ethanethioic S-acid

• ChemBase ID: 129859
• Molecular Formular: C2H4OS
• Molecular Mass: 76.11756
• Monoisotopic Mass: 75.99828575
• SMILES: O=C(S)C
• Canonical SMILES: CC(=O)S
• InChI: InChI=1S/C2H4OS/c1-2(3)4/h1H3,(H,3,4)
• InChIKey: DUYAAUVXQSMXQP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethanethioic S-acid
• IUPAC Traditional name: schiff reagent
• Synonyms: Thioacetic S-acid; Thiolacetic acid; Thioacetic acid; Thiacetic acid; Thioacetic acid; 硫代乙酸; 硫代醋酸; 硫代乙酸

Database IDs

• CAS Number: 507-09-5
• EC Number: 208-063-8
• MDL Number: MFCD00004853
• Beilstein Number: 1733298; 773684
• Merck Index: 149320
• PubChem SID: 162224145; 24900104; 24888974
• PubChem CID: 10484
• CHEBI ID: 46800
• Chemspider ID: 10052
• FEMA ID: 4210
• KEGG ID: C01857
• Unique Ingredient Identifier: PS92MLC0FQ
• Wikipedia Title: Thioacetic_acid
• Flavis Number: 12.199

CALCULATED PROPERTIES

• Acid pKa: 0.6245457
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -0.8527387
• LogD (pH = 7.4): -0.8528124
• Log P: 0.29016864
• Molar Refractivity: 19.0575 cm^3
• Polarizability: 7.5979137 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -17°C; -58°C
• Boiling Point: 88-91.5 °C(lit.); 93°C; 97°C
• Flash Point: 11 °C; 18°C(64°F); 51.8 °F; 52 °F
• Density: 1.065 g/mL at 25 °C(lit.); 1.068; 1.08 g/mL
• Refractive Index: 1.4640; n20/D 1.465; n20/D 1.465(lit.)

Safety Information

• RTECS: AJ5600000
• European Hazard Symbols: Corrosive (C); Flammable (F); X
• UN Number: 2436; UN2436
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 11-20/22-34-43; 11-34
• Safety Statements: 9-16-23-26-36/37/39-45; 9-16-26-36/37/39-45
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS05; GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H301-H314; H225-H301-H331-H317-H314-H318
• GHS Precautionary statements: P210-P260-P280-P305+P351+P338-P309-P403; P210-P280-P301 + P310-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2436 3/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (GC); 96%; 97%
• Grade: purum
• Linear Formula: CH3COSH

DETAILS

Sigma Aldrich - W421001

Packaging
1 kg in glass bottle
100 g in glass bottle
5 kg in comp drum

Sigma Aldrich - T30805

Application
Reagent for introduction of the thiol group into organic molecules.
Packaging
5, 100, 500 g in glass bottle

Sigma Aldrich - 88620

General description
may contain 3-5% acetic acid

REFERENCES

• Used in several different ways for the introduction of the thiol group: Radical addition to unactivated alkenes: J. Chem. Soc., 2123 (1951). Conjugate (Michael) addition to activated double bonds: J. Am. Chem. Soc., 77, 5144 (1955); 81, 1224 (1959). Nucleophilic displacement of halide, tosylate or acetate: J. Am. Chem. Soc., 73, 2659 (1951); Carbohydr. Res., 17, 457 (1971). Alcohols can be converted to thiol esters under Mitsunobu conditions, followed by LAH reduction to the thiol: Tetrahedron Lett., 3119 (1981).