3-bromo-2-(bromomethyl)propanoic acid

• ChemBase ID: 79935
• Molecular Formular: C4H6Br2O2
• Molecular Mass: 245.89724
• Monoisotopic Mass: 243.87345343
• SMILES: O=C(C(CBr)CBr)O
• Canonical SMILES: BrCC(C(=O)O)CBr
• InChI: InChI=1S/C4H6Br2O2/c5-1-3(2-6)4(7)8/h3H,1-2H2,(H,7,8)
• InChIKey: QQZJWQCLWOQDQV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-bromo-2-(bromomethyl)propanoic acid
• IUPAC Traditional name: 3-bromo-2-(bromomethyl)propanoic acid
• Synonyms: 3-bromo-2-(bromomethyl)propanoic acid; β,β′-Dibromoisobutyric acid; 3-Bromo-2-(bromomethyl)propionic acid; Bis(bromomethyl)acetic acid; β,β′-二溴异丁酸; 3-溴-2-(溴甲基)丙酸

Database IDs

• CAS Number: 41459-42-1
• MDL Number: MFCD00010643
• Beilstein Number: 1752505
• PubChem SID: 24850107; 24858202; 162044698
• PubChem CID: 318915

CALCULATED PROPERTIES

• Acid pKa: 2.7310443
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.1613749
• LogD (pH = 7.4): -1.9602596
• Log P: 1.5388083
• Molar Refractivity: 37.4635 cm^3
• Polarizability: 14.799181 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 98-101 °C(lit.); 98-101°C; 98-102 °C

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 3261; UN3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; III
• Risk Statements: 34
• Safety Statements: 20-26-36/37/39-45; 26-36/37/39-45
• TSCA Listed: 否
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (T); 97%; 98%
• Grade: purum
• Linear Formula: (BrCH2)2CHCO2H

DETAILS

Sigma Aldrich - 301620

Packaging
5 g in glass bottle

Sigma Aldrich - 16493

Other Notes
Building block for the synthesis of β′-substituted acrylates 1,2; Prepn. of β-lactams by cyclization of the corresponding amide 3