3-Bromopropionic acid
- CAS NO.:590-92-1
- Empirical Formula: C3H5BrO2
- Molecular Weight: 152.97
- MDL number: MFCD00002763
- EINECS: 209-694-1
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-11-28 16:31:43
![3-Bromopropionic acid Structural](https://img.chemicalbook.in/CAS/GIF/590-92-1.gif)
What is 3-Bromopropionic acid?
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.
The Uses of 3-Bromopropionic acid
3-Bromopropionic acid used as quaternization agent in amperometric biosensors.
What are the applications of 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.]
Properties of 3-Bromopropionic acid
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) |
Flash point: | 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℃) |
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) |
Safety information for 3-Bromopropionic acid
Signal word | Danger |
Pictogram(s) |
![]() Corrosion Corrosives GHS05 |
GHS Hazard Statements |
H314:Skin corrosion/irritation |
Precautionary Statement Codes |
P260:Do not breathe dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P363:Wash contaminated clothing before reuse. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 3-Bromopropionic acid
Abamectin manufacturer
JSK Chemicals
Faluck International
Deep Pharm Chem Pvt Ltd
New Products
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