3-bromobut-3-en-1-ol

• ChemBase ID: 4157
• Molecular Formular: C4H7BrO
• Molecular Mass: 151.00178
• Monoisotopic Mass: 149.96802684
• SMILES: OCCC(=C)Br
• Canonical SMILES: OCCC(=C)Br
• InChI: InChI=1S/C4H7BrO/c1-4(5)2-3-6/h6H,1-3H2
• InChIKey: RTKMFQOHBDVEBC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-bromobut-3-en-1-ol
• IUPAC Traditional name: 3-bromo-3-buten-1-ol
• Synonyms: 3-Bromo-3-buten-1-ol; 3-Bromo-3-buten-1-ol; 3-溴-3-丁烯-1-醇

Database IDs

• CAS Number: 76334-36-6
• MDL Number: MFCD00154041
• Beilstein Number: 1737671
• PubChem SID: 24850113; 160967589; 46506723; 24865710
• PubChem CID: 533975

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.902287
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 0.67410356
• LogD (pH = 7.4): 0.67410356
• Log P: 0.67410356
• Molar Refractivity: 29.8236 cm^3
• Polarizability: 11.333895 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.05
• LOG S: -0.71
• Solubility (Water): 2.94e+01 g/l

PROPERTIES

Physical Property

• Apperance: clear brown liquid (clear)
• Boiling Point: 64-65 °C/9 mmHg(lit.); 64-65°C/9mm
• Flash Point: 110 °C; 110°C(230°F); 230 °F
• Density: 1.522; 1.522 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.499(lit.); n20/D 1.501

Safety Information

• Storage Warning: Light Sensitive
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-41-43
• Safety Statements: 24-26-37/39; 26-36/37/39
• TSCA Listed: 否
• GHS Pictograms: GHS05; GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H317-H318; H302-H317-H318
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A; P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥97.0% (GC); 97%, stab. with copper; 98%
• Grade: purum
• Linear Formula: H2C=C(Br)CH2CH2OH

DETAILS

DrugBank - DB04592

Drug information: experimental

Sigma Aldrich - 410888

Packaging
1 g in glass bottle
Application
Useful building block in the synthesis of α-methylene lactones,1 tricyclic sesquiterpenes,2,3 and a number of other cyclization4 and alkylation reactions.5