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2'-Hydroxyacetophenone

Description Reference
Product Name
2'-Hydroxyacetophenone
CAS No.
118-93-4
Chemical Name
2'-Hydroxyacetophenone
Synonyms
2-HYDROXYACETOPHENONE;2-HYDROXYACETAMIDE;1-(2-HYDROXYPHENYL)ETHANONE;O-HYDROXYACETOPHENONE;2-ACETYLPHENOL;usafke-20;FEMA 3548;USAF ke-20;AKOS 90575;2-ACETOPHENOL
CBNumber
CB8421762
Molecular Formula
C8H8O2
Formula Weight
136.15
MOL File
118-93-4.mol
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2'-Hydroxyacetophenone Property

Melting point:
3-6 °C(lit.)
Boiling point:
213 °C717 mm Hg(lit.)
Density 
1.131 g/mL at 25 °C(lit.)
vapor density 
4.7 (vs air)
vapor pressure 
~0.2 mm Hg ( 20 °C)
refractive index 
n20/D 1.558(lit.)
FEMA 
3548 | 2-HYDROXYACETOPHENONE
Flash point:
>230 °F
storage temp. 
Store below +30°C.
solubility 
0.2g/l
form 
Liquid
pka
10.06(at 25℃)
color 
Clear yellow to brown
Odor
at 10.00 % in dipropylene glycol. phenolic sweet hawthorn tobacco honey herbal
Odor Type
phenolic
biological source
synthetic
explosive limit
0.98-11.8%(V)
Water Solubility 
slightly soluble
JECFA Number
727
BRN 
386123
LogP
1.92-1.97 at 25℃
Dissociation constant
10.06-10.25 at 20-25℃
CAS DataBase Reference
118-93-4(CAS DataBase Reference)
NIST Chemistry Reference
Ethanone, 1-(2-hydroxyphenyl)-(118-93-4)
EPA Substance Registry System
2'-Hydroxyacetophenone (118-93-4)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38-36/38
Safety Statements 
26-36-37/39
WGK Germany 
3
RTECS 
AM8575000
F 
8
Hazard Note 
Harmful/Irritant
TSCA 
Yes
HS Code 
29145000
Toxicity
LD50 orally in Rabbit: 2127 mg/kg LD50 dermal Rat > 2000 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
H18607
Product name
2′-Hydroxyacetophenone
Purity
ReagentPlus , 99%
Packaging
5g
Price
$15.9
Updated
2024/03/01
Sigma-Aldrich
Product number
8.04310
Product name
2′-Hydroxyacetophenone
Purity
for synthesis
Packaging
250ML
Price
$92.5
Updated
2024/03/01
Sigma-Aldrich
Product number
PHR1973
Product name
Acetaminophen Impurity I
Purity
Pharmaceutical Secondary Standards; Certified Reference Material
Packaging
100MG
Price
$388
Updated
2022/05/15
TCI Chemical
Product number
H0192
Product name
2'-Hydroxyacetophenone
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$25
Updated
2024/03/01
TCI Chemical
Product number
H0192
Product name
2'-Hydroxyacetophenone
Purity
>98.0%(HPLC)(T)
Packaging
100g
Price
$48
Updated
2024/03/01
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2'-Hydroxyacetophenone Chemical Properties,Usage,Production

Description

2'-Hydroxyacetophenone is a flavouring ingredient. It is a typical flavour additive for cherry kernel, cinnamon, rum, tobacco, coumarin, and tropical fruit. Moreover, it can be used as the intermediate or raw material in organic synthesis. Specifically, this chemical may act as the raw material to prepare a Schiff's base al-alkoxide initiator that facilitates the controlled polymerization of DL-lactide.1 This substance can also function as the effective component in balsamic compounds for fabricating taste modifying compositions.2 Additionally, this chemical has been employed to react with benzoyl chloride for generating 2-(2-Amino-3-methoxyphenyl)-4-oxo-4H-[1]benzopyran, which exhibits good performance for treating cancer and other proliferative diseases such as psoriasis and restenosis.3

Reference

  1. Bhaw-Luximon, A.; Jhurry, D.; Spassky, N., Controlled polymerization of DL-lactide using a Schiff's base al-alkoxide initiator derived from 2-hydroxyacetophenone. Polym. Bull. 2000, 44, 31-38.
  2. Johann Wonschick; Clemens M. Putter; Keepe, E., TASTE MODIFYING COMPOSITIONS PCT WO 2016/103183 A1 2016.
  3. Alexander J Bridges; Saltiel, A. R., 2-(2-Amino-3-methoxyphenyl)-4-oxo-4H-[1]benzopyran for treating proliferative disorders US Patent US5525625 1996.

Chemical Properties

2-Hydroxyacetophenone is a clear yellow to brown liquid that has a sweet, heavy floral, herbaceous odor, reminiscent of mown hay or hawthorn.

Occurrence

Reported found in beef, cassia oil, cocoa, cocoa powder, coffee, Jamaican rum, tomato, Scotch whiskey, sherry, tea, mountain papaya, papaya, roasted almond and black choke berry

Uses

2'-Hydroxyacetophenone is used as pharmaceutical intermediate.

Uses

2’Hydroxyacetophenone is a phenolic compound used in the synthesis of potential anti-myobacterial and anticancer agents.

Definition

ChEBI: 2'-Hydroxyacetophenone is a monohydroxyacetophenone that is acetophenone in which one of the hydrogens ortho to the acetyl group has been replaced by a hydroxy group. It has a role as a flavouring agent. It is a monohydroxyacetophenone and a member of phenols.

Preparation

Preparation by Fries rearrangement of phenyl acetate, with Lewis acids aluminium chloride.

Aroma threshold values

Detection: 5.5 ppm; aroma characteristics at 2.0%: phenolic, sharp, benzaldehyde, cherry pit, tropical, melon with a tobacco afternote

Taste threshold values

Taste characteristics at 5.0 ppm: naphthyl, cinnamon, cherry pit, coumarin, phenolic, tobacco and honey.

Synthesis Reference(s)

Tetrahedron Letters, 24, p. 377, 1983 DOI: 10.1016/S0040-4039(00)81412-4

General Description

2'-Hydroxyacetophenone, also known as O-acetylphenol, belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. 2'-Hydroxyacetophenone is a sweet, hawthorne, and herbal tasting compound. 2'-Hydroxyacetophenone has been detected, but not quantified in, several different foods, such as green tea, arabica coffees (Coffea arabica), chinese cinnamons (Cinnamomum aromaticum), cocoa beans (Theobroma cacao), and cocoa and cocoa products. This could make 2'-hydroxyacetophenone a potential biomarker for the consumption of these foods.

2'-Hydroxyacetophenone Preparation Products And Raw materials

Raw materials

Preparation Products

FLAVANONE 3-METHYLBENZOFURAN-2-CARBONYL CHLORIDE 3-METHYLBENZOFURAN-2-CARBOXYLIC ACID ETHYL ESTER 4-Hydroxycoumarin Propafenone Hydrochloride 1,2-BENZISOXAZOLE-3-ACETIC ACID 1-(1-2-HYDROXYPHENYL)ETHENYL)-1H-IMIDAZOLE 3-BROMOCHROMONE 3-BROMO-4-HYDROXY-CHROMEN-2-ONE 2'-BENZYLOXYACETOPHENONE 3-(3-AMINOPHENYL)-2H-CHROMEN-2-ONE 3-Methylbenzofuran-2-carboxylic acid 2-Bromo-2′-hydroxyacetophenone 4-BUTYLAMINO-CHROMEN-2-ONE 3-Acetoxybenzofuran 4'-Hydroxyacetophenone 4-AMINO-CHROMEN-2-ONE 3-(4-AMINO-PHENYL)-CHROMEN-2-ONE 3-COUMARANONE 4-HYDROXY-2-OXO-2H-CHROMENE-3-CARBALDEHYDE CHROMONE-3-CARBOXALDEHYDE N-(4-HYDROXY-2-OXO-2H-CHROMEN-3-YL)-ACETAMIDE 3-AMINO-4-HYDROXY-CHROMEN-2-ONE
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View Lastest Price from 2'-Hydroxyacetophenone manufacturers

Shandong Deshang Chemical Co., Ltd.
Product
2'-Hydroxyacetophenone 118-93-4
Price
US $8.80-6.20/kg
Min. Order
1kg
Purity
99%
Supply Ability
10 tons
Release date
2024-07-05
Hebei Weibang Biotechnology Co., Ltd
Product
2'-Hydroxyacetophenone 118-93-4
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10 mt
Release date
2024-10-29
Hebei Yanxi Chemical Co., Ltd.
Product
2-Hydroxyacetophenone 118-93-4
Price
US $40.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10 tons
Release date
2023-09-18

118-93-4, 2'-HydroxyacetophenoneRelated Search:

2-Hydroxyacetophenone,97+%,2-Hydroxyacetophenone,97+% 2-Acetamidophenol ACETAMINOPHEN IMPURITY B 4,4'-Iminodiphenol hydrochloride 4-[1-(hydroxyamino)ethylidene]cyclohexa-2,5-dien-1-one 4'-CHLOROACETANILIDE 4'-Hydroxyacetophenone 3-CHLORO-4-HYDROXYACETANILIDE 4-Acetoxyacetanilide N,N'-(OXYDI-4,1-PHENYLENE)BISACETAMIDE Acetanilide 9H-Thioxanthen-9-one, 2-hydroxy- 2-Toluenesulfonyl isocyanate 2-Methylbenzene-1-sulfonamide 2-Chlorophenyl isocyanate 2-Methylphenylacetic acid 2-Methylbenzyl cyanide 2'-Methylacetophenone

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