methyl (2R)-3-bromo-2-methylpropanoate

• ChemBase ID: 137342
• Molecular Formular: C5H9BrO2
• Molecular Mass: 181.02776
• Monoisotopic Mass: 179.97859153
• SMILES: C[C@@H](CBr)C(=O)OC
• Canonical SMILES: C[C@H](C(=O)OC)CBr
• InChI: InChI=1S/C5H9BrO2/c1-4(3-6)5(7)8-2/h4H,3H2,1-2H3/t4-/m0/s1
• InChIKey: FKWNAVCXZSQYTA-BYPYZUCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R)-3-bromo-2-methylpropanoate
• IUPAC Traditional name: methyl (2R)-3-bromo-2-methylpropanoate
• Synonyms: (+)-Methyl (R)-3-bromo-2-methylpropionate; (+)-Methyl (R)-β-bromoisobutyrate; Methyl (R)-(+)-3-bromo-2-methylpropionate; (+)-(R)-3-溴-2-甲基丙酸甲酯; (+)-(R)-β-溴异丁酸甲酯; (R)-(+)-3-溴-2-甲基丙酸甲酯

Database IDs

• CAS Number: 110556-33-7
• MDL Number: MFCD00010639
• Beilstein Number: 1720833
• PubChem SID: 24859486; 162231605
• PubChem CID: 642242

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.4253864
• LogD (pH = 7.4): 1.4253864
• Log P: 1.4253864
• Molar Refractivity: 34.4234 cm^3
• Polarizability: 13.633323 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 85 °C/37 mmHg(lit.)
• Flash Point: 163.4 °F; 73 °C
• Density: 1.417 g/mL at 20 °C(lit.); 1.422 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.455; n20/D 1.455(lit.)
• Optical Rotation: [α]20/D +16±1°, neat; [α]20/D +16°, neat

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥95.0% (sum of enantiomers, GC); 97%
• Grade: purum
• Optical Purity: ee: 99% (GLC)
• Linear Formula: BrCH2CH(CH3)CO2CH3
• Empirical Formula (Hill Notation): C5H9BrO2

DETAILS

Sigma Aldrich - 325090

Packaging
1, 5 g in glass bottle

Sigma Aldrich - 17616

Other Notes
Preparation of chiral zinc enolate via a cyclopropane1,2