(2S)-2-bromo-3-methylbutanoic acid

• ChemBase ID: 148482
• Molecular Formular: C5H9BrO2
• Molecular Mass: 181.02776
• Monoisotopic Mass: 179.97859153
• SMILES: CC(C)[C@@H](C(=O)O)Br
• Canonical SMILES: Br[C@H](C(=O)O)C(C)C
• InChI: InChI=1S/C5H9BrO2/c1-3(2)4(6)5(7)8/h3-4H,1-2H3,(H,7,8)/t4-/m0/s1
• InChIKey: UEBARDWJXBGYEJ-BYPYZUCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-bromo-3-methylbutanoic acid
• IUPAC Traditional name: (2S)-2-bromo-3-methylbutanoic acid
• Synonyms: (S)-(-)-2-Bromo-3-methylbutyric acid; (S)-2-Bromoisovaleric acid; (S)-2-溴异戊酸; (S)-(-)-2-溴-3-甲基丁酸

Database IDs

• CAS Number: 26782-75-2
• MDL Number: MFCD00210114
• PubChem SID: 24869940; 162242657
• PubChem CID: 179487

CALCULATED PROPERTIES

• Acid pKa: 3.274421
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.2513484
• LogD (pH = 7.4): -1.475641
• Log P: 1.9557528
• Molar Refractivity: 33.8699 cm^3
• Polarizability: 13.422418 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 39-44 °C(lit.)
• Boiling Point: 90-100 °C/0.5 mmHg(lit.)
• Flash Point: 113 °C; 235.4 °F
• Optical Rotation: [α]22/D -21°, c = 37 in benzene

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 20/21/22-34
• Safety Statements: 26-27-28-36/37/39-45
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H312-H314-H332
• GHS Precautionary statements: 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

Product Information

• Purity: 96%
• Linear Formula: (CH3)2CHCH(Br)CO2H

DETAILS

Sigma Aldrich - 462101

Application
Ferroelectric liquid crystal derivatives,1 proline-valine pseudo dipeptides which are potent inhibitors of α-chymotrypsin,2 and β-turn peptidomimetics have been prepared using this bromoacid.3
Packaging
5, 25 g in glass bottle