[ CAS No. 147808-02-4 ] {[proInfo.proName]}

Name: 147808-02-4|2-Fluoro-1,4-diiodobenzene|98%
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SKU: A153546
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3d Animation Molecule Structure of 147808-02-4

Structure of 147808-02-4 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 147808-02-4 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 147808-02-4 ]

SDS Specification

Alternatived Products of [ 147808-02-4 ]

Product Details of [ 147808-02-4 ]

CAS No. :	147808-02-4	MDL No. :	MFCD00061107
Formula :	C₆H₃FI₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	IQTKOCIDYDYDSB-UHFFFAOYSA-N
M.W :	347.90	Pubchem ID :	2737096
Synonyms :

Calculated chemistry of [ 147808-02-4 ]

Physicochemical Properties

Num. heavy atoms :	9
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.0
Num. rotatable bonds :	0
Num. H-bond acceptors :	1.0
Num. H-bond donors :	0.0
Molar Refractivity :	51.83
TPSA :	0.0 Å²

Pharmacokinetics

GI absorption :	Low
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	Yes
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.06 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.35
Log Po/w (XLOGP3) :	3.32
Log Po/w (WLOGP) :	3.46
Log Po/w (MLOGP) :	4.51
Log Po/w (SILICOS-IT) :	4.22
Consensus Log Po/w :	3.57

Druglikeness

Lipinski :	1.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-4.58
Solubility :	0.00911 mg/ml ; 0.0000262 mol/l
Class :	Moderately soluble
Log S (Ali) :	-3.0
Solubility :	0.351 mg/ml ; 0.00101 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-4.54
Solubility :	0.0101 mg/ml ; 0.000029 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	2.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	2.5

Safety of [ 147808-02-4 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 147808-02-4 ]

* 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 [ 147808-02-4 ]
Downstream synthetic route of [ 147808-02-4 ]

[ 147808-02-4 ] Synthesis Path-Upstream 1~10

1
[ 501433-02-9 ]
[ 147808-02-4 ]

Reference： [1] European Journal of Organic Chemistry, 2002, # 19, p. 3351 - 3358

2
[ 29632-74-4 ]
[ 147808-02-4 ]

Reference： [1] Tetrahedron Letters, 2009, vol. 50, # 39, p. 5497 - 5500

3
[ 501433-04-1 ]
[ 147808-02-4 ]

Reference： [1] European Journal of Organic Chemistry, 2002, # 19, p. 3351 - 3358

4
[ 501433-17-6 ]
[ 147808-02-4 ]

Reference： [1] European Journal of Organic Chemistry, 2002, # 19, p. 3351 - 3358

5
[ 462-06-6 ]
[ 147808-02-4 ]

Reference： [1] European Journal of Organic Chemistry, 2002, # 19, p. 3351 - 3358

6
[ 1121-86-4 ]
[ 147808-02-4 ]

Reference： [1] European Journal of Organic Chemistry, 2002, # 19, p. 3351 - 3358

7
[ 348-52-7 ]
[ 147808-02-4 ]

Reference： [1] European Journal of Organic Chemistry, 2002, # 19, p. 3351 - 3358

8
[ 501433-16-5 ]
[ 147808-02-4 ]

Reference： [1] European Journal of Organic Chemistry, 2002, # 19, p. 3351 - 3358

9
[ 124-38-9 ]
[ 147808-02-4 ]
[ 124700-40-9 ]

Reference： [1] European Journal of Organic Chemistry, 2002, # 19, p. 3351 - 3358

10
[ 68-12-2 ]
[ 147808-02-4 ]
[ 699016-40-5 ]

Yield	Reaction Conditions	Operation in experiment
67%	Stage #1: With isopropylmagnesium chloride In tetrahydrofuran at -78 - -50℃; for 0.5 h; Stage #2: at 0 - 20℃; for 0.25 h; Stage #3: With water; ammonium chloride In tetrahydrofuran	Step 1-A: A solution of 2-fluoro-1,4-diiodo-benzene (804 mg, 2.31 mmol) in tetrahydrofuran (8 mL) was cooled to -78° C. (external) and a 2.0 M solution of isopropylmagnesium chloride in tetrahydrofuran (1.44 mL, 2.89 mmol) added via syringe. The resulting mixture was stirred for 30 minutes while allowing the temperature of the cooling bath to rise to -50° C. The reaction mixture was then immersed in an ice/water bath and anhydrous N,N-dimethylformamide (425 μL, 5.78 mmol) was added by syringe to the reaction mixture. The reaction was stirred at 0° C. for 10 minutes, then at room temperature for 5 minutes. Thin layer chromatography (TLC) indicated the reaction to be complete. The mixture was diluted with saturated aqueous ammonium chloride solution (8 mL) and extracted with diethylether (2*20 mL). The combined organic layers were dried over sodium sulfate and concentrated in vacuo. The resulting residue was purified by chromatography over silica gel gradient eluted with 0 to 15percent v/v ethyl acetate/hexanes to give 2-fluoro-4-iodo-benzaldehyde as a fluffy-white solid (389 mg, 67percent).

Reference： [1] Patent: US2009/170920, 2009, A1, . Location in patent: Page/Page column 10-11

[ 147808-02-4 ] Synthesis Path-Downstream 1~24

1
[ 124-38-9 ]
[ 147808-02-4 ]
[ 124700-40-9 ]

Reference： [1]European Journal of Organic Chemistry,2002,p. 3351 - 3358

2
[ 501433-04-1 ]
[ 147808-02-4 ]

Reference： [1]European Journal of Organic Chemistry,2002,p. 3351 - 3358

3
[ 501433-02-9 ]
[ 147808-02-4 ]

Reference： [1]European Journal of Organic Chemistry,2002,p. 3351 - 3358

4
[ 501433-17-6 ]
[ 147808-02-4 ]

Reference： [1]European Journal of Organic Chemistry,2002,p. 3351 - 3358

5
[ 6104-51-4 ]
[ 147808-02-4 ]
2,5-bis(3,3,3-triphenylpropynyl)fluorobenzene [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2003,vol. 125,p. 8827 - 8837

6
[ 142-08-5 ]
[ 147808-02-4 ]
[ 955132-70-4 ]

Yield	Reaction Conditions	Operation in experiment
	With 8-quinolinol; potassium carbonate;copper(l) iodide; In dimethyl sulfoxide; at 130℃;	Example 11 5-Chloro-N-((1-(2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide (21) A mixture of <strong>[147808-02-4]2,5-diiodofluorobenzene</strong> II-4 (2.00 g, 5.75 mmol), 2-hydroxypyridine 1-7 (0.546 g, 5.75 mmol), 8-hydroxyquinoline (0.083 g, 0.57 mmol) and K2CO3 (1.00 g, 7.25 mmol) in DMSO (10 mL) was degassed before being charged with CuI (0.109 g, 0.57 mmol). The mixture in a sealed tube was heated at 130 C. overnight. Water and EtOAc were added. The mixture was filtered. The organic layer was separated, then applied to a silica gel column, which was eluted with 0-70% EtOAc in hexane to give 1-iodo-2-fluoro-4-(2-oxopyridin-1(2H)-yl)benzene 3-2 (0.820 g). MS 315.8 (M+H).

Reference： [1]Patent: US2007/259924,2007,A1 .Location in patent: Page/Page column 28

7
[ 32673-41-9 ]
[ 147808-02-4 ]
[ 955133-05-8 ]

Yield	Reaction Conditions	Operation in experiment
	With 8-quinolinol; potassium carbonate;copper(l) iodide; In dimethyl sulfoxide; at 130℃;	Example 29 5-chloro-N-((1-(3-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide (40) A mixture of <strong>[147808-02-4]2,5-diiodofluorobenzene</strong> II-4 (2.50 g, 7.18 mmol), 4-hydroxymethylimidazole hydrochloride (0.967 g, 7.18 mmol), 8-hydroxyquinoline (0.104 g, 0.717 mmol) and K2CO3 (2.00 g, 14.5 mmol) in DMSO (12 mL) was degassed with Ar before being charged with CuI (0.136 g, 0.716 mmol). The mixture in a sealed tube was heated at 130 C. overnight. After being cooled to room temperature, H2O and EtOAc were added. It was filtered through celite. The organic phase was separated, dried over Na2SO4, concentrated in vacuo. The residue was purified by a silica gel column, eluted with MeOH in CH2Cl2 (0-5% MeOH) to give (1-(3-fluoro-4-iodophenyl)-1H-imidazol-4-yl)methanol (0.39 g).

Reference： [1]Patent: US2007/259924,2007,A1 .Location in patent: Page/Page column 34

8
[ 462-06-6 ]
[ 147808-02-4 ]

Reference： [1]European Journal of Organic Chemistry,2002,p. 3351 - 3358

9
[ 1121-86-4 ]
[ 147808-02-4 ]

Reference： [1]European Journal of Organic Chemistry,2002,p. 3351 - 3358

10
[ 348-52-7 ]
[ 147808-02-4 ]

Reference： [1]European Journal of Organic Chemistry,2002,p. 3351 - 3358

11
[ 501433-16-5 ]
[ 147808-02-4 ]

Reference： [1]European Journal of Organic Chemistry,2002,p. 3351 - 3358

12
[ 68-12-2 ]
[ 147808-02-4 ]
[ 699016-40-5 ]

Yield	Reaction Conditions	Operation in experiment
67%		Step 1-A: A solution of <strong>[147808-02-4]2-fluoro-1,4-diiodo-benzene</strong> (804 mg, 2.31 mmol) in tetrahydrofuran (8 mL) was cooled to -78 C. (external) and a 2.0 M solution of isopropylmagnesium chloride in tetrahydrofuran (1.44 mL, 2.89 mmol) added via syringe. The resulting mixture was stirred for 30 minutes while allowing the temperature of the cooling bath to rise to -50 C. The reaction mixture was then immersed in an ice/water bath and anhydrous N,N-dimethylformamide (425 muL, 5.78 mmol) was added by syringe to the reaction mixture. The reaction was stirred at 0 C. for 10 minutes, then at room temperature for 5 minutes. Thin layer chromatography (TLC) indicated the reaction to be complete. The mixture was diluted with saturated aqueous ammonium chloride solution (8 mL) and extracted with diethylether (2*20 mL). The combined organic layers were dried over sodium sulfate and concentrated in vacuo. The resulting residue was purified by chromatography over silica gel gradient eluted with 0 to 15% v/v ethyl acetate/hexanes to give 2-fluoro-4-iodo-benzaldehyde as a fluffy-white solid (389 mg, 67%).

Reference： [1]Patent: US2009/170920,2009,A1 .Location in patent: Page/Page column 10-11

13
[ 14174-09-5 ]
C₁₉H₂₁NO*F₆P^(1-)*H⁽¹⁺⁾ [ No CAS ]
[ 147808-02-4 ]
2C₂₄H₃₂O₈*C₄₄H₄₃FN₂O₂*2F₆P^(1-)*2H⁽¹⁺⁾ [ No CAS ]

Reference： [1]Tetrahedron Letters,2009,vol. 50,p. 5497 - 5500

14
[ 29632-74-4 ]
[ 147808-02-4 ]

Reference： [1]Tetrahedron Letters,2009,vol. 50,p. 5497 - 5500

15
[ 72-33-3 ]
[ 147808-02-4 ]
C₄₈H₅₃FO₄ [ No CAS ]

Reference： [1]Crystal Growth and Design,2013,vol. 13,p. 5107 - 5115

16
[ 141-82-2 ]
[ 134-96-3 ]
[ 147808-02-4 ]
C₂₆H₂₅FO₆ [ No CAS ]

Reference： [1]RSC Advances,2016,vol. 6,p. 49348 - 49357

17
[ 98549-88-3 ]
[ 147808-02-4 ]
5-(2,5-diiodophenoxy)-1H-pyrrolo[2,3-b]pyridine [ No CAS ]

Reference： [1],

18
[ 147808-02-4 ]
tert-butyl 4-(3-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-iodophenyl)piperazine-1-carboxylate [ No CAS ]

Reference： [1]Chemical Communications,2019,vol. 55,p. 3124 - 3127

19
[ 147808-02-4 ]
5-(5-(4-((4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro[1,1'-biphenyl]-2-yl)methyl)piperazin-1-yl)-2-iodophenoxy)-1H-pyrrolo[2,3-b]pyridine [ No CAS ]

Reference： [1]Chemical Communications,2019,vol. 55,p. 3124 - 3127

20
[ 147808-02-4 ]
2-(1-adamantylsulfanyl)-3,6-diiodobenzaldehyde [ No CAS ]

Reference： [1]Heterocycles,2019,vol. 98,p. 1355 - 1374

21
[ 147808-02-4 ]
2-(1-adamantylsulfanyl)-3-ethynyl-1,4-diiodobenzene [ No CAS ]

Reference： [1]Heterocycles,2019,vol. 98,p. 1355 - 1374

22
[ 147808-02-4 ]
4,7-diiodobenzo[b]thiophene [ No CAS ]

Reference： [1]Heterocycles,2019,vol. 98,p. 1355 - 1374

23
[ 147808-02-4 ]
4-iodo-7-phenylbenzo[b]thiophene [ No CAS ]

Reference： [1]Heterocycles,2019,vol. 98,p. 1355 - 1374

24
[ 68-12-2 ]
[ 147808-02-4 ]
2-fluoro-3,6-diiodobenzaldehyde [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
72%		2-Fluoro-1,4-diiodobenzene (3.0054 g, 8.639mmol) in THF (14 mL) was cooled to -63 C with a dry ice-CHCl3 bath under nitrogen atmosphere.Lithium N,N-diisopropylamide (LDA, 10.37 mmol; 1.08 M solution in hexane-THF, 9.6 mL) was slowlyadded to the solution and the reaction mixture was stirred at -63 C for 1 h. DMF (1.0 mL, 13.00 mmol)was slowly added to the reaction mixture and the mixture was stirred at -63 C for 1.5 h, warmed to 0 C,and stirred for 40 min. The mixture was slowly poured into ca. 20 mL of 4 M hydrochloric acid at 0 Cwith stirring. Water and EtOAc were added to the resulting mixture and extracted with EtOAc. Theorganic phase was separated, washed with brine, and dried over Na2SO4. The solvent was removed underreduced pressure and the residue was treated with a silica gel column chromatography (hexane-CHCl3,1:1) to give 2.7528 g of 1c (7.323 mmol) and 226.5 mg of the starting <strong>[147808-02-4]2-fluoro-1,4-diiodobenzene</strong> (0.651mmol, 8% recovery). 1c; a pale yellow solid; 72% yield; mp 118-119 C; 1H NMR (400 MHz, CDCl3) 7.57 (1H, dd, 4JFH = 11.6 Hz, 3J = 8.4 Hz, arom.), 7.60 (1H, d, 3J = 8.4 Hz, arom.), 10.05 (1H, d, 4JFH =1.2 Hz, CHO); 13C{1H} NMR (100 MHz, CDCl3) 83.3 (d, 3JFC = 25.9 Hz, C-I), 96.5 (s, C-I), 124.7 (d,2JFC = 11.1 Hz, C-CHO), 138.5 (d, JFC = 3.8 Hz, CH), 144.6 (d, JFC = 3.7 Hz, CH), 162.1 (d, 1JFC = 262.1Hz, C-F), 189.6 (CHO). Found: m/z 375.8252. Calcd for C7H3FI2O: M+, 375.8252.

Reference： [1]Heterocycles,2019,vol. 98,p. 1355 - 1374

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Ghs Precautionary Statements

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P101	If medical advice is needed,have product container or label at hand.
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P321
P322
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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.
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P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
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Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
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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. 147808-02-4 ] {[proInfo.proName]}

Quality Control of [ 147808-02-4 ]

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[ 147808-02-4 ] Synthesis Path-Upstream 1~10

[ 147808-02-4 ] Synthesis Path-Downstream 1~24

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Fluorinated Building Blocks

Aryls

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[ 147808-02-4 ]