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| | 3-Bromopropionic acid Basic information |
| | 3-Bromopropionic acid Chemical Properties |
| Melting point | 58-62 °C(lit.) | | Boiling point | 140-142 °C (45 mmHg) | | density | 1.48 g/mL at 25 °C(lit.) | | refractive index | 1.4753 (estimate) | | Fp | 150 °F | | storage temp. | 2-8°C | | solubility | H2O: 0.1 g/mL, clear | | pka | 4.00(at 25℃) | | form | Crystals or Crystalline Powder | | color | White to slightly yellow | | Water Solubility | 0.1 g/mL | | Merck | 14,1433 | | BRN | 1071333 | | Dielectric constant | 11.0（20℃） | | InChI | 1S/C3H5BrO2/c4-2-1-3(5)6/h1-2H2,(H,5,6) | | InChIKey | DHXNZYCXMFBMHE-UHFFFAOYSA-N | | SMILES | OC(=O)CCBr | | CAS DataBase Reference | 590-92-1(CAS DataBase Reference) | | NIST Chemistry Reference | Propanoic acid, 3-bromo-(590-92-1) | | EPA Substance Registry System | Propanoic acid, 3-bromo- (590-92-1) |
| Hazard Codes | F,C | | Risk Statements | 11-34 | | Safety Statements | 26-36/37/39-45 | | RIDADR | UN 3261 8/PG 2 | | WGK Germany | 3 | | RTECS | UE7875000 | | Hazard Note | Corrosive/Highly Flammable | | TSCA | TSCA listed | | HazardClass | 4.1 | | PackingGroup | III | | HS Code | 29159080 | | Storage Class | 8A - Combustible corrosive hazardous materials | | Hazard Classifications | Eye Dam. 1
Skin Corr. 1B | | Hazardous Substances Data | 590-92-1(Hazardous Substances Data) |
| | 3-Bromopropionic acid Usage And Synthesis |
| Chemical Properties | white to pale yellow or orange crystalline. soluble in water, alcohol, ether, chloroform, benzene. Hydrolysis in alkaline solution generates hydroxypropionic acid. Corrosive. for organic synthesis. | | Uses | 3-Bromopropionic acid used as quaternization agent in amperometric biosensors. | | Application | 3-Bromopropionic acid is a widely used chemical intermediate. It can be used as a starting material to synthesize derivatives such as esters, acid halides and amides; the active group bromine can undergo a series of reactions, and is mainly used in the fields of pesticides and medicines. Such as the pesticides diflufenacil, furalax and so on. | | Preparation | 3-Bromopropionic acid is prepared by reacting acrylonitrile with hydrogen bromide to obtain bromopropionitrile and then hydrolyzing it. Add acrylonitrile to boiling hydrobromic acid, reflux at 130°C for 6 hours, extract the solid obtained by filtration with ethanol, and obtain the crude product after recovering ethanol by distillation under reduced pressure. By heating 2-cyanoethanol and 40% hydrobromic acid to reflux for 2h, 3-bromopropionic acid can also be produced with a yield of over 80%. | | Synthesis Reference(s) | Journal of the American Chemical Society, 71, p. 2807, 1949 DOI: 10.1021/ja01176a061
Organic Syntheses, Coll. Vol. 1, p. 131, 1941 | | Safety Profile | Moderately toxic by
intraperitoneal route. Questionable
carcinogen with experimental tumorigenic
data. Mutation data reported. When heated
to decomposition it emits toxic fumes of
Br-. See also BROMIDES. | | Purification Methods | The acid crystallises as plates from CCl4. It is soluble in organic solvents and H2O. Its methyl ester has b 65o/18mm and 80o/27mm. The S-benzylisothiouronium salt has m 136o. [Kendall & McKenzie Org Synth Coll Vol I 131 1941, Beilstein 2 IV 764.] |
| | 3-Bromopropionic acid Preparation Products And Raw materials |
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