,3,5,6-tetrafluoro-4-(difluoromethyl)benzyl alcohol, 2,3,5,6-tetrafluoro-4-(difluoromethoxy)benzyl alcohol, 2,3,5,6-tetrafluoro-4-(2,2,2-trifluoroacetyloxy)methyl-benzyl alcohol, 4-(trifluoromethyl)benzyl alcohol, ...
		The alcohol compound of the formula (4) includes, for example, the following compounds: (2,3,5,6-tetrafluorophenyl)methanol, (2,3,4,5,6-pentafluorophenyl)methanol, (2,3,5,6-tetrafluoro-4-methylphenyl)methanol, and (2,3,5,6-tetrafluoro-4-methoxyphenyl)methanol.

7
(Z)-(1R)-trans-2,2-dimethyl-3-(1-propenyl)cyclopropanecarboxylic acid [ No CAS ]
[ 4084-38-2 ]
(2,3,5,6-tetrafluorophenyl)methyl (1R,3R)-2,2-dimethyl-3-((1Z)-1-propenyl)cyclopropanecarboxylate [ No CAS ]

Reference： [1]Bioscience, Biotechnology and Biochemistry,2004,vol. 68,p. 170 - 174
[2]Journal of Fluorine Chemistry,2007,vol. 128,p. 1174 - 1181

8
[ 19842-76-3 ]
[ 7440-02-0 ]
[ 95-50-1 ]
[ 4084-38-2 ]

Yield	Reaction Conditions	Operation in experiment
100%		EXAMPLE 17 Preparation of 2,3,5,6-Tetrafluorobenzyl Alcohol Into a 500 ml-volume stainless steel-made autoclave, 31.42 g of 2,3,5,6-tetrafluorobenzaldehyde having a purity of 99.9% obtained in Example 7 and 1.48 g of sponge nickel were charged. After purging with nitrogen, the reaction system was thoroughly purged with hydrogen gas to apply a pressure of 0.5 MPa (gauge pressure). While maintaining the pressure at 0.5 MPa, hydrogen was continuously supplied and the stirring was continued at 100 C. The amount of hydrogen absorbed was monitored by a mass flowmeter and after the passing of 269 minutes, the absorption of hydrogen stopped. The resulting reaction solution was analyzed by means of a gas chromatograph as an internal standard method using o-dichlorobenzene and it was found that the conversion of 2,3,5,6-tetrafluorobenzaldehyde was 100% and the yield of 2,3,5,6-tetrafluorobenzyl alcohol was 90.7% (based on 2,3,5,6-tetrafluorobenzaldehyde).

Reference： [1]Patent: US6624336,2003,B1

9
[ 5216-17-1 ]
[ 19842-76-3 ]
[ 4084-38-2 ]

Yield	Reaction Conditions	Operation in experiment
100%	With acetic acid;aluminum nickel; In 1,4-dioxane; water;	Example 19 (Reaction for Conversion from Cyano Group to Aldehyde Group) Using 82 g of dioxane, 21 g of water, 45 g of acetic acid, and 0.5 g of Raney nickel, a reaction was carried out by a method similar to Example 18. The conversion of <strong>[5216-17-1]2,3,5,6-tetrafluorobenzonitrile</strong> was found to be 100% and the yield of 2,3,5,6-tetrafluorobenzaldehyde (based on <strong>[5216-17-1]2,3,5,6-tetrafluorobenzonitrile</strong>) was 47%. The yield of 2,3,5,6-tetrafluorobenzyl alcohol was 2%.
57%	With acetic acid;aluminum nickel; In methanol; water;	Example 22 (Reaction for Conversion from Cyano Group to Hydroxymethyl Group) 83 g of methanol, 45 g of acetic acid, 21 g of water, 0.5 g of Raney nickel, and 5.0 g of <strong>[5216-17-1]2,3,5,6-tetrafluorobenzonitrile</strong> were added to a 500 cc stainless steel autoclave equipped with a Teflon inner tube in a nitrogen atmosphere. The gas phase was sufficiently replaced with hydrogen gas, then the autoclave was sealed and heated to 60 C. The reaction was carried out for 2 hours, Next, 1.0 g of Raney nickel catalyst was newly added, the gas sufficiently replaced with hydrogen gas, then the pressure raised to 0.5 MPa (gauge pressure). The reaction was carried out at 80 C. for 2 hours again, then the reaction solution was analyzed by gas chromatography, whereupon the conversion of <strong>[5216-17-1]2,3,5,6-tetrafluorobenzonitrile</strong> was found to be 100%, the yield of 2,3,5,6-tetrafluorobenzyl alcohol (based on <strong>[5216-17-1]2,3,5,6-tetrafluorobenzonitrile</strong>) was 57%, and the yield of 2,3,5,6-tetrafluorobenzaldehyde was 2%.
44%	With sulfuric acid;aluminum nickel; In methanol;	Example 16 (Reaction for Conversion from Cyano Group to Aldehyde Group) Using 158 g of methanol, 5.7 g of concentrated sulfuric acid, and 5.0 g of Raney nickel, a reaction was carried out by a method similar to Example 15. When the reaction was carried out at 25 C. for 4 hours, the conversion of <strong>[5216-17-1]2,3,5,6-tetrafluorobenzonitrile</strong> was found to be 80%, the yield of 2,3,5,6-tetrafluorobenzaldehyde (based on <strong>[5216-17-1]2,3,5,6-tetrafluorobenzonitrile</strong>) was 44%, and the yield of 2,3,5,6-tetrafluorobenzyl alcohol was 1%.

33%

With sulfuric acid; acetic acid;palladium/activated carbon;

Example 15 (Reaction for Conversion from Cyano Group to Aldehyde Group) 150 g of acetic acid, 50 g of 3N aqueous sulfuric acid solution, 0.875 g of 2% palladium/activated carbon, and 8.75 g of [5216-17-1]2,3,5,6-tetrafluorobenzonitrile were added to a 500 cc glass three-necked flask with a reflux condenser in a nitrogen atmosphere. The gas phase was sufficiently replaced with hydrogen gas, then a hydrogen balloon was attached to the top portion of the reflux condenser and the reaction was carried out at 80 C. for 8 hours. The reaction solution was analyzed by gas chromatography, whereupon the conversion of [5216-17-1]2,3,5,6-tetrafluorobenzonitrile was found to be 59%, the yield of 2,3,5,6-tetrafluorobenzaldehyde (based on [5216-17-1]2,3,5,6-tetrafluorobenzonitrile) was 33%, and the yield of 2,3,5,6-tetrafluorobenzyl alcohol was 7%.

Reference： [1]Patent: US6020517,2000,A
[2]Patent: US6020517,2000,A
[3]Patent: US6020517,2000,A
[4]Patent: US6020517,2000,A

10
[ 5216-17-1 ]
[ 598-54-9 ]
[ 19842-76-3 ]
[ 4084-38-2 ]

Yield	Reaction Conditions	Operation in experiment
80%	With acetic acid;aluminum nickel; In methanol; water;	Example 14 (Reaction for Conversion from Cyano Group to Aldehyde Group) 0.5 g of Raney nickel, 0.31 g of a copper acetate 10 hydrate, and 50 ml of water were added to a 500 cc glass three-necked flask with a reflux condenser in a nitrogen atmosphere. The resulting mixture was stirred at 25 C. for 2 hours, then 50 ml of water and methanol were successively added and decanting performed to wash the catalyst. Further, 80 g of methanol, 100 g of acetic acid, and 5 g of water as the solvent and 8.75 g of <strong>[5216-17-1]2,3,5,6-tetrafluorobenzonitrile</strong> were newly added. The gas phase was sufficiently replaced with hydrogen gas, then a hydrogen balloon was attached to the top portion of the reflux condenser and the reaction carried out at 25 C. for 6 hours. The reaction solution was analyzed by gas chromatography, whereupon the conversion of <strong>[5216-17-1]2,3,5,6-tetrafluorobenzonitrile</strong> was found to be 100%, the yield of 2,3,5,6-tetrafluorobenzaldehyde (based on <strong>[5216-17-1]2,3,5,6-tetrafluorobenzonitrile</strong>) was 80%, and the yield of 2,3,5,6-tetrafluorobenzyl alcohol was 2%.

Reference： [1]Patent: US6020517,2000,A

11
(1R)-trans-2,2-dimethyl-3-((Z)-1-propenyl)cyclopropanecarboxylic acid [ No CAS ]
[ 4084-38-2 ]
(2,3,5,6-tetrafluorophenyl)methyl (1R)-trans-2,2-dimethyl-3-((Z)-1-propenyl)cyclopropanecarboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
93%	With diisopropyl (E)-azodicarboxylate; triphenylphosphine; In tetrahydrofuran; toluene;	Production Example 2 To a mixture solution of 0.42 g of (1R)-trans-2,2-dimethyl-3-((Z)-1-propenyl)cyclopropanecarboxylic acid, 0.49 g of <strong>[4084-38-2](2,3,5,6-tetrafluorophenyl)methanol</strong>, 0.93 g of triphenylphosphine and 20 ml of tetrahydrofuran, 2.0 ml of 40% toluene solution containing diisopropyl azodicarboxylate was added. After one day, the reaction solution was concentrated under reduced pressure and the residue was subjected to silica gel column chromatography (eluent: hexane/ethyl acetate=20/1) to give 0.80 g of (2,3,5,6-tetrafluorophenyl)methyl (1R)-trans-2,2-dimethyl-3-((Z)-1-propenyl)cyclopropanecarboxylate (Present compound 2) (yield 93%). 1H-NMR (CDCl3, TMS) delta 1.15(3H,s), 1.29(3H,s), 1.47(1H,d,J=5.3), 1.70(3H,dd,J=6.9,1.6), 2.19(1H,brdd,J=8.1,5.3), 5.12(1H,d, J=10.6, 8.1,1.6), 5.24(1H,t, J=1.6), 5.25(1H,t,J=1.6), 5.60(1H,dqd,J=10.6,6.9,1.1), 7.10 (lH,tt,J=9.7,7.4)

Reference： [1]Patent: US6225495,2001,B1

12
[ 4084-38-2 ]
[ 1152308-87-6 ]
[ 1152308-88-7 ]

Yield	Reaction Conditions	Operation in experiment
	With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;dmap; In chloroform; at 20℃; for 18h;	Under a nitrogen atmosphere, 182 mg of l-ethyl-3- (3- dimethylaminopropyl) carbodiimide hydrochloride was added to a mixture of 128 mg of 2, 3, 5, 6-tetrafluorobenzyl alcohol, 128 mg of (IR) -cis-3-cyano-2, 2- dimethylcyclopropanecarboxylic acid, 5 mg of 4- dimethylaminopyridine and 5 mL of chloroform, followed by stirring the mixture at room temperature for 18 hours. The reaction mixture was added to water, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. To a solution of the residue dissolved in 5 mL of anhydrous tetrahydrofuran were added 0.06 mL of triethylamine, 0.04 mL of acetic anhydride and 5 mg of 4- dimethylaminopyridine, followed by stirring the mixture at room temperature for 18 hours to acetylate the remaining benzyl alcohol. To the reaction mixture was added an aqueous saturated sodium bicarbonate solution, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and concentrated. The resultant residue was subjected to silica gel chromatography to obtain 34 mg of 2,3,5,6- tetrafluorobenzyl (IR) -cis-3-cyano-2, 2-dimethylcyclopropane <n="31"/>carboxylate represented by the following formula:(hereinafter referred to as the present compound (I)) as a colorless liquid. 1H-NMR (CDCl3, TMS) delta (ppm) : 1.28 (s, 3H), 1.46 (s,3H), 1.77 (d, IH, J = 8.2 Hz), 1.96 (d, IH, J = 8.2 Hz ), 5.29 (d, IH, J = 12.3 Hz ), 5.34 (d, IH, J = 12.3 Hz ), 7.10-7.14 (m, IH)

Reference： [1]Patent: WO2009/64025,2009,A1 .Location in patent: Page/Page column 29-30; 38-39

13
C₁₇H₂₀O₄S [ No CAS ]
[ 4084-38-2 ]
[ 1133373-77-9 ]

Yield	Reaction Conditions	Operation in experiment
	In acetonitrile; at 0 - 20℃;Inert atmosphere of nitrogen;	3.4 ml (43 mmol) of N-methylimidazole, CH3CN (43 ml) and finally 2.38 g (14.3 mmol) of (1 RS,3RS)-3-((E/Z)-Buta-1 ,3-dienyl)-2,2-dimethylcyclopropane-1 - carboxylic acid are introduced into a flask under nitrogen atmosphere. The mixture is cooled to 0QC and a solution of 3.26 g (17.2 mmol) of tosyl chloride dissolved in 19 ml of CH3CN is added. At the end of the addition, the mixture is left at ambient temperature for 45 minutes, then cooled again to 0QC and 2.6 ml <n="11"/>(14.3 mmol) of <strong>[4084-38-2]2,3,5,6-tetrafluorobenzyl alcohol</strong> dissolved in 16 ml of CH3CN are added. The mixture is agitated at ambient temperature for 4 hours, diluted with H2O and transferred into a separating funnel. The reaction mixture is extracted 3 times with ethyl ether and the organic phases washed with water and with a saturated NaCI solution. The ether phase is separated, dried over Na2SO4 and filtered. Following evaporation at 21 mbar/30QC, the crude reaction product is taken up in 100/1 (v/v) petroleum ether/ethyl ether and purified on a silica gel chromatography column using the same eluent. By evaporation of the solvent, 4.61 g of an oily product with a purity equal to 97.0% is obtained. IR (CDCI3, cm"1) 3200, 3086, 2925, 1725, 1 178.1H NMR (CDCI3) delta 7.13-7.04 (m, 1 H, CHAr), 6.75-6.65 (m, 1 H, CH=(Z)), 6.33- 6.08 (m, 4 vinyl CH {E)+{Z)), 5.45-5.39 (m, 1 H, vinyl CH (Z)), 5.26-5.10+4.99-4.97 (m, 8 H, 2 vinyl-CH2 + 2CH2O (E)+(Z)), 2.36-2.32 (m, 1 H, CH-cyclopropane (Z)), 2.10-2.07. (m, 1 H, CH-cyclopropane (E)), 1.58 (d, 1 H, J = 7.5 Hz, CH- cyclopropane (Z)), 1.54 (d, 1 H, J=5.2 Hz, CH-cyclopropane (E)), 1.28 (s, 3 H, Me, (Z)), 1.26 (s, 3 H, Me, (E)), 1.1 (s, 6 H, 2Me, (Z)+(E)).13C NMR (CDCI3) delta 171.16, 171.07, 147.12-146.84 (m, aromatic C-F), 146.56- 146.37 (m, aromatic C-F), 144.65-144.37 (m, aromatic C-F), 144.07-143.84 (m, aromatic C-F), 136.44, 133.15, 132.23, 131.77, 130.95, 128.32, 1 18.16, 1 15.75, 1 15.37 (t, J=18Hz, aromatic-C), 106.61 (t, J=22Hz, aromatic-CH), 53.59, 36.62, 35.04, 34.03, 32.43, 29.81 , 29.68, 22.0, 21.91 , 20.26, 20.23

Reference： [1]Patent: WO2009/37228,2009,A1 .Location in patent: Page/Page column 9-10

14
[ 110-87-2 ]
[ 4084-38-2 ]
[ 84937-77-9 ]

Reference： [1]Journal of Fluorine Chemistry,2009,vol. 130,p. 938 - 941

15
[ 4084-38-2 ]
[ 77-78-1 ]
[ 1204956-85-3 ]

Reference： [1]Journal of Fluorine Chemistry,2009,vol. 130,p. 938 - 941

16
[ 602-94-8 ]
[ 4084-38-2 ]

Reference： [1]Journal of Fluorine Chemistry,2009,vol. 130,p. 938 - 941

17
(1RS,3RS)-3-((E/Z)-buta-1,3-dienyl)-2,2-dimethylcyclopropane-1-carboxylic acid [ No CAS ]
[ 4084-38-2 ]
2,3,5,6-tetrafluorobenzyl (1RS,3RS)-3-((E/Z)-buta-1,3-dienyl)-2,2-dimethylcyclopropane-1-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		b. Synthesis of 2,3,5,6-tetrafluorobenzyl-(1RS,3RS)-3-((E/Z)-Buta-1,3-dienyl)-2,2-dimethylcyclopropane-1-carboxylate 3.4 ml (43 mmol) of N-methylimidazole, CH3CN (43 ml) and finally 2.38 g (14.3 mmol) of (1RS,3RS)-3-((E/Z)-Buta-1,3-dienyl)-2,2-dimethylcyclopropane-1-carboxylic acid are introduced into a flask under nitrogen atmosphere. The mixture is cooled to 0 C. and a solution of 3.26 g (17.2 mmol) of tosyl chloride dissolved in 19 ml of CH3CN is added. At the end of the addition, the mixture is left at ambient temperature for 45 minutes, then cooled again to 0 C. and 2.6 ml (14.3 mmol) of <strong>[4084-38-2]2,3,5,6-tetrafluorobenzyl alcohol</strong> dissolved in 16 ml of CH3CN are added. The mixture is agitated at ambient temperature for 4 hours, diluted with H2O and transferred into a separating funnel. The reaction mixture is extracted 3 times with ethyl ether and the organic phases washed with water and with a saturated NaCl solution. The ether phase is separated, dried over Na2SO4 and filtered. Following evaporation at 21 mbar/30 C., the crude reaction product is taken up in 100/1 (v/v) petroleum ether/ethyl ether and purified on a silica gel chromatography column using the same eluent. By evaporation of the solvent, 4.61 g of an oily product with a purity equal to 97.0% is obtained. IR (CDCl3, cm-1) 3200, 3086, 2925, 1725, 1178. 1H NMR (CDCl3) delta 7.13-7.04 (m, 1H, CHAr), 6.75-6.65 (m, 1H, CH=(Z)), 6.33-6.08 (m, 4 vinyl CH (E)+(Z)), 5.45-5.39 (m, 1H, vinyl CH (Z)), 5.26-5.10+4.99-4.97 (m, 8H, 2 vinyl-CH2+2CH2O (E)+(Z)), 2.36-2.32 (m, 1H, CH-cyclopropane (Z)), 2.10-2.07. (m, 1H, CH-cyclopropane (E)), 1.58 (d, 1H, J=7.5 Hz, CH-cyclopropane (Z)), 1.54 (d, 1H, J=5.2 Hz, CH-cyclopropane (E)), 1.28 (s, 3H, Me, (Z)), 1.26 (s, 3H, Me, (E)), 1.1 (s, 6H, 2Me, (Z)+(E)). 13C NMR (CDCl3) delta 171.16, 171.07, 147.12-146.84 (m, aromatic C-F), 146.56-146.37 (m, aromatic C-F), 144.65-144.37 (m, aromatic C-F), 144.07-143.84 (m, aromatic C-F), 136.44, 133.15, 132.23, 131.77, 130.95, 128.32, 118.16, 115.75, 115.37 (t, J=18 Hz, aromatic-C), 106.61 (t, J=22 Hz, aromatic-CH), 53.59, 36.62, 35.04, 34.03, 32.43, 29.81, 29.68, 22.0, 21.91, 20.26, 20.23

Reference： [1]Patent: US2010/210721,2010,A1 .Location in patent: Page/Page column 4

18
[ 4084-38-2 ]
trans-3-(2-chloro-vinyl)-2,2-dimethylcyclopropane carboxylic acid [ No CAS ]
trans-(2,3,5,6-tetrafluoro-benzyl)-3-(2-chlorovinyl)-2,2-dimethylcyclopropane-carboxylate [ No CAS ]

Reference： [1]Journal of Agricultural and Food Chemistry,2011,vol. 59,p. 1171 - 1177

19
[ 4084-38-2 ]
C₈H₁₁ClO₂ [ No CAS ]
C₁₅H₁₃ClF₄O₂ [ No CAS ]

Reference： [1]Journal of Agricultural and Food Chemistry,2011,vol. 59,p. 1171 - 1177

20
[ 4084-38-2 ]
[ 108-98-5 ]
[ 1372616-54-0 ]

Reference： [1]Letters in Organic Chemistry,2012,vol. 9,p. 175 - 182

21
[ 4084-38-2 ]
[ 106-45-6 ]
[ 1372616-55-1 ]

Reference： [1]Letters in Organic Chemistry,2012,vol. 9,p. 175 - 182

22
[ 50-00-0 ]
[ 327-54-8 ]
[ 4084-38-2 ]

Reference： [1]Journal of Organic Chemistry,2015,vol. 80,p. 10874 - 10882

23
[ 106-42-3 ]
[ 4084-38-2 ]
1-(2,3,5,6-tetrafluorobenzyl)-2,5-dimethylbenzene [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2017,vol. 56,p. 3085 - 3089
Angew. Chem.,2017,vol. 129,p. 3131 - 3135,5

24
[ 652-18-6 ]
[ 4084-38-2 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium tetrahydroborate; In 1,2-dimethoxyethane; at 28 - 29℃; for 0.5h;	The drawings further illustrate the use of the mechanical device for the production of tetrafluorobenzyl alcohol in the preferred embodiment of the specific content1.The amount of <strong>[652-18-6]2,3,5,6-tetrafluorobenzoic acid</strong>,Ethylene glycol dimethyl ether is set in a chemical reactor1 on the <strong>[652-18-6]2,3,5,6-tetrafluorobenzoic acid</strong> imports 5, ethylene glycol dimethyl ether imports 6 into the chemical reactor 1, stir to mix evenly,Raising the temperature to 28-29 C,At this time, the ethylene glycol dimethyl ether solution of sodium borohydride was slowly added through the ethylene glycol dimethyl ether solution inlet 7 of sodium borohydride set on the chemical reaction kettle 1,After stirring for 0.5 hour,And then the temperature increased to 48-49 ,At this time through the set in the chemical reactor1 on the dimethyl sulfate solution of ethylene glycol dimethyl etherMouth 8 slowly adding the formula amount of dimethyl sulfate dimethyl ether solution,Insulation reaction2.8-2.9 hours after the stop mixing,Cooling to room temperature.The liquid in the chemical reactor 1 is fed to the decolorizer 2 through the first slurry pump and the pipe 9 provided between the chemical reaction kettle 1 and the decolorizer 2,The activated carbon is introduced into the activated carbon inlet 10 provided on the decolorizer 2 by adding the formulated amount of activated carbon,Stirring decolorization 1.2-1.5 hours after the end of decolorization.The decolorized liquid is fed to the still vessel 3 through a second slurry pump and a pipe 11 provided between the decolorizer 2 and the stillator 3, and the distillate liquid ethylene glycol dimethyl ether is distilled off through a No. 3 On the steam outlet 12 discharged recycling, the remaining solid is tetrafluorobenzyl alcohol,Which is fed into a dryer 4 through a second conveyor 13 provided between the still vessel 3 and the dryer 4 to obtain a finished product,The finished product can be discharged through the finished product outlet 14 provided on the drier 4. As shown in Fig.

Reference： [1]Patent: CN105777495,2016,A .Location in patent: Paragraph 0011; 0012; 0013
[2]Patent: CN109293478,2019,A

25
[ 4084-38-2 ]
(1R)-3-[(E)-2-methoxycarbonylpropenyl]-2,2-dimethylcyclopropanecarboxylic acid [ No CAS ]
2,3,5,6-tetrafluorobenzyl (1R,3R)-3-[(E)-2-methoxycarbonyl-1-propenyl]-2,2-dimethylcyclopropanecarboxylate [ No CAS ]
2,3,5,6-tetrafluorobenzyl (1R,3S)-3-[(E)-2-methoxycarbonyl-1-propenyl]-2,2-dimethylcyclopropanecarboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
42 mg; 14 mg	With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In chloroform; at 20℃; for 17h;	<strong>[4084-38-2]2,3,5,6-tetrafluorobenzyl alcohol</strong> (57 mg, 0.32mmol) and (1R)-3-[(E)-2-methoxycarbonyl-1-propenyl]-2,2-dimethylcyclopropanecarboxylic acid (56 mg, 0.26mmol, 3R: 3S=4:1), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (2 ml) in chloroform solution (61 mg, 0.32mmol) was added to 4 -dimethylaminopyridine (3 mg). After stirring at room temperature for 17 hours, the reaction was poured into water, which was extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, concentrated under reduced pressure, the residue was subjected to silica gel column chromatography, equation [9 a] 2,3,5,6-tetrafluorobenzyl (1R,3R)-3-[(E)-2-methoxycarbonyl-1-propenyl]-2,2-dimethylcyclopropanecarboxylate shown in (hereinafter, referred to as compound (4) of the present invention. 42 mg was obtained. 2,3,5,6-tetrafluorobenzyl (1R,3S)-3-[(E)-2-methoxycarbonyl-1-propenyl]-2,2-diemthylcycloproanecarboxylate shown (hereinafter, referred to as compound (5) of the present invention) 14 mg was obtained.

Reference： [1]Patent: JP2017/122054,2017,A .Location in patent: Paragraph 0041; 0042

26
[ 61914-47-4 ]
[ 4084-38-2 ]
[ 118712-89-3 ]

Yield	Reaction Conditions	Operation in experiment
97.6%	With pyridine; In toluene; at 5 - 15℃; for 3h;	General procedure: In 1 liter three necked bottom flask with a stirrer, 51 .0 g (0.33 moles) of (f?S)-3- allyl-2-methyl-4-oxocyclopent-2-enyl-1 -ol with a purity of 99% (%w/w) were mixed with 180 ml of toluene and cooled to 5C under nitrogen atmosphere. The solution was added with 34.5 g (0.43 moles) of pyridine and added slowly and under stirring with 65.0 g (0.34 moles) of (1 R,3R)-2,2-dimethyl-3-(2-methylprop- 1 -enyl) cyclopropane carboxylic acid chloride with a purity of 98.0% (% w/w), keeping the temperature at 5C-10C . After the addition, the reaction was heated to 15-20C under stirring for further 3 hours. (0121) 4.1 g (0.05 moles) of 1 ,3-diaminopropane were added and the reaction was maintained under stirring for further Vz hour. The reaction was then added with an acid aqueous solution (0.36 moles of HCI 33%(%w/w) in 135 ml of water), stirred and the organic phase separated off. The organic phase was then washed with water, separated and washed again with 65 ml of an aqueous solution containing 8% (% w/v) of sodium carbonate. The organic phase was separated and evaporated u.v at 40C/ 0.2 kPa. (0122) 98.5 g of a crude product with a purity of 96.8% (% w/w) was obtained (yield 95%) whose NMR analysis is in accordance with the structure. (0123) The amount of chrysanthemic anhydride was less than 0.02% (%w/w) by GC analysis as previously reported. (0124) 1H-NMR (300 MHz, CDCIs): 1 .15 (s, 2.25H), 1 .1 6 (s, 0.75H), 1 .27 (s, 2.25H), 1 .29 (s, 0.75H), 1 .41 (d, 0.25H, 3J = 5.5 Hz), 1 .43 (d, 0.75H, 3J = 5.5 Hz), 1 .70 - 1 .75 (m, 6H), 2.02 (s, 2.25H), 2.04 (s, 0.75H), 2.10 (dd, 1 H, 3J = 7.7 Hz, 3J = 5.2 Hz), 2.24 (dd, 0.75H, 2J = 18.7 Hz, 3J = 2.0 Hz), 2.31 (dd, 0.25H, 2J = 18.7 Hz, 3J = 2.0 Hz), 2.86 (dd, 0.25H, 2J = 18.7 Hz, 3J = 7.3 Hz), 2.88 (dd, 0.75H, 2J = 18.7 Hz, 3J = 6.3 Hz), 2.99 (d, 2H, 3J = 6.4 Hz), 4.92 (dm, 1 H, 3J = 7.5 Hz), 5.02 (m, 2H), 5.69 (m, 1 H), 5.77 (m, 1 H). (0125) 13C-NMR (75 MHz, CDCIs): 13.75 (CH3), 13.87 (CH3), 18.34 (CH3), 20.24 (CH3), 20.37 (CH3), 21 .95 (CH3), 22.00 (CH3), 25.39 (CH3), 26.97 (CH2), 28.93 (Cq), 32.81 (CH), 33.01 (CH), 34.37 (CH), 34.42 (CH), 41 .46 (CH2), 41 .88 (CH2), 72.47 (CH), 72.77 (CH), 1 15.78 (CH2), 120.60 (CH), 120.67 (CH), 133.41 (CH), 135.70 (Cq), 141 .15 (Cq), 141 .22 (Cq), 1 65.76(Cq), 1 65.86 (Cq), 172.12 (Cq), 203.59 (Cq), 203.65 (Cq).

Reference： [1]Patent: WO2018/50213,2018,A1 .Location in patent: Page/Page column 10; 11; 14

27
[ 4084-38-2 ]
(1R)-trans-3-[(E)-2-methoxy-1-ethenyl]-2,2-dimethylcyclopropanecarboxylic acid [ No CAS ]
2,3,5,6-tetrafluorobenzyl (1R)-trans-3-[(E)-2-methoxy-1-ethenyl]-2,2-dimethylcyclopropanecarboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
18 mg	With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In chloroform; at 20℃; for 20h;	<strong>[4084-38-2]2,3,5,6-tetrafluorobenzyl alcohol</strong> (30 mg, 0.17 mmol) and(1 R) -trans-3 - [(E) -2-methoxy-1-ethenyl]-2,2-dimethylcyclopropanecarboxylic acid (43 mg, 0.25 mmol)1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (48 mg, 0.25 mmol) and 4-dimethylaminopyridine (3 mg) were added to a chloroform solution (2 mL).After stirring at room temperature for 20 hours, water was poured into the reaction solution,This was extracted with ethyl acetate. After drying the organic layer with magnesium sulfate,Concentrate under reduced pressure, The residue was subjected to silica gel column chromatography,Represented by the following formula (X)2,3,5,6-tetrafluorobenzyl (1 R) -trans-3-[(E) -2-methoxy-1-ethenyl]-2,2-dimethylcyclopropanecarboxylate (hereinafter referred to as "This compound is referred to as the compound 9 of the present invention. ) 18 mg.

Reference： [1]Patent: JP2018/43961,2018,A .Location in patent: Paragraph 0036

28
[ 4084-38-2 ]
(1R)-trans-3-[(Z)-2-methoxy-1-ethenyl]-2,2-dimethylcyclopropanecarboxylic acid [ No CAS ]
2,3,5,6-tetrafluorobenzyl (1R)-trans-3-[(Z)-2-methoxy-1-ethenyl]-2,2-dimethylcyclopropanecarboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
22 mg	With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In chloroform; at 20℃; for 16h;	<strong>[4084-38-2]2,3,5,6-tetrafluorobenzyl alcohol</strong>(40 mg, 0.22 mmol) and(1 R) -trans-3 - [(Z) -2-methoxy-1-ethenyl]-2,2-dimethylcyclopropanecarboxylic acid (57 mg, 0.33 mmol)In chloroform (4 mL)Was added 1-ethyl-3- (3-dimethylaminopropyl)Carbodiimide hydrochloride (63 mg, 0.33 mmol)And 4-dimethylaminopyridine (3 mg) were added.After stirring at room temperature for 16 hours, water was poured into the reaction solution,This was extracted with ethyl acetate. After drying the organic layer with magnesium sulfate,Concentrated under reduced pressure, the residue was subjected to silica gel column chromatography,The compound represented by the following formula (XI)Tetrafluorobenzyl (1R) -trans-3 - [(Z) -2-methoxy-1-ethenyl]-2,2-dimethylcyclopropanecarboxylate (hereinafter referred to as "Will be referred to as the present compound 10. )22 mg.

Reference： [1]Patent: JP2018/43961,2018,A .Location in patent: Paragraph 0038

29
[ 4084-38-2 ]
2,2-dimethyl-1R-trans-3-(2,2-difluorovinyl)cyclopropanecarboxylic acid chloride [ No CAS ]
2,3,5,6-tetrafluorobenzyl 2,2-dimethyl-1R-trans-3-(2,2-difluorovinyl)cyclopropanecarboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
86%	With pyridine; In toluene; at 0 - 20℃; for 4h;	In a 200 ml four-necked flask, 10.0 g (0.05 mol) of <strong>[4084-38-2]2,3,5,6-tetrafluorobenzyl alcohol</strong> and 5.0 g of pyridine were dissolved in 60 ml of toluene.After stirring, 9.73 g (0.05 mol) of 2,2-dimethyl-1R-trans-3-(2,2-difluorovinyl)cyclopropanecarboxylic acid chloride was added dropwise at 0 to 5 C.The reaction was allowed to rise to 20 C for 4 hours. Wash with 400 ml of 5% hydrochloric acid,After washing with 400 ml of 5% NaHCO3, the oil layer was separated and heated to 85 C under a negative pressure of 10 mmHg to remove the solvent toluene to obtain a compound.2,3,5,6-tetrafluorobenzyl-2,2-dimethyl-1R-trans-3-(2,2-difluorovinyl)cyclopropanecarboxylate,Column chromatography, weighing 15.1g of light brownish yellow oily liquid,The content was 97.7%, and the yield was 86%

Reference： [1]Patent: CN108250078,2018,A .Location in patent: Paragraph 0043; 0044

30
[ 107535-73-9 ]
[ 4084-38-2 ]

Yield	Reaction Conditions	Operation in experiment
98%	With sodium tetrahydroborate; In 1,2-dimethoxyethane; water; at 5 - 80℃; for 4h;Inert atmosphere;	3.8 g (0.1 mol) of NaBH4 and 12 g of ethylene glycol dimethyl ether were placed in a 500 mL four-necked flask, and heated under stirring with nitrogen to 78 to 80 C, and refluxed for 3 hours. After the completion of the activation reaction, the temperature was lowered to 20 to 30 C, 300 g of water was added, and the mixture was stirred and dissolved, and the temperature was lowered to 5 C, and 54.6 g of 2,3,5,6-tetrafluorobenzoyl chloride obtained by the method of Comparative Example 1 was added dropwise under a nitrogen atmosphere. The reaction is strongly exothermic, and gas and solids are formed, and the reaction temperature is controlled at 5 to 15 C for about 3 hours. The addition was completed at this temperature for 1 hour. After adding 100 g of dichloromethane, stirring for 10 minutes, the insoluble inorganic salt was filtered off, the filter cake was rinsed with 50 g of dichloromethane, the filtrate was combined, the organic layer was separated, and dichloromethane was evaporated to give a white solid product 2,3,5,6-tetrafluorobenzyl alcohol 45.5 g, yield 98%

Reference： [1]Patent: CN109293478,2019,A .Location in patent: Paragraph 0035; 0037-0046

31
[ 963-46-2 ]
[ 4084-38-2 ]

Reference： [1]Patent: CN109704916,2019,A

32
[ 727-55-9 ]
[ 4084-38-2 ]

Reference： [1]Patent: CN109704916,2019,A

33
methyl 2,3,5,6-tetrafluoro-4(hydroxymethyl)benzoate [ No CAS ]
[ 4084-38-2 ]

Reference： [1]Patent: CN109704916,2019,A

34
[ 107900-84-5 ]
[ 4084-38-2 ]

Yield	Reaction Conditions	Operation in experiment
98.82%	With N,N-dimethyl-formamide; at 95℃; for 2h;	(3): 50.1 g of 2,3,5,6-tetrafluoro-p-hydroxymethylbenzoic acid was added to a 500 ml four-necked flask.Add 195g of N,N-dimethylformamide,Warm up to 95 C for 2 hours,Decomposing N,N-dimethylformamide under reduced pressure and rectifying and purifying39.7g of 2,3,5,6-tetrafluorobenzyl alcohol,98.3%,The yield was 98.82%.

Reference： [1]Patent: CN109704916,2019,A .Location in patent: Paragraph 0029; 0033; 0034; 0037; 0038; 0042

35
[ 4084-38-2 ]
(E/Z)-cis-3-(2-chloro-1-propenyl)-2,2-dimethylcyclopropanecarboxylic acid chloride [ No CAS ]
(1R)-trans-2,3,5,6-tetrafluorobenzyl 2,2-dimethyl-3-(2-chloropropenyl)cyclopropanecarboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
97%	With pyridine; In hexane; at 20℃; for 4h;	<strong>[4084-38-2]2,3,5,6-tetrafluorobenzyl alcohol</strong> 4.5g (25mmol),Pyridine 3g,Hexane 40mL,Slow drop1R)-trans-2,2-dimethyl-3-(E/Z-2-chloropropenyl)cyclopropanecarboxylic acid chloride 6g (30mmol),The reaction was carried out for 4 hours at room temperature.The organic phase is sequentially treated with 20 mL of 5% sodium hydroxide solution,Wash with 5% hydrochloric acid solution and saturated sodium chloride solution,dry,After desolvation, a pale yellow viscous liquid is obtained.After column chromatography (petroleum ether / ethyl acetate = 20/1), 9.5 g of pale yellow liquid was obtained.The yield was 97%.

Reference： [1]Patent: CN109776327,2019,A .Location in patent: Paragraph 0113-0114

36
[ 4084-38-2 ]
(E/Z)-cis-3-(2-chloro-1-propenyl)-2,2-dimethylcyclopropanecarboxylic acid chloride [ No CAS ]
(1R)-trans-2,3,4,5,6-pentafluorobenzyl 2,2-dimethyl-3-(2-chloropropenyl)cyclopropanecarboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
94%	With pyridine; In hexane; at 20℃; for 4h;	Add in a 100mL three-necked flask2,3,4,5,6-pentafluorobenzyl alcohol 4.5g (25mmol),Pyridine 3g,Hexane 40mL,Slow drop(1R)-trans-2,2-dimethyl-3-(E/Z-2-chloropropenyl)cyclopropanecarboxylic acid chloride 6g(30mmol),The reaction was carried out for 4 hours at room temperature.The organic phase is sequentially treated with 20 mL of 5% sodium hydroxide solution,Wash with 5% hydrochloric acid solution and saturated sodium chloride solution, dry,After desolvation, a pale yellow viscous liquid is obtained.After column chromatography (petroleum ether / ethyl acetate = 20/1)Light yellow liquid 9.4g,The yield was 94%.

Reference： [1]Patent: CN109776327,2019,A .Location in patent: Paragraph 0116-0118

37
[ 4084-38-2 ]
trans-2,2-dimethyl-3-(2-chloropropenyl)cyclopropanecarboxylic acid chloride [ No CAS ]
trans-2,3,5,6-tetrafluorobenzyl 2,2-dimethyl-3-(2-chloropropenyl)cyclopropanecarboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
97%	With pyridine; In 5,5-dimethyl-1,3-cyclohexadiene; at 20℃; for 4h;	Add in a 100mL three-necked flask<strong>[4084-38-2]2,3,5,6-tetrafluorobenzyl alcohol</strong> 4.5g (25mmol),3 g of pyridine, 40 mL of n-hexane,Slow dropTrans-2,2-dimethyl-3-(2-chloropropenyl)cyclopropanecarboxylic acid chloride 6g (30mmol),The reaction was carried out at room temperature for 4 hours.The organic phase is sequentially treated with 20 mL of 5% sodium hydroxide solution,Washing with 5% hydrochloric acid solution and saturated sodium chloride solution, drying, and desolvation to obtain a pale yellow viscous liquid. After column chromatography (petroleum ether / ethyl acetate = 20/1), 8.5 g of pale yellow liquid.The yield was 97%.

Reference： [1]Patent: CN109776327,2019,A .Location in patent: Paragraph 0069-0071

38
[ 4084-38-2 ]
cis-2,2-dimethyl-3-(2-chloropropenyl)cyclopropanecarboxylic acid chloride [ No CAS ]
cis-2,3,5,6-tetrafluorobenzyl 2,2-dimethyl-3-(2-chloropropenyl)cyclopropanecarboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
95%	With pyridine; In cyclohexane; at 20℃; for 4h;	Add in a 100mL three-necked flask<strong>[4084-38-2]2,3,5,6-tetrafluorobenzyl alcohol</strong> 4.5g (25mmol),Pyridine 3g,Hexane 40mL,Slow dropCis-2,2-dimethyl-3-(E/Z-2-chloropropenyl)cyclopropanecarboxylic acid chloride 6g (30mmol),The reaction was carried out for 4 hours at room temperature.The organic phase is sequentially treated with 20 mL of 5% sodium hydroxide solution.Wash with 5% hydrochloric acid solution and saturated sodium chloride solution, dry,After desolvation, a pale yellow viscous liquid is obtained.After column chromatography (petroleum ether / ethyl acetate = 20/1), 9.2 g of pale yellow liquid was obtained.The yield was 95%.

Reference： [1]Patent: CN109776327,2019,A .Location in patent: Paragraph 0056-0059; 0106-0107

39
[ 4084-38-2 ]
[ 29745-04-8 ]
C₁₅H₁₂F₄O₅ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
21.1%	With dmap In dichloromethane at 60℃; for 14h; Sealed tube; Inert atmosphere;	The preparation method of norcantharidin carboxylic acid-2,3,5,6-tetrafluorobenzyl ester (compound 6-3) is as follows: Add norcantharidin (compound 4) (1.0mmol, 168mg), 4-DMAP (1.0mmol, 244mg) to 25mL sealed tube, respectively, replace with argon three times, then add DCM 2.5mL, 2,3,5,6-tetrafluorobenzyl alcohol 5 (2.0mmol, 240μL), react at 60 for 14h; After the reaction, it was cooled to room temperature, washed with HCl (1mol/L) and saturated brine three times, and the organic phases were combined. After the organic phase was dried with anhydrous sodium sulfate, the white solid product was obtained by flash column chromatography, namely, norcantharidin carboxylic acid-2,3,5,6-tetrafluorobenzyl ester (compound 6-3) with a yield of 21.1%.

Reference： [1]Current Patent Assignee: ZUNYI MEDICAL UNIVERSITY - CN111362962, 2020, A Location in patent: Paragraph 0050-0052

40
2-(4-chlorophenyl)-3-methylbutyric acid [ No CAS ]
[ 4084-38-2 ]
2,3,5,6-tetrafluorobenzyl 4'-chlorophenyl-α-isopropylacetate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
97 mg	With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In chloroform at 20℃; for 15h;	1 2,3,5,6-tetrafluorobenzyl alcohol (56 mg, 0.311 mmol) And 4'-chlorophenyl-α-isopropylacetic acid 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (71 mg, 0.370 mmol) and 4-dimethylaminopyridine (5 mg) were added to a chloroform solution (3 mL) of (66 mg, 0.311 mmol). After stirring at room temperature for 15 hours, water was added to the reaction solution, and this was extracted with ethyl acetate. The organic layer is dried over magnesium sulfate, concentrated under reduced pressure conditions, and the residue is subjected to silica gel column chromatography according to the following formula (IV). , 2,3,5,6-tetrafluorobenzyl 4'-chlorophenyl-α-isopropylacetate (Compound 1 of the present invention) (97 mg) was obtained.

Reference： [1]Current Patent Assignee: DAINIHON JOCHUGIKU CO.,LTD. - JP2020/200258, 2020, A Location in patent: Paragraph 0036-0037

41
[ 181183-63-1 ]
[ 4084-38-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: iron(III) chloride / 2 h / 70 °C 2: thiourea; hydrogen; 5% Pd-CaCO3 / 6 h / 60 °C 3: hydrogen; Pt/MgAl₂O₄ / ethanol; water / 9 h / 50 °C

Reference： [1]Current Patent Assignee: ZHEJIANG ZHONGXIN FLUORIDE MAT - CN113292399, 2021, A

42
[ 327-54-8 ]
[ 4084-38-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: aluminum (III) chloride / tetrachloromethane / 2 h / 70 °C 2: iron(III) chloride / 2 h / 70 °C 3: thiourea; hydrogen; 5% Pd-CaCO3 / 6 h / 60 °C 4: hydrogen; Pt/MgAl₂O₄ / ethanol; water / 9 h / 50 °C

Reference： [1]Current Patent Assignee: ZHEJIANG ZHONGXIN FLUORIDE MAT - CN113292399, 2021, A

43
[ 4084-38-2 ]
diethyl (2,3,5,6-tetrafluorobenzyl)acetamidomalonate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: hydrogen bromide; acetic acid / 3 h / 70 °C 2: sodium / ethanol / 2 h / 70 °C

Reference： [1]Asai, Daisuke; Inoue, Naoko; Sugiyama, Makiko; Fujita, Tsugumi; Matsuyama, Yutaka; Liu, Xiaohui; Matsushima, Ayami; Nose, Takeru; Costa, Tommaso; Shimohigashi, Yasuyuki [Bioorganic and Medicinal Chemistry, 2021, vol. 51]

44
[ 4084-38-2 ]
C₁₁H₉F₄NO₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: hydrogen bromide; acetic acid / 3 h / 70 °C 2: sodium / ethanol / 2 h / 70 °C 3: sodium hydroxide; methanol / 3 h / 40 °C 4: para-xylene / Reflux

45
[ 4084-38-2 ]
C₁₂H₉F₄NO₅ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: hydrogen bromide; acetic acid / 3 h / 70 °C 2: sodium / ethanol / 2 h / 70 °C 3: sodium hydroxide; methanol / 3 h / 40 °C

46
[ 4084-38-2 ]
C₁₁H₉F₄NO₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: hydrogen bromide; acetic acid / 3 h / 70 °C 2: sodium / ethanol / 2 h / 70 °C 3: sodium hydroxide; methanol / 3 h / 40 °C 4: para-xylene / Reflux 5: acetic acid; sodium hydroxide; Aspergillus genus acylase / 48 h / 38 °C / Enzymatic reaction

47
[ 4084-38-2 ]
[ 160467-56-1 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: hydrogen bromide; acetic acid / 3 h / 70 °C 2: sodium / ethanol / 2 h / 70 °C 3: sodium hydroxide; methanol / 3 h / 40 °C 4: para-xylene / Reflux 5: acetic acid; sodium hydroxide; Aspergillus genus acylase / 38 °C / Enzymatic reaction

48
[ 4084-38-2 ]
C₁₄H₁₅F₄NO₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1: hydrogen bromide; acetic acid / 3 h / 70 °C 2: sodium / ethanol / 2 h / 70 °C 3: sodium hydroxide; methanol / 3 h / 40 °C 4: para-xylene / Reflux 5: acetic acid; sodium hydroxide; Aspergillus genus acylase / 38 °C / Enzymatic reaction 6: sodium hydroxide / water; 1,4-dioxane

49
[ 4084-38-2 ]
[ 53001-73-3 ]

Yield	Reaction Conditions	Operation in experiment
85%	With hydrogen bromide; acetic acid at 70℃; for 3h;	5.3.2 Tetrafluorobenzyl bromide 2,3,5,6-Tetrafluorobenzyl bromide (3a) - 2,3,5,6-Tetrafluorobenzyl alcohol (2a: 9.4g, 52mmol) in 30% HBr/AcOH (100ml) was refluxed for 3h at 70°C. The reaction mixture was cooled to dilute with water and then with 713mmol KOH (40g/60ml H2O). The alkaline solution was extracted with n-hexane, and the organic layer was washed with sat. NaCl and dried over Na2SO4. The organic solution was evaporated in vacuo, and the oily residue was purified in batches on a silica gel column (5.0×45cm) eluted with n-hexane. Yield, 10.7g (85%); Rfc, 0.52; 1H NMR (CDCl3) δ 4.59 (s, 2H, CH2), 7.18 (m, 1H, ArH).

50
[ 1559-88-2 ]
[ 4084-38-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -70 °C / Inert atmosphere 1.2: 2 h / -10 - 20 °C / Inert atmosphere 2.1: borane-THF / tetrahydrofuran / 20 h / 25 °C / Inert atmosphere

Same Skeleton Products

Related Products

Historical Records

Related Functional Groups of
[ 4084-38-2 ]

Fluorinated Building Blocks

[ 144284-25-3 ]

2,4,5-Trifluorobenzyl alcohol

Similarity: 1.00

[ 114152-19-1 ]

(2,3,6-Trifluorophenyl)methanol

Similarity: 1.00

[ 53001-70-0 ]

(2,3,4,6-Tetrafluorophenyl)methanol

Similarity: 1.00

[ 67640-33-9 ]

(2,3,5-Trifluorophenyl)methanol

Similarity: 1.00

[ 144284-24-2 ]

(2,3,4-Trifluorophenyl)methanol

Similarity: 1.00

Aryls

[ 144284-25-3 ]

2,4,5-Trifluorobenzyl alcohol

Similarity: 1.00

[ 114152-19-1 ]

(2,3,6-Trifluorophenyl)methanol

Similarity: 1.00

[ 53001-70-0 ]

(2,3,4,6-Tetrafluorophenyl)methanol

Similarity: 1.00

[ 67640-33-9 ]

(2,3,5-Trifluorophenyl)methanol

Similarity: 1.00

[ 144284-24-2 ]

(2,3,4-Trifluorophenyl)methanol

Similarity: 1.00

Alcohols

[ 144284-25-3 ]

2,4,5-Trifluorobenzyl alcohol

Similarity: 1.00

[ 114152-19-1 ]

(2,3,6-Trifluorophenyl)methanol

Similarity: 1.00

[ 53001-70-0 ]

(2,3,4,6-Tetrafluorophenyl)methanol

Similarity: 1.00

[ 67640-33-9 ]

(2,3,5-Trifluorophenyl)methanol

Similarity: 1.00

[ 144284-24-2 ]

(2,3,4-Trifluorophenyl)methanol

Similarity: 1.00

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 4084-38-2 ]

Quality Control of [ 4084-38-2 ]

Related Doc. of [ 4084-38-2 ]

Product Details of [ 4084-38-2 ]

Calculated chemistry of [ 4084-38-2 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 4084-38-2 ]

Application In Synthesis of [ 4084-38-2 ]

[ 4084-38-2 ] Synthesis Path-Upstream 1~2

[ 4084-38-2 ] Synthesis Path-Downstream 1~50

Related Functional Groups of [ 4084-38-2 ]

Fluorinated Building Blocks

Aryls

Alcohols

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 4084-38-2 ]