2-(trimethylsilyl)ethane-1-thiol

• ChemBase ID: 146060
• Molecular Formular: C5H14SSi
• Molecular Mass: 134.31516
• Monoisotopic Mass: 134.05854798
• SMILES: C[Si](C)(C)CCS
• Canonical SMILES: SCC[Si](C)(C)C
• InChI: InChI=1S/C5H14SSi/c1-7(2,3)5-4-6/h6H,4-5H2,1-3H3
• InChIKey: BCOLNMGFOWHFNI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(trimethylsilyl)ethane-1-thiol
• IUPAC Traditional name: 2-(trimethylsilyl)ethanethiol
• Synonyms: BEST; (2-Mercaptoethyl)trimethylsilane; 2-(Trimethylsilyl)ethanethiol; (2-巯基乙基)三甲基硅烷; 2-(三甲基硅烷)乙硫醇

Database IDs

• CAS Number: 18143-30-1
• MDL Number: MFCD00077888
• Beilstein Number: 1732126
• PubChem SID: 24862451; 162240259
• PubChem CID: 205521

CALCULATED PROPERTIES

• Acid pKa: 10.230263
• H Acceptors: 0
• H Donor: 1
• LogD (pH = 5.5): 2.2337928
• LogD (pH = 7.4): 2.2332196
• Log P: 2.2338
• Molar Refractivity: 34.8745 cm^3
• Polarizability: 15.932292 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 144-146 °C(lit.); 62-63 °C/43 mmHg(lit.)
• Flash Point: 120.2 °F; 49 °C
• Density: 0.839 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.454(lit.); n20/D 1.455

Safety Information

• RTECS: KJ2621000
• European Hazard Symbols: Irritant (Xi)
• UN Number: 1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3
• Risk Statements: 10-36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H226-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (GC); 95%
• Grade: purum
• Linear Formula: (CH3)3SiCH2CH2SH

DETAILS

Sigma Aldrich - 364681

Packaging
1 g in glass bottle

Sigma Aldrich - 92729

Other Notes
Reagent used for introducing the sulfhydryl group by alkylation, acylation, etc. followed by F--induced cleavage of the 2-(trimethylsilyl)ethyl group1,2; Cleavage to the thiol is also possible with other reagents3; Derivatization of anions is possible with the corresponding thiotosylate prepared with tosyl bromide4