4-ヒドロキシフェニル酢酸
Hydroxyphenylacetic acid
基本情報
- CAS
156-38-7- 標準SMILES
O=C(O)Cc1ccc(O)cc1- InChIKey
XQXPVVBIMDBYFF-UHFFFAOYSA-N- 分子式
- C8H8O3
- 平均分子量
- 152.15 g/mol
- 単同位体質量
- 152.04734411
概要
4-hydroxyphenylacetic acid is a monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 4-hydroxyphenyl group. It has a role as a mouse metabolite, a plant metabolite, a fungal metabolite and a human metabolite. It is a monocarboxylic acid and a member of phenols. It is functionally related to an acetic acid. It is a conjugate acid of a 4-hydroxyphenylacetate.
名称と識別子
- 優先名称
- Hydroxyphenylacetic acid
- IUPAC
- 2-(4-hydroxyphenyl)acetic acid
- 現地名
- 4-ヒドロキシフェニル酢酸
- 英語名
- 4-Hydroxyphenylacetic acid
- 分子式
- C8H8O3
- 分子量
- 152.15
名称と別名
4-hydroxyphenylacetic acid156-38-7p-hydroxyphenylacetic acid(4-Hydroxyphenyl)acetic acid4-Hydroxybenzeneacetic acidbenzeneacetic acid, 4-hydroxy-(p-Hydroxyphenyl)acetic acid4-CarboxymethylphenolParahydroxy phenylacetic acidAcetic acid, (p-hydroxyphenyl)-3J9SHG0RCNNSC-25066
名称をさらに表示
4-ヒドロキシフェニル酢酸2-(4-ヒドロキシフェニル)酢酸p-ヒドロキシベンゼン酢酸p-ヒドロキシフェニル酢酸4-ヒドロキシベンゼン酢酸(4-ヒドロキシフェニル)酢酸ヒドロキシフェニル酢酸(p-ヒドロキシフェニル)酢酸P‐ヒドロキシフェニル酢酸4-ヒドロキシフェニル酢酸, 99%2-(4-hydroxyphenyl)acetic acidPHPA4-Hydroxyphenylacetic4-hydrophenylacetic acid4-hydroxybenzeneaceticacidNSC 27460
NSC-27460DTXSID5059745CHEBI:18101para-hydroxyphenylacetic acidRefChem:524062DTXCID6035023205-851-3Hydroxyphenylacetic acid
物性
構造計算による物性
- XLogP
- 0.8
- 極性表面積
- 57.5 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 3
- 回転可能結合数
- 2
- 重原子数
- 11
- 形式電荷
- 0
- 複雑度
- 136
実験および物理化学的性質
Chemical ClassesOther Classes -> Other Aromatic Compounds
SpringerMaterials PropertiesFusion temperature
LogP
0.75
1.26
Solubility60.7 mg/mL
Melting Point148 - 150 °C
Vapor Pressure0.0000555 [mmHg]
Physical Description
Off-white crystalline powder; [Alfa Aesar MSDS]
Solid
Collision Cross Section
126.65 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
135.22 Ų [M-H]- [CCS Type: DT; Method: stepped-field]
128.6 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
128.9 Ų [M-H]-
物理化学的性質
- 融点
- 148 · 148-151 °C(lit.)
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
Warning
H315 (97%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 233 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory Information
Chemical: Benzeneacetic acid, 4-hydroxy-
REACH registered substance: p-hydroxyphenylacetic acid (EC: 205-851-3)
(4-Hydroxyphenyl)-acetic acid: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards SummaryIntraperitoneal LD50 (mouse) = 3,500 mg/kg; [RTECS] An irritant; [Alfa Aesar MSDS] See Phenylacetic acid.
Hazard Classes and CategoriesSkin Irrit. 2 (97%)
安全データ
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- AI2680000
- hs_code
- 29182990
- risk_code
- 36/37/38
- 化審法
- (9)-1022
- hazard_code
- Xi
- hazard_note
- Irritant
化学と産業
薬理情報
Metabolism/Metabolites4-hydroxyphenylacetic acid has known human metabolites that include 2-Phenylacetic acid.
MeSH Pharmacological ClassificationSubstances that increase the risk of NEOPLASMS in humans or animals. Both genotoxic chemicals, which affect DNA directly, and nongenotoxic chemicals, which induce neoplasms by other mechanism, are included.
Tissue LocationsBladder
Cellular LocationsCytoplasm
Metabolite PathwaysAlkaptonuria
用途と製造
General Manufacturing InformationBenzeneacetic acid, 4-hydroxy-: ACTIVE
応用分野
用途有機合成原料。酵素、糖及びホルモンの定量。
使用A compound present in olive oil. An important fine chemical intermediate with broad prospects for application development.
調製方法
製造方法4-Hydroxyphenylacetic acid is synthesized by diazotization and hydrolysis of 4-aminophenylacetic acid. 4-aminophenylacetic acid and alkali solution are prepared into sodium salt, and then sulfuric acid is added. Cool to 0°C, control the temperature at 0-5°C, and add sodium nitrate solution dropwise, and the reaction is completed for 0.5h. The obtained diazonium was added dropwise to dilute sulfuric acid at 90-95°C for about 1 hour, and the reaction was continued for 1 hour. The reaction solution was decolorized and filtered, cooled and extracted with ethyl acetate, and the extract was recovered with ethyl acetate to obtain 4-Hydroxyphenylacetic acid. The yield is about 85%.
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