[ CAS No. 32136-81-5 ]

Name: 32136-81-5|1-(4-Hydroxyphenyl)-2-methoxyethanone|98%
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SKU: A202334
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Quality Control of [ 32136-81-5 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 32136-81-5 ]

SDS

Alternatived Products of [ 32136-81-5 ]

Product Details of [ 32136-81-5 ]

CAS No. :	32136-81-5	MDL No. :	MFCD08461683
Formula :	C₉H₁₀O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	166.17 g/mol	Pubchem ID :	3015614
Synonyms :

Calculated chemistry of of [ 32136-81-5 ]

Physicochemical Properties

Num. heavy atoms :	12
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.22
Num. rotatable bonds :	3
Num. H-bond acceptors :	3.0
Num. H-bond donors :	1.0
Molar Refractivity :	44.55
TPSA :	46.53 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.29 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.66
Log Po/w (XLOGP3) :	1.44
Log Po/w (WLOGP) :	1.22
Log Po/w (MLOGP) :	0.56
Log Po/w (SILICOS-IT) :	1.55
Consensus Log Po/w :	1.29

Druglikeness

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

Water Solubility

Log S (ESOL) :	-1.95
Solubility :	1.87 mg/ml ; 0.0112 mol/l
Class :	Very soluble
Log S (Ali) :	-2.02
Solubility :	1.58 mg/ml ; 0.00949 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.29
Solubility :	0.842 mg/ml ; 0.00507 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.19

Safety of [ 32136-81-5 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 32136-81-5 ]

* 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 [ 32136-81-5 ]
Downstream synthetic route of [ 32136-81-5 ]

[ 32136-81-5 ] Synthesis Path-Upstream 1~15

1
[ 2491-38-5 ]
[ 124-41-4 ]
[ 32136-81-5 ]

Reference： [1] Journal of Medicinal Chemistry, 1988, vol. 31, # 1, p. 55 - 59
[2] Chemical Communications, 2015, vol. 51, # 34, p. 7349 - 7351
[3] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 1, p. 191 - 194
[4] Patent: WO2004/52816, 2004, A1, . Location in patent: Page 38
[5] Patent: WO2004/113273, 2004, A1, . Location in patent: Page 37

2
[ 2491-38-5 ]
[ 32136-81-5 ]

Yield	Reaction Conditions	Operation in experiment
85%	With sodium hydroxide In methanol	EXAMPLE 3 Preparation of alpha-methoxy-4-hydroxyacetophenone 2 g of alpha-bromo-4-hydroxyacetophenone are dissolved in 11 g of methanol. 30 g of a saturated solution of sodium hydroxide in methanol (1 g NaOH/ 4.2 ml methanol) is added dropwise to the alpha-bromo-4-hydroxyacetophenone solution. After the addition is complete, the solution is added to 30 g of ice and acidified to pH 6. Alpha-methoxy-4-hydroxyacetophenone precipitates out and is filtered and dried to a greenish yellow product in about 85percent yield; the product is determined by 1-H-NMR to be substantially pure.

Reference： [1] Patent: US5107034, 1992, A,

3
[ 2491-38-5 ]
[ 7440-44-0 ]
[ 32136-81-5 ]

Reference： [1] Patent: US5107034, 1992, A,

4
[ 67-56-1 ]
[ 99-93-4 ]
[ 32136-81-5 ]

Reference： [1] European Journal of Organic Chemistry, 2016, vol. 2016, # 31, p. 5257 - 5262

5
[ 6305-04-0 ]
[ 124-41-4 ]
[ 32136-81-5 ]

Reference： [1] Synthetic Communications, 1990, vol. 20, # 22, p. 3489 - 3496
[2] Patent: CN107382683, 2017, A, . Location in patent: Paragraph 0012; 0013; 0014

6
[ 67-56-1 ]
[ 123564-56-7 ]
[ 32136-81-5 ]

Reference： [1] Journal fur Praktische Chemie - Chemiker - Zeitung, 1996, vol. 338, # 8, p. 706 - 710

7
[ 120186-59-6 ]
[ 32136-81-5 ]

Reference： [1] Journal fur Praktische Chemie - Chemiker - Zeitung, 1996, vol. 338, # 8, p. 706 - 710

8
[ 99-93-4 ]
[ 32136-81-5 ]

Reference： [1] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 1, p. 191 - 194
[2] Helvetica Chimica Acta, 1994, vol. 77, p. 1595 - 1610

9
[ 108-95-2 ]
[ 32136-81-5 ]

Reference： [1] Synthetic Communications, 1990, vol. 20, # 22, p. 3489 - 3496
[2] Patent: CN107382683, 2017, A,

10
[ 13031-43-1 ]
[ 32136-81-5 ]

Reference： [1] Helvetica Chimica Acta, 1994, vol. 77, p. 1595 - 1610

11
[ 5703-26-4 ]
[ 32136-81-5 ]

Reference： [1] Journal fur Praktische Chemie - Chemiker - Zeitung, 1996, vol. 338, # 8, p. 706 - 710

12
[ 23786-14-3 ]
[ 32136-81-5 ]

Reference： [1] Journal fur Praktische Chemie - Chemiker - Zeitung, 1996, vol. 338, # 8, p. 706 - 710

13
[ 184376-10-1 ]
[ 32136-81-5 ]

Reference： [1] Journal fur Praktische Chemie - Chemiker - Zeitung, 1996, vol. 338, # 8, p. 706 - 710

14
[ 3240-34-4 ]
[ 86941-88-0 ]
[ 32136-81-5 ]

Reference： [1] Helvetica Chimica Acta, 1994, vol. 77, p. 1595 - 1610

15
[ 2345-34-8 ]
[ 32136-81-5 ]

Reference： [1] Journal of the Chemical Society, 1926, p. 1715

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Ghs Precautionary Statements

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Response
Code	Phrase
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P373	DO NOT fight fire when fire reaches explosives.
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P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
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P378
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P391	Collect spillage. Hazardous to the aquatic environment
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Yield	Reaction Conditions	Operation in experiment
80%	With hydrogen; under 3000.3 Torr;Heating;	steps 2 taken to generate the reaction of 4-(2'-methoxyacetyl) phenol) was added to the reaction vessel, 5g of Raney nickel catalyst, introducing hydrogen as a reducing agent, open stirring, heating, the hydrogen pressure is controlled 0.4 MPa, reaction of intermediate 4-(2'-methoxyethyl)phenol.
0.54 g (3.6 mmol=61%)	With H2; acetic acid;palladium-carbon;	EXAMPLE 5 Hydrogenation of <strong>[32136-81-5]alpha-methoxy-4-hydroxyacetophenone</strong>: A 300 ml Fluitron autoclave (Hastelloy C) is charged with 1 g <strong>[32136-81-5]alpha-methoxy-4-hydroxyacetophenone</strong> (95.9%, 5.8 mmol), 80 ml acetic acid and 0.3 g Pd/C (5% Pd on carbon; 47.8% H2 O). After sealing, the stirrer is started, and the autoclave purged with nitrogen and hydrogen and finally pressurized to 250 psig H2. After reaching the reaction temperature of 80 C., the H2 pressure is kept constant at 300 psig over the 2 hour reaction period. The autoclave is vented and purged with N2. The reaction mixture is removed from the reactor, filtered and finally analyzed by GC, using independently made 4-(2'-methoxyethyl)phenol as an external standard. Yield: 0.54 g (3.6 mmol=61%) 4-(2'-methoxyethyl)phenol, 0.23 g (1.5 mmol=25%) 4-(2'-methoxyethyl)cyclohexanol (estimation, using the GC response factor of 4-(2'-methoxyethyl)phenol)

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

Yield	Reaction Conditions	Operation in experiment
		P10.1 1.8 g of 2-BROMO-1- (4-HYDROXY-PHENYL)-ETHANONE in 10 ml of methanol are added dropwise to 16 ml of 5.4M sodium methoxide in methanol and 50 ml of methanol, and stirring is carried out for 30 minutes at 60C. The reaction mixture is concentrated and the residue is taken up in water and adjusted to pH 1 with concentrated hydrochloric acid. Extraction with ethyl acetate is then carried out, the organic phase is concentrated and the crude product is purified over silica gel. 1- (4-HYDROXY-PHENYL)-2-METHOXY-ETHANONE is OBTAINED.'H-NMR (CDCI3) 300MHZ : 3.50 (s, 3H), 4.68 (s, 2H), 6.23 (s, 1 H), 6.91 (d, 2H), 7.90 (d, 2H).
	In methanol; at 60.0℃; for 0.916667h;	3.0 g OF 2-BROMO-1- (4-HYDROXY-PHENYL)-ETHANONE in 25 ML of methanol are added dropwise in the course of 10 minutes to a solution of 7.5 g of sodium METHANOLATE in 80 ml of methanol. Stirring is then carried out at 60C for 45 minutes. The reaction mixture is cooled, poured into dilute hydrochloric acid and extracted with ethyl acetate. After concentration of the organic phases and crystallisation from diethyl ether, 1- (4-HYDROXY-PHENYL)-2-METHOXY- ethanone is OBTAINED. 1H-NMR (CDCI3) 300MHZ : 3.50 (s, 3H), 4.70 (s, 2H), 6.62 (s, 1H), 6.91 (d, 2H), 7.89 (d, 2H)

[ CAS No. 32136-81-5 ]

Quality Control of [ 32136-81-5 ]

Related Doc. of [ 32136-81-5 ]

Product Details of [ 32136-81-5 ]

Calculated chemistry of of [ 32136-81-5 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 32136-81-5 ]

Application In Synthesis of [ 32136-81-5 ]

[ 32136-81-5 ] Synthesis Path-Upstream 1~15

[ 32136-81-5 ] Synthesis Path-Downstream 1~32

Related Functional Groups of [ 32136-81-5 ]

Aryls

Ketones

Ethers

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 32136-81-5 ]