Mercaptobernsteinsäure

(+-)-Mercaptosuccinic acid

HCID 6268CAS 70-49-5

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Grundinformationen

Standard-SMILES: O=C(O)CC(S)C(=O)O
InChIKey: NJRXVEJTAYWCQJ-UHFFFAOYSA-N
Summenformel: C4H6O4S
Durchschnittliche Molmasse: 150,16 g/mol
Monoisotopische Masse: 149,99867967

Überblick

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

Namen und Bezeichner

Bevorzugter Name: (+-)-Mercaptosuccinic acid
IUPAC: 2-sulfanylbutanedioic acid
Lokaler Name: Mercaptobernsteinsäure
Englischer Name: Mercaptosuccinic acid
Summenformel: C4H6O4S
Molmasse: 150.15

Namen und Synonyme

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

Weitere Namen anzeigen

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-

Datenbank-Bezeichner

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

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -0,4
Polarare Oberfläche (TPSA): 75,6 Å²
H-Brücken-Donoren: 3
H-Brücken-Akzeptoren: 5
Frei drehbare Bindungen: 3
Schwere Atome: 9
Formalladung: 0
Komplexität: 133

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Sulfur Compounds

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

Physikochemische Eigenschaften

Schmelzpunkt: 155 · 155-157 °C(lit.)
Siedepunkt: 241.69 °C · 241.69°C (rough estimate)
Dichte: 1.352 · 1.352 (estimate)
Brechungsindex: 1.55 · 1.5500 (estimate)
storage temp.: 30 °C · Store below +30°C.
Löslichkeit: 500 g/l · 500g/l
Aggregatzustand: Crystalline Powder
pka: 4.68 · pKa 4.68±0.04(H2O t = 20.0±0.05 I = 0.15) (Uncertain)
Farbe: White to almost white
Wasserlöslichkeit: 150 g/L · 150 g/L (20 ºC)
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 Datenbank: 70 · 70-49-5(CAS DataBase Reference)
NIST chemische Informationen: 2 · 2-Sulfanylsuccinic acid(70-49-5)
EPA chemische Informationen: Butanedioic acid, mercapto- (70-49-5)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

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.

Gefahrenhinweise

Regulatory Information · 2 Einträge

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%)

Sicherheitsdaten

wgk: 3
tsca: TSCA listed
ridadr: 1759
hs_code: 29309070
RTECS-Nr.: WM8225000
risk_code: 22-36/37/38-34-20/21/22
hazard_code: Xn,C
safety_code: 26-36-36/37/39-45-27
hazard_class: 8
packing_group: III
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3

Chemie und Industrie

Verwendung und Herstellung

General Manufacturing InformationButanedioic acid, 2-mercapto-: ACTIVE

Anwendungen · 1 Eintrag

VerwendenMercaptosuccinic 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.