2-sulfanylacetic acid

• ChemBase ID: 129865
• Molecular Formular: C2H4O2S
• Molecular Mass: 92.11696
• Monoisotopic Mass: 91.99320037
• SMILES: C(C(=O)O)S
• Canonical SMILES: OC(=O)CS
• InChI: InChI=1S/C2H4O2S/c3-2(4)1-5/h5H,1H2,(H,3,4)
• InChIKey: CWERGRDVMFNCDR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-sulfanylacetic acid
• IUPAC Traditional name: thioglycolic acid
• Synonyms: Mercaptoacetic acid; Mercaptoacetic acid; Thioglycolic acid; Thioglycolic acid; Thioglycolic acid solution; Thioglycolic acid; 巯基乙酸; 巯乙酸; 巯基乙酸 溶液; 巯基乙酸; 硫代乙醇酸

Database IDs

• CAS Number: 68-11-1
• EC Number: 200-677-4
• MDL Number: MFCD00004876
• Beilstein Number: 506166
• Merck Index: 149336
• PubChem SID: 24900401; 24900165; 24888983; 162224151; 24874663
• PubChem CID: 1133
• CHEBI ID: 30065
• CHEMBL: 116455
• Chemspider ID: 1101
• KEGG ID: C02086
• Unique Ingredient Identifier: 7857H94KHM
• Wikipedia Title: Thioglycolic_acid

CALCULATED PROPERTIES

• Acid pKa: 4.2001157
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -1.3153695
• LogD (pH = 7.4): -3.0313642
• Log P: 0.003219707
• Molar Refractivity: 20.4729 cm^3
• Polarizability: 8.076863 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: clear, colorless liquid
• Melting Point: -12°C; -16 °C(lit.); -16°C
• Boiling Point: 220°C; 96 °C at 5 mmHg; 96 °C/5 mmHg(lit.)
• Flash Point: 119°C(246°F); 130 °C; 266 °F
• Auto Ignition Point: 662 °F
• Density: 1.25 g/mL at 25 °C(lit.); 1.265 g/mL at 20 °C; 1.295; 1.32 g/cm^3; 1.326 g/mL at 20 °C(lit.)
• Refractive Index: 1.5045; n20/D 1.471; n20/D 1.505; n20/D 1.505(lit.)
• Vapor Pressure: 0.4 mmHg ( 25 °C)
• Vapor Density: 3.2 (vs air)

Safety Information

• Storage Warning: Air Sensitive
• RTECS: AI5950000
• European Hazard Symbols: Toxic (T)
• UN Number: 1940; UN1940
• German water hazard class: 1
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 23/24/25-34
• Safety Statements: 25-27/28-45; 25-27-28-45
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H314-H330; H301-H311-H331-H314; H301-H312-H314-H330
• GHS Precautionary statements: P260-P280-P284-P301 + P310-P305 + P351 + P338-P310; P260-P301+P310-P303+P361+P353-P305+P351+P338-P361-P405-P501A
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1940 8/PG 2
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥98%; ≥98.0% (RT); ≥99%; 80%; 97+%
• Concentration: ~70 % (w/w) in H2O; ~80% in H2O
• Grade: purum
• Quality: for spectrophotometric det. of palladium, iron, uranium(VI), molybdates and nitrites
• Linear Formula: HSCH2COOH

DETAILS

Sigma Aldrich - 516856

Legal Information
Product of Arkema

Sigma Aldrich - 528056

Legal Information
Product of Arkema

Sigma Aldrich - 88650

Analysis Note
The content is based upon freshly prepared material.
Caution
The thioglycide can form at higher temperature
Other Notes
Mediator in the formation of ATP from ADP and inorganic phosphate1; For the protection of tryptophan in amino acid analysis2

Sigma Aldrich - 88652

Other Notes
Reagent for the extraction and spectrophotometric determination of various transition metals, e.g. Pd1; W2; Mo3; Ti4

Sigma Aldrich - T3758

Caution
室温下，在水中的浓度超出约 70% 时每月易形成 1 到 2% 的含硫苷，在酸性或碱性条件下又水解为原始的游离化合物。浓度为 70% 的溶液在空气中易氧化，密封后在室温下可保持稳定。巯基乙酸盐在储存时纯度可能降低。除去空气并不能显著提高稳定性。
包装
100, 500 mL in glass bottle

Sigma Aldrich - T6750

Caution
室温下，在水中的浓度超出约 70% 时每月易形成 1 到 2% 的含硫苷，在酸性或碱性条件下又水解为原始的游离化合物。浓度为 70% 的溶液在空气中易氧化，密封后在室温下可保持稳定。巯基乙酸盐在储存时纯度可能降低。除去空气并不能显著提高稳定性。