ベンジル酸

ベンジル酸 · ジフェニルヒドロキシ酢酸 · ヒドロキシジフェニル酢酸 · ジフェニルグリコール酸 · α-フェニル-α-ヒドロキシベンゼン酢酸 · α-ヒドロキシ-α,α-ジフェニル酢酸 · α-ヒドロキシ-α-フェニルベンゼン酢酸 · 2-ヒドロキシ-2,2-ジフェニル酢酸

https://huagongshe.com/ja/chemical/6463

識別子と物理属性

CAS No.	76-93-7
分子式	C14H12O3
平均分子量	228.24 g/mol
単同位体質量	228.07864424 g/mol
SMILES	O=C(O)C(O)(c1ccccc1)c1ccccc1
InChIKey	UKXSKSHDVLQNKG-UHFFFAOYSA-N
PubChem CID	6463
ChEMBL	CHEMBL578171
ChEBI	CHEBI:39414
EC No.	200-993-2
DTXSID	DTXSID0058805
現地名	ベンジル酸

化学・物理的性質

XLogP	2.3
極性表面積	57.5
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	3
重原子数	17
形式電荷	0
複雑度	245
物質分類	Other Classes -> Organic Acids
医薬品	Pharmaceuticals -> Metabolite of Trospium
LogP（分配係数）	2.3
臭い	Characteristic odor
味	Bitter taste
Color/Form	White to tan powderForms monoclinic needles from waterChanges to deep red color at higher temperature
溶解度	Very soluble in ethanol, ethyl ethersoluble concentrated sulfuric acidslightly soluble in acetoneIn water, 1.41X10+3 mg/L at 25 °C1.41g/l (実験的)1.41g/L（25℃）
沸点	180 °C
Decomposition	When heated to decomposition it emits acrid smoke and irritating vapors.
融点	150 °C149-151 °C(lit.)
蒸気圧	0.00000002 [mmHg]
Physical Description	Solid[Merck Index] White to tan solid[HSDB] White powder[Sigma-Aldrich MSDS]
密度	1.28
屈折率	1.5805 (estimate)
引火点	180°C/22mm
貯蔵条件	Store below +30°C.
外観・状態	粉
pKa（酸解離定数）	pKa (25°): 3.036
色	白からクリームホワイト
Merck	14,1080
BRN	521402
安定性	安定。強力な酸化剤とは相容れない。可燃性。
化粧品成分の機能	バッファリング
InChI	1S/C14H12O3/c15-13(16)14(17,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,17H,(H,15,16)
InChIKey	UKXSKSHDVLQNKG-UHFFFAOYSA-N
SMILES	OC(c2ccccc2)(c1ccccc1)C(=O)O
LogP（分配係数）	2.300
CAS データベース	76-93-7(CAS DataBase Reference)
NISTの化学物質情報	Benzeneacetic acid, «alpha»-hydroxy-«alpha»-phenyl-(76-93-7)
EPAの化学物質情報	Benzilic acid (76-93-7)

化学的特性

white powder

安全性と法規制

GHS 分類	WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 50 reports by companies from 2 notifications to the ECHA C&L Inventory.H302: Harmful if swallowed [Warning Acute toxicity, oral]
規制情報	Chemical: Benzeneacetic acid, .alpha.-hydroxy-.alpha.-phenyl-Status: Active Update: 09-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25901Benzeneacetic acid, .alpha.-hydroxy-.alpha.-phenyl-: Does not have an individual approval but may be used under an appropriate group standard
有害性の概要	May cause irritationHarmful by ingestion[Sigma-Aldrich MSDS]
大気基準	This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Benzilic acid is produced, as an intermediate or a final product, by process units covered under this subpart.
Hazard Classes and Categories	Acute Tox. 4 (100%)Acute toxicity (Oral) - Category 4
Skin, Eye, and Respiratory Irritations	May cause respiratory tract irritation. May cause skin irritation. May cause eye irritation.
消火手順	Wear self contained breathing apparatus for fire fighting if necessary.Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
保管条件	Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.
清掃方法	Accidental Release Measures. Personal precautions - Use personal protective equipment, avoid dust formation, avoid breathing dust, ensure adequate ventilation. Environmental precautions - Do not let product enter drains. Methods for cleaning up - Pick up and arrange disposal without creating dust. Keep in suitable, closed containers for disposal.

用途

解説

ベンジル酸．ベンジルを水酸化アルカリと加熱して，ベンジル酸転位させてつくられる．結晶．融点150 ℃．pKa 3.04(25 ℃)．エタノール，エーテル，熱水などに可溶．濃硫酸で赤紫色を呈する．

用途

有機合成原料。

用途

抗コリン薬の臭化クリジニウムの合成、化学兵器用化学品合成の前駆体

使用

Benzilic Acid is an impurity of Trospium (T892800), a tropine derivative with anticholinergic activity and a antiispasmodic agent.

製法・合成法

純化方法

Crystallise benzilic acid from *benzene (ca 6mL/g), or hot H2O. [Beilstein 10 IV 1256.]