3-(ethylsulfanyl)prop-1-ene

• ChemBase ID: 302306
• Molecular Formular: C5H10S
• Molecular Mass: 102.1979
• Monoisotopic Mass: 102.05032132
• SMILES: CCSCC=C
• Canonical SMILES: CCSCC=C
• InChI: InChI=1S/C5H10S/c1-3-5-6-4-2/h3H,1,4-5H2,2H3
• InChIKey: NOJXPGXFDASWEI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(ethylsulfanyl)prop-1-ene
• IUPAC Traditional name: 3-(ethylsulfanyl)prop-1-ene
• Synonyms: 3-Ethylthio-1-propene; Allyl ethyl sulfide; 烯丙基乙硫醚

Database IDs

• CAS Number: 5296-62-8
• MDL Number: MFCD00026979
• Beilstein Number: 1736876

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 2.1040814
• LogD (pH = 7.4): 2.1040814
• Log P: 2.1040814
• Molar Refractivity: 32.9014 cm^3
• Polarizability: 12.788946 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 115-116°C
• Flash Point: 18°C(64°F)
• Density: 0.868
• Refractive Index: 1.4680

Safety Information

• European Hazard Symbols: Flammable (F); Irritant (Xi)
• UN Number: UN1993
• Hazard Class: 3
• Packing Group: II
• Risk Statements: 11-36/37/38
• Safety Statements: 16-23-26-37
• TSCA Listed: 否
• GHS Pictograms: GHS02; GHS07
• GHS Hazard statements: H225-H315-H319-H335
• GHS Precautionary statements: P210-P261-P280G-P305+P351+P338

Product Information

• Purity: 97%

REFERENCES

• The lithiated derivative can react with electrophiles at either the ɑ- or - postion. It was found that conversion of the organolithium to an organotitanium reagent (by reaction with Ti(O-iPr)₄), followed by reaction with e.g. cyclohexanecarboxaldehyde resulted in regioselective reaction at the ɑ-position to give the corresonding hydroxy sulfide: Bull. Chem. Soc. Jpn., 57, 2781 (1984). For review of allylic and benzylic carbanions substituted by heteroatoms, see: Org. React., 27, 1 (1982).