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ChemicalBook >> CAS DataBase List >>2'-Hydroxyacetophenone

2'-Hydroxyacetophenone

CAS No.
118-93-4
Chemical Name:
2'-Hydroxyacetophenone
Synonyms
2-HYDROXYACETOPHENONE;2-HYDROXYACETAMIDE;1-(2-HYDROXYPHENYL)ETHANONE;O-HYDROXYACETOPHENONE;2-ACETYLPHENOL;FEMA 3548;usafke-20;AKOS 90575;USAF ke-20;2-ACETOPHENOL
CBNumber:
CB8421762
Molecular Formula:
C8H8O2
Molecular Weight:
136.15
MDL Number:
MFCD00002219
MOL File:
118-93-4.mol
MSDS File:
SDS
Last updated:2024-12-18 14:15:32

2'-Hydroxyacetophenone Properties

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
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℃
Substances Added to Food (formerly EAFUS) 2-HYDROXYACETOPHENONE
CAS DataBase Reference 118-93-4(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 3E533Z76W0
NIST Chemistry Reference Ethanone, 1-(2-hydroxyphenyl)-(118-93-4)
EPA Substance Registry System

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
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
NFPA 704
1
2 0

2'-Hydroxyacetophenone price More Price(36)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich H18607 2′-Hydroxyacetophenone ReagentPlus , 99% 118-93-4 5g $15.9 2024-03-01 Buy
Sigma-Aldrich 8.04310 2′-Hydroxyacetophenone for synthesis 118-93-4 250ML $92.5 2024-03-01 Buy
Sigma-Aldrich PHR1973 Acetaminophen Impurity I Pharmaceutical Secondary Standards; Certified Reference Material 118-93-4 100MG $388 2022-05-15 Buy
TCI Chemical H0192 2'-Hydroxyacetophenone >98.0%(HPLC)(T) 118-93-4 25g $25 2024-03-01 Buy
TCI Chemical H0192 2'-Hydroxyacetophenone >98.0%(HPLC)(T) 118-93-4 100g $48 2024-03-01 Buy
Product number Packaging Price Buy
H18607 5g $15.9 Buy
8.04310 250ML $92.5 Buy
PHR1973 100MG $388 Buy
H0192 25g $25 Buy
H0192 100g $48 Buy

2'-Hydroxyacetophenone Chemical Properties,Uses,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.

Preparation

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

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.

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.

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View Lastest Price from 2'-Hydroxyacetophenone manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
o-Hydroxyacetophenone pictures 2024-12-20 o-Hydroxyacetophenone
118-93-4
 US $5.00 / kg 1kg ≥99% 100mt/year Jinan Finer Chemical Co., Ltd
2'-Hydroxyacetophenone pictures 2024-11-18 2'-Hydroxyacetophenone
118-93-4
 US $30.00 / mL 99.89% 10g TargetMol Chemicals Inc.
2'-Hydroxyacetophenone pictures 2024-11-11 2'-Hydroxyacetophenone
118-93-4
 US $8.80-6.20 / kg 1kg 99% 10 tons Shandong Deshang Chemical Co., Ltd.
1-(2-hydroxyphenyl)-ethanon o-hydroxyphenylmethylketone USAF ke-20 usafke-20 AKOS 90575 AKOS BBS-00003239 2-HYDROXYPHENYL METHYL KETONE 2'-HYDROXYACETOPHENONE 2-ACETOPHENOL FEMA 3548 O-ACETOPHENOL Acetophenone, o-hydroxy- Ethanone,1-(2-hydroxyphenyl)- o-Acetylphenol o-hydroxy-acetophenon o-Hydroxyphenyl methyl ketone 2'-Hydorxyacetophenone 1-(2-Hydroxyphenyl)ethanone 2-Acetylphenol 2'-HYDROXYACETOPHENONE 98+% 2'-Hydorxyacetophenone 2’-hydroxy-acetophenon 2-hydroxyacetylbenzene Ethanone,1-(2-hydroxypheny 2''-HYDROXYACETOPHENONE 99+% BENZOYLCARNINOL o-HYDROXYACETOPHENONE pure 2′-Hydroxyacetophenone,2-Acetylphenol 2'-Hydroxyacetopheno 2-Acetophenol 2-Acetylphenol 2-Hydroxyphenyl Methyl Ketone 2'-HYDROXYACETOPHENONE FOR SYNTHESIS 1-(2-Hydroxyphenyl)ethan-1-one, 2-Acetylphenol, 1-(2-Hydroxyphenyl)-1-oxoethane ParacetaMol IMpurity I 2'-Hydroxyacetophenone ReagentPlus(R), 99% 2'-Hydroxyacetophenone Vetec(TM) reagent grade, 98% Acetaminophen impurity 9 Paracetamol EP Impurity I Acetaminophen Impurity I Paracetamol Impurity 9(Paracetamol EP Impurity I) Acetaminophen Impurity 12 1-(6-hydroxy-1-cyclohexa-2,4-dienyl)ethanone Paracetamol EP Impurity I( 2'-Hydroxyacetophenone) hydroxyacetophenone，o-hydroxyacetophenone 2'-Hydroxyacetophenone, 99%, for synthesis 1-(2-Hydroxyphenyl)ethanone (2-Hydr 2'-Hydroxyacetophenone> Paracetamol(Acetaminophen) EP Impurity I Acetaminophen impurities1463 Acetaminophen EP Impurity I 2-HYDROXYACETOPHENONE 2-ACETYLPHENOL 1-(2-HYDROXYPHENYL)ETHANONE O-HYDROXYACETOPHENONE 2-HYDROXYACETAMIDE Paracetamol Impurity I（EP） Potassium 4-methoxysalicylate 152312-71-5 Paracetamol EP Impurity I 1-(2-hydroxyphenyl)ethan-1-one 2'-Hydroxyacetophenone 118-93-4 HOC6H4COCH3