基本情報
- 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
- 152.04734412
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
名称をさらに表示
データベース識別子
- CAS
156-38-7- PubChem CID
- 127
- DTXSID
DTXSID5059745- ChEMBL
CHEMBL1772- ChEBI
CHEBI:18101- UNII
- 3J9SHG0RCN
- EC Number
- 205-851-3
- Nikkaji
- J5.873D
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
LogP
0.75
1.26
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.)
- 沸点
- 234.6 °C · 234.6°C (rough estimate)
- 比重(密度)
- 1.2143 · 1.2143 (rough estimate)
- 蒸気圧
- 0.007 Pa · 0.007Pa at 25℃
- 屈折率
- 1.4945 · 1.4945 (estimate)
- 貯蔵温度
- Inert atmosphere,Room Temperature
- 溶解性
- 50 g/リットル · 50g/リットル
- 酸解離定数(Pka)
- 4.5 · 4.50±0.10(Predicted)
- 外見
- 結晶性粉末
- 色
- 白からクリーム色または薄い黄褐色
- PH
- 2 · 2.0-2.4 (30g/l, H2O, 20℃)
- 水溶解度
- ジメチルスルホキシド、メタノールに可溶。水にわずかに溶ける。
- BRN
- 1448766 · 1448766
- InChI
- 1S/C8H8O3/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11)
- InChIKey
- XQXPVVBIMDBYFF-UHFFFAOYSA-N
- SMILES
- OC(=O)Cc1ccc(O)cc1
- LogP
- 0.75 at · 0.75 at 25℃
- CAS データベース
- 156 · 156-38-7(CAS DataBase Reference)
- NISTの化学物質情報
- 4 · Benzeneacetic acid, 4-hydroxy-(156-38-7)
- EPAの化学物質情報
- 4 · Benzeneacetic acid, 4-hydroxy- (156-38-7)
化学的性質
化学的特性4-Hydroxyphenylacetic acid is a white to cream or light tan crystalline powder. sublimation. Insoluble in cold water, soluble in hot water, ether, ethanol, ethyl acetate. In the case of ferric chloride, it is a purple-green precipitate. It is used as a pharmaceutical raw material for the synthesis of cephalosporin antibiotics, antipyretic analgesics.
安全と法規制
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-
Status: Cease Manufacture Update: 01-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22446
(4-Hydroxyphenyl)-acetic acid: Does not have an individual approval but may be used under an appropriate group standard
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
- safety_code
- 26-36-24/25
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
用途と製造
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%.
純化方法Crystallise the acid from water or Et2O/pet ether. The p-bromophenacyl ester has m 117o (from EtOH). [Beilstein 10 II 112, 10 III 430, 10 IV 543.]
上流・下流製品情報
上流原料
下流製品
サプライヤー50 社
補足説明
定義ChEBI: 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 plant metabolite, a fungal metabolite, a human metabolite and a mouse metabolite. It is a monocarboxylic acid and a member of phenols. It derives from an acetic acid. It is a conjugate acid of a 4-hydroxyphenylacetate.
関連反応
関連ノート
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