3-bromopropane-1,2-diol

• ChemBase ID: 87492
• Molecular Formular: C3H7BrO2
• Molecular Mass: 154.99048
• Monoisotopic Mass: 153.96294146
• SMILES: BrCC(CO)O
• Canonical SMILES: OCC(CBr)O
• InChI: InChI=1S/C3H7BrO2/c4-1-3(6)2-5/h3,5-6H,1-2H2
• InChIKey: SIBFQOUHOCRXDL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-bromopropane-1,2-diol
• IUPAC Traditional name: 3-bromo-1,2-propanediol
• Synonyms: (+/-)-Glycerol 1-Bromohydrin; 1-Bromo-1-deoxyglycerol; 1-Bromo-2,3-dihydroxy-propane; 1-Bromo-2,3-propanediol; 3-Bromo-1,2-dihydroxypropane; DL-Glycerol 1-Bromohydrin; Glycerol Bromohydrin; Glycerol α-Bromohydrin; α-Bromohydrin; 3-Bromo-1,2-propanediol; 3-Bromopropane-1,2-diol; α-Glycerol bromohydrin; 3-Bromo-1,2-propanediol; 3-溴-1,2-并二酚; 3-溴-1,2-丙二醇

Database IDs

• CAS Number: 4704-77-2
• EC Number: 225-186-2
• MDL Number: MFCD00004711
• Beilstein Number: 1719124
• PubChem SID: 162074535; 24850910; 24853545
• PubChem CID: 20827

CALCULATED PROPERTIES

• Acid pKa: 13.625532
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.29892692
• LogD (pH = 7.4): -0.29892716
• Log P: -0.2989269
• Molar Refractivity: 26.5506 cm^3
• Polarizability: 10.551194 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Liquid
• Boiling Point: 72-75 °C/0.2 mmHg(lit.); 92-94°C/1.5mm
• Flash Point: 113 °C; 235.4 °F
• Density: 1.77; 1.771 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.518; n20/D 1.518(lit.)

Safety Information

• Storage Condition: Refrigerator
• RTECS: TY3360000
• European Hazard Symbols: Corrosive (C)
• UN Number: 1760
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314
• GHS Precautionary statements: P280-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 1760 8/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥96% (GC); 97%
• Grade: technical
• Linear Formula: CH2BrCHOHCH2OH

DETAILS

Sigma Aldrich - 226130

Application
Protecting reagent for carbonyl functions.
Packaging
5, 25 g in glass bottle

Sigma Aldrich - 18105

Other Notes
Protecting group reagent for carbonyl functions.; The bromomethylethylene ketals can be cleaved under neutral conditions1

Toronto Research Chemicals - B686655

Glycerol kinase substrate specificity.

REFERENCES

• Castro, C., et al.: Biochemistry, 7, 3213 (1968)
• Janssen, D., et al.: Eur. J. Biochem., 171, 67 (1968)
• Kurihara, T., et al.: J. Biochem., 117, 1317 (1968)