(+-)-Mercaptosuccinic acid (HCID 6268)

概要

Thiomalic acid is a C4-dicarboxylic acid. It is functionally related to a succinic acid. It is a conjugate acid of a thiomalate(1-).

名称と識別子

優先名称: (+-)-Mercaptosuccinic acid
IUPAC: 2-sulfanylbutanedioic acid
現地名: チオリンゴ酸
英語名: Mercaptosuccinic acid
分子式: C4H6O4S
分子量: 150.15

名称と別名

Mercaptosuccinic acidThiomalic acid70-49-52-Mercaptosuccinic acid2-Thiomalic acidMonomercaptosuccinic acidMercaptosuccinateNSC-730294239W5L4HCHEBI:38705DTXSID20861615(+-)-mercaptosuccinic acid

名称をさらに表示

チオリンゴ酸DL-2-メルカプトこはく酸DL-チオりんご酸2-メルカプトブタン二酸2-メルカプトこはく酸メルカプトスクシナートDL-メルカプトこはく酸メルカプトこはく酸rac-(R*)-2-メルカプトこはく酸rac-(R*)-2-メルカプトブタン二酸チオりんご酸(メルカプトこはく酸)メルカプトこはく酸, 98%mercapto-Butanedioicacidusafm-2USAF M-2hiomalicaciusafek-p-6297USAF ek-p-62972-thiomalicacid

RefChem:483750DTXCID50810515200-736-4211-423-72-sulfanylbutanedioic acidButanedioic acid, mercapto-DL-Mercaptosuccinic acidMalic acid, 2-thio-

データベース識別子

CAS: 70-49-5
PubChem CID: 6268
DTXSID: DTXSID20861615
ChEMBL: CHEMBL4303414
ChEBI: CHEBI:38705
UNII: 94239W5L4H
EC Number: 200-736-4
Nikkaji: J4.877A

物性

構造計算による物性

XLogP: -0.4
極性表面積: 75.6 Å²
水素結合供与体数: 3
水素結合受容体数: 5
回転可能結合数: 3
重原子数: 9
形式電荷: 0
複雑度: 133

実験および物理化学的性質

Chemical ClassesOther Classes -> Sulfur Compounds

Physical DescriptionWhite solid with a sulfudic odor; [Merck Index] Light brown solid; [Sigma-Aldrich MSDS]

物理化学的性質

融点: 155 · 155-157 °C(lit.)
沸点: 241.69 °C · 241.69°C (rough estimate)
比重(密度): 1.352 · 1.352 (estimate)
屈折率: 1.55 · 1.5500 (estimate)
貯蔵温度: 30 °C · Store below +30°C.
溶解性: 500 g/リットル · 500g/リットル
外見: 結晶性粉末
酸解離定数(Pka): 4.68 · pKa 4.68±0.04(H2O t = 20.0±0.05 I = 0.15) (Uncertain)
色: 白～ほぼ白
水溶解度: 150 g/L · 150g/L(20℃)
Merck: 14 · 14,9343
BRN: 1099858 · 1099858
InChI: 1S/C4H6O4S/c5-3(6)1-2(9)4(7)8/h2,9H,1H2,(H,5,6)(H,7,8)
InChIKey: NJRXVEJTAYWCQJ-UHFFFAOYSA-N
SMILES: OC(=O)CC(S)C(O)=O
CAS データベース: 70 · 70-49-5(CAS DataBase Reference)
NISTの化学物質情報: 2 · 2-Sulfanylsuccinic acid(70-49-5)
EPAの化学物質情報: Butanedioic acid, mercapto- (70-49-5)

化学的性質

化学的特性white to almost white crystalline powder

化学性质沸点149~150℃

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 4.5% (6 of 132) of reports.

Warning

H302 (92.4%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 132 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 · 2 件

Chemical: Butanedioic acid, mercapto-

Mercaptosuccinic acid: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryIntraperitoneal LD50 (mouse) = 200 mg/kg; [RTECS] A skin and strong eye irritant; Harmful by ingestion; [Sigma-Aldrich MSDS]

Hazard Classes and CategoriesAcute Tox. 4 (92.4%)

安全データ

wgk: 3
tsca: TSCA listed
rtecs: WM8225000
ridadr: 1759
hs_code: 29309070
risk_code: 22-36/37/38-34-20/21/22
化審法: (2)-1451
hazard_code: Xn,C
safety_code: 26-36-36/37/39-45-27
hazard_class: 8
packing_group: III
Hazard Classifications: Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
ストレージクラス: 11 - Combustible Solids

化学と産業

用途と製造

General Manufacturing InformationButanedioic acid, 2-mercapto-: ACTIVE

応用分野 · 3 件

用途医薬及び有機合成原料。

使用Mercaptosuccinic acid is used in the preparation of mercaptosuccinic acid diethyl ester by reaction with ethanol. It is also used as a brightening agent in metal plating. Further, it serves as an intermediate for the synthesis of corrosion inhibitors, soil fumigants, active pharmaceutical ingredients and electroplating agents.

一般的な説明Mercaptosuccinic acid(MSA) is a chiral multifunctional intermediate material used as a stabilizing and capping agent in the synthesis of biologically active sulfurs.

調製方法

純化方法Dissolve the acid in water and extract it several times with diethyl ether to remove imprities. The aqueous solution gave the acid on freeze-drying. [Beilstein 3 IV 472.]