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2'-Hydroxyacetophenone

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CAS:118-93-4
Purity:99% Package:25KG
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CAS:118-93-4
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CAS:118-93-4
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Products Intro: Product Name:2'-Hydroxyacetophenone
CAS:118-93-4
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Products Intro: Product Name:2'-Hydroxyacetophenone
CAS:118-93-4
Purity:99% Package:1KG;5KG ;10KG

2'-Hydroxyacetophenone manufacturers

  • o-Hydroxyacetophenone
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  • 2024-04-16
  • CAS:118-93-4
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2'-Hydroxyacetophenone Basic information
Description Reference
Product Name:2'-Hydroxyacetophenone
Synonyms:1-(2-hydroxyphenyl)-ethanon;o-hydroxyphenylmethylketone;USAF ke-20;usafke-20;AKOS 90575;AKOS BBS-00003239;2-HYDROXYPHENYL METHYL KETONE;2'-HYDROXYACETOPHENONE
CAS:118-93-4
MF:C8H8O2
MW:136.15
EINECS:204-288-0
Product Categories:Aromatic Acetophenones & Derivatives (substituted);Pharmaceutical intermediates for Choleretic and Salbutamol;Propafenone anti-arrhythmic drug intermediates;Halogenated Heterocycles;Acetophenone Series;118-93-4
Mol File:118-93-4.mol
2'-Hydroxyacetophenone Structure
2'-Hydroxyacetophenone Chemical 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
Fp >230 °F
storage temp. Store below +30°C.
solubility 0.2g/l
form Liquid
pka10.06(at 25℃)
color Clear yellow to brown
Odorat 10.00 % in dipropylene glycol. phenolic sweet hawthorn tobacco honey herbal
Odor Typephenolic
explosive limit0.98-11.8%(V)
Water Solubility slightly soluble
JECFA Number727
BRN 386123
LogP1.92-1.97 at 25℃
Dissociation constant10.06-10.25 at 20-25℃
CAS DataBase Reference118-93-4(CAS DataBase Reference)
NIST Chemistry ReferenceEthanone, 1-(2-hydroxyphenyl)-(118-93-4)
EPA Substance Registry System2'-Hydroxyacetophenone (118-93-4)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38-36/38
Safety Statements 26-36-37/39
WGK Germany 3
RTECS AM8575000
8
Hazard Note Harmful/Irritant
TSCA Yes
HS Code 29145000
ToxicityLD50 orally in Rabbit: 2127 mg/kg LD50 dermal Rat > 2000 mg/kg
MSDS Information
ProviderLanguage
2'-Hydroxyacetophenone English
SigmaAldrich English
ACROS English
ALFA English
2'-Hydroxyacetophenone Usage And Synthesis
Description2'-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 Properties2-Hydroxyacetophenone is a clear yellow to brown liquid that has a sweet, heavy floral, herbaceous odor, reminiscent of mown hay or hawthorn.
OccurrenceReported 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
Uses2'-Hydroxyacetophenone is used as pharmaceutical intermediate.
Uses2’Hydroxyacetophenone is a phenolic compound used in the synthesis of potential anti-myobacterial and anticancer agents.
PreparationPreparation by Fries rearrangement of phenyl acetate, with Lewis acids aluminium chloride.
DefinitionChEBI: 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 valuesDetection: 5.5 ppm; aroma characteristics at 2.0%: phenolic, sharp, benzaldehyde, cherry pit, tropical, melon with a tobacco afternote
Taste threshold valuesTaste 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 Description2'-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.
Tag:2'-Hydroxyacetophenone(118-93-4) Related Product Information
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