propane-1,3-dithiol

• ChemBase ID: 125130
• Molecular Formular: C3H8S2
• Molecular Mass: 108.22562
• Monoisotopic Mass: 108.00674226
• SMILES: SCCCS
• Canonical SMILES: SCCCS
• InChI: InChI=1S/C3H8S2/c4-2-1-3-5/h4-5H,1-3H2
• InChIKey: ZJLMKPKYJBQJNH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: propane-1,3-dithiol
• IUPAC Traditional name: 1,3-propanedithiol
• Synonyms: 1,3-dimercaptopropane; 1,3-Propanedithiol; 1,3-Propanedithiol; Trimethylene dimercaptan; Trimethylene mercaptan; 1,3-丙二硫醇; 1,3-丙基二硫醇; 1,3-二巯基丙烷

Database IDs

• CAS Number: 109-80-8
• EC Number: 203-706-9
• MDL Number: MFCD00004904
• Beilstein Number: 1071197
• Merck Index: 147801
• PubChem SID: 162219480; 24901798; 24887899; 24898586
• PubChem CID: 8013
• CHEBI ID: 44864
• CHEMBL: 1235209
• Chemspider ID: 13848090
• FEMA ID: 3588
• Wikipedia Title: 1,3-Propanedithiol
• Council of Europe Number: 11929
• Flavis Number: 12.076

CALCULATED PROPERTIES

• Acid pKa: 9.892577
• H Acceptors: 0
• H Donor: 2
• LogD (pH = 5.5): 1.3540031
• LogD (pH = 7.4): 1.3527241
• Log P: 1.3540194
• Molar Refractivity: 31.4762 cm^3
• Polarizability: 12.368942 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: all organic solvents in solvents; slight in water; Slightly soluble in water. Miscible with alcohol, ether, chloroform, ether
• Apperance: Colorless liquid
• Melting Point: -79 °C(lit.); -79°C; -79°C
• Boiling Point: 168-170°C; 169 °C(lit.); 169°C
• Flash Point: 138 °F; 141.8 °F; 61 °C; 63°C(145°F)
• Density: 1.077; 1.078 g/cm3; 1.078 g/mL at 25 °C(lit.)
• Refractive Index: 1.539; 1.5400; n20/D 1.539(lit.); n20/D 1.541
• Vapor Pressure: 5 mmHg ( 37.7 °C)
• Vapor Density: >1 (vs air)
• Organoleptic: meaty

Safety Information

• RTECS: TZ2585500
• European Hazard Symbols: Irritant (Xi)
• UN Number: UN3334
• German water hazard class: 3
• Hazard Class: 9
• Risk Statements: 36/37/38; R36/37/38
• Safety Statements: 23-26-37-60; 26; S26
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• Main Hazard: stench
• GHS Hazard statements: H315-H319-H335; H315-H319-H335-H227
• GHS Precautionary statements: P210-P305+P351+P338-P302+P352-P321-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥96%; ≥97.0% (GC); 97%; 99%
• Grade: Halal; Kosher; purum
• Linear Formula: HS(CH2)3SH

DETAILS

Sigma Aldrich - W358800

Packaging
1 kg in glass bottle
1 sample in glass bottle
25, 100 g in glass bottle

Sigma Aldrich - P50609

Packaging
5, 25 g in glass bottle

REFERENCES

• Precursor of cyclic dithioacetal (1,3-dithiane) derivatives of carbonyl compounds. The protection step is catalyzed by Lewis acids, e.g. BF₃ etherate: Tetrahedron Lett., 871 (1971), TiCl₄: Tetrahedron Lett., 24, 1289 (1983), Aluminum trifluoromethanesulfonate, B20785, or Indium(III) trifluoromethanesulfonate, 40131. Diothioacetalization can be accomplished under neutral, solvent-free conditions using Lithium trifluoromethanesulfonate, 39322, as catalyst: Tetrahedron Lett., 40, 4055 (1999). For the preparation of monocyclic dithioacetals of ?-diketones at low temperature in the presence of BF₃ etherate, see: Tetrahedron, 44, 2283 (1988).
• For deprotection methods and uses of 1,3-dithianes as acyl anion equivalents, see: 1,3-Dithiane, A10505.
• Alternatively, 1,3-dithianes can be prepared by alkylation with reactive gem-dihalides under phase-transfer conditions: Liebigs Ann. Chem., 1589 (1982).