2-bromopropanoic acid

• ChemBase ID: 149180
• Molecular Formular: C3H5BrO2
• Molecular Mass: 152.9746
• Monoisotopic Mass: 151.9472914
• SMILES: CC(C(=O)O)Br
• Canonical SMILES: CC(C(=O)O)Br
• InChI: InChI=1S/C3H5BrO2/c1-2(4)3(5)6/h2H,1H3,(H,5,6)
• InChIKey: MONMFXREYOKQTI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-bromopropanoic acid
• IUPAC Traditional name: α-bromopropionic acid
• Synonyms: (±)-2-Bromopropionic acid; 2-Bromopropionic acid; (±)-2-Bromopropionic acid; (±)-2-溴丙酸; 2-溴丙酸; (±)-2-溴丙酸

Database IDs

• CAS Number: 598-72-1
• EC Number: 209-947-6
• MDL Number: MFCD00004211
• Beilstein Number: 1720261; 605451
• PubChem SID: 24867806; 24850953; 24854468; 162243348; 24892023
• PubChem CID: 11729

CALCULATED PROPERTIES

• Acid pKa: 2.8647847
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.515819
• LogD (pH = 7.4): -2.4203494
• Log P: 1.0682576
• Molar Refractivity: 24.8743 cm^3
• Polarizability: 9.901194 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 25°C
• Boiling Point: 202-203°C; 203 °C(lit.)
• Flash Point: 100 °C; 100°C(212°F); 212 °F
• Density: 1.7 g/mL at 25 °C(lit.); 1.700
• Refractive Index: 1.4750; n20/D 1.475; n20/D 1.475(lit.)

Safety Information

• RTECS: UA2451715
• European Hazard Symbols: Corrosive (C); X
• UN Number: 3261; UN3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 22-34
• Safety Statements: 20-26-36/37/39-45; 26-36/37/39-45
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H314-H318; H302-H314
• GHS Precautionary statements: P260-P301+P310-P303+P361+P353-P305+P351+P338-P405-P501A; 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 3261 8/PG 2

Product Information

• Purity: ≥98.0% (GC); ≥99%; 98%; 99%
• Grade: analytical standard; purum
• Packaging: ampule of 1000 mg
• Linear Formula: CH3CHBrCOOH

DETAILS

Sigma Aldrich - B78300

Packaging
1 kg in glass bottle
250 g in glass bottle

Sigma Aldrich - 241199

Packaging
50 g in glass bottle

REFERENCES

• For a simplified variant of the reaction, applicable to the synthesis of ɑ-unsubstituted cinnamic acids, see Chloroacetic acid, A11482.
• Reaction of ɑ-halo alkanoic acids with a dialkyl phosphite in the presence of NaH, followed by treatment of the resulting phosphonoacetate salt with an aldehyde (or cycloalkanone) provides a convenient one-pot alternative to the Knoevenagel or Horner-Wadsworth-Emmons reactions for the synthesis of a variety of substituted acrylic acids: J. Org. Chem., 46, 2514 (1981):