2'-Hydroxyacetophenone (HCID 8375)

概要

2-acetylphenol is a monohydroxyacetophenone that is acetophenone in which one of the hydrogens ortho to the acetyl group has been replaced by a hydroxy group.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.

名称と識別子

優先名称: 2'-Hydroxyacetophenone
IUPAC: 1-(2-hydroxyphenyl)ethanone
現地名: 2'-ヒドロキシアセトフェノン
英語名: 2'-Hydroxyacetophenone
分子式: C8H8O2
分子量: 136.15

名称と別名

2'-Hydroxyacetophenone118-93-41-(2-Hydroxyphenyl)ethanone2-AcetylphenolO-HYDROXYACETOPHENONE1-(2-Hydroxyphenyl)Ethan-1-Oneo-Hydroxyphenyl methyl ketone2-Hydroxyphenyl methyl ketoneEthanone, 1-(2-hydroxyphenyl)-Methyl 2-hydroxyphenyl ketoneFEMA No. 3548DTXSID7040285

名称をさらに表示

2'-ヒドロキシアセトフェノンo-ヒドロキシアセトフェノンオキシアセトフェノンアセチルフェノール2-アセチルフェノールアセトフェノールo-アセトフェノールo-アセチルフェノール1-(2-ヒドロキシフェニル)エタノン2′-ヒドロキシアセトフェノン(o-〃)O‐ヒドロキシアセトフェノン2′-ヒドロキシアセトフェノンオルト-ヒドロキシアセトフェノン2-ヒドロキシフェニルメチルケトン2-HYDROXYACETOPHENONE2-HYDROXYACETAMIDEFEMA 3548usafke-20USAF ke-20AKOS 90575O-ACETOPHENOL

NSC-169333E533Z76W0DTXCID5020285CHEBI:145716RefChem:908432204-288-02-hydroxy-1-phenyl-ethanone2-hydroxy-1-phenylethanone

データベース識別子

CAS: 118-93-4
PubChem CID: 8375
DTXSID: DTXSID7040285
ChEMBL: CHEMBL3187012
ChEBI: CHEBI:145716
UNII: 3E533Z76W0
EC Number: 204-288-0
Nikkaji: J5.308B

物性

構造計算による物性

XLogP: 1.9
極性表面積: 37.3 Å²
水素結合供与体数: 1
水素結合受容体数: 2
回転可能結合数: 1
重原子数: 10
形式電荷: 0
複雑度: 131

実験および物理化学的性質

Chemical ClassesOther Classes -> Aromatic Ketones

SpringerMaterials Properties13C nuclear magnetic resonance spectrum

FragrancesFragrance Ingredient (2-Hydroxyacetophenone) -> IFRA transparency List

LogP1.92

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food

Density1.127-1.133

物理化学的性質

融点: 3 · 3-6 °C(lit.)
沸点: 213 °C717 · 213 °C717 mm Hg(lit.)
比重(密度): 1.131 g/mL · 1.131 g/mL at 25 °C(lit.)
蒸気密度: 4.7 · 4.7 (vs air)
蒸気圧: 0.2 mm · ~0.2 mm Hg ( 20 °C)
屈折率: 20 · n20/D 1.558(lit.)
FEMA: 3548 · 3548 | 2-HYDROXYACETOPHENONE
闪点: 230 °F · >230 °F
貯蔵温度: 30 °C · Store below +30°C.
溶解性: 0.2 g/リットル · 0.2g/リットル
外見: 液体
酸解離定数(Pka): 10.06 · 10.06(at 25℃)
色: クリアイエロー～ブラウン
臭い (Odor): 10 %。フェノールスイートサンザシタバコハニーハーブ · ジプロピレングリコール中10.00%。フェノールスイートサンザシタバコハニーハーブ
においのタイプ: フェノール系
由来生物: synthetic
爆発限界(explosive limit): 0.98 · 0.98-11.8%(V)
水溶解度: わずかに溶ける
JECFA Number: 727 · 727
BRN: 386123 · 386123
Henry's Law Constant: 1 · 1.0×100 mol/(m3Pa) at 25℃, Ji et al. (2008)
主な用途: フレーバーそして香料
InChI: 1S/C8H8O2/c1-6(9)7-4-2-3-5-8(7)10/h2-5,10H,1H3
InChIKey: JECYUBVRTQDVAT-UHFFFAOYSA-N
SMILES: CC(=O)c1ccccc1O
LogP: 1.92 · 1.92-1.97 at 25℃
CAS データベース: 118 · 118-93-4(CAS DataBase Reference)
NISTの化学物質情報: 1 · Ethanone, 1-(2-hydroxyphenyl)-(118-93-4)
EPAの化学物質情報: 2 · 2'-Hydroxyacetophenone (118-93-4)

化学的性質

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

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 70.5% (177 of 251) of all reports.

Warning

H302 (10.4%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 251 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 5 件

Chemical: Ethanone, 1-(2-hydroxyphenyl)-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Ethanone, 1-(2-hydroxyphenyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanone, 1-(2-hydroxyphenyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 11-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/19594

Ethanone, 1-(2-hydroxyphenyl)-: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 件

Intraperitoneal LD50 (mouse) = 100 mg/kg; [RTECS] Safe when used as a flavoring agent in food; [EFSA] A skin and strong eye irritant; Depending on severity of exposure, effects range from mild irritation to destruction of tissue; [Sigma-Aldrich MSDS] See Acetophenone.

Hazard Classes and CategoriesAcute Tox. 4 (10.4%)

毒性情報

Adverse EffectsDermatotoxin - Skin burns.

安全データ

F: 8
wgk: 3
tsca: TSCA listed
rtecs: AM8575000
毒性: LD50 orally in Rabbit: 2127 mg/kg LD50 dermal Rat > 2000 mg/kg
hs_code: 29145000
risk_code: 36/37/38-36/38
消防法: 危-4-3-III
hazard_code: Xi
hazard_note: Harmful/Irritant
safety_code: 26-36-37/39
ストレージクラス: 10 - Combustible liquids

化学と産業

薬理情報

Metabolism/Metabolites2'-Hydroxyacetophenone is a known human metabolite of 2'-methoxyacetophenone.

Cellular LocationsCytoplasm

用途と製造

UsesUsed as a flavoring agent; [FDA]

U.S. Production2023: 250,000 - <550,000 lb

Consumer UsesOther

Industry UsesOther

Use Classification · 4 件

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information · 2 件

All Other Basic Organic Chemical Manufacturing

Ethanone, 1-(2-hydroxyphenyl)-: ACTIVE

応用分野 · 4 件

用途医薬中間体。

天然物の起源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

使用2'-Hydroxyacetophenone is used as pharmaceutical intermediate.

一般的な説明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.

調製方法

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

上流・下流製品情報

下流製品

フラバノン 3-メチルベンゾフラン-2-カルボニルクロライド塩化物 3-メチル-2-ベンゾフランカルボン酸エチル 4-ヒドロキシクマリンプロパフェノン·塩酸塩 Α-ブロモ-1,2-ベンゾイソキサゾール-3-酢酸 o-[1-(1H-イミダゾール-1-イル)ビニル]フェノール 3-ブロモクロモン 3-Bromo-4-hydroxy-chromen-2-one 2'-ベンジルオキシアセトフェノン 3-(m-アミノフェニル)クマリン 3-メチルベンゾフラン-2-カルボン酸

サプライヤー50 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

衢州润东化工有限公司0570-8789886 18892685668 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

INTATRADE GmbH+49 3493/605464 · [email protected]

補足説明 · 1 件

定義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.

2'-ヒドロキシアセトフェノン

基本情報

概要