590-92-1 Usage
Description
Propanoic acid, 3-bromo-, also known as 3-bromopropionic acid, is a white to pale yellow or orange crystalline compound that is soluble in water, alcohol, ether, chloroform, and benzene. It possesses corrosive properties and undergoes hydrolysis in alkaline solutions to generate hydroxypropionic acid. Propanoicacid, 3-bromois a versatile chemical intermediate used in various organic syntheses and is particularly known for its applications in the fields of pesticides and medicines.
Uses
Used in Organic Synthesis:
Propanoic acid, 3-bromo-, is used as a chemical intermediate for the synthesis of various derivatives such as esters, acid halides, and amides. The active bromine group in the molecule allows for a series of reactions, making it a valuable component in the creation of a wide range of compounds.
Used in Pesticides:
In the agricultural industry, propanoic acid, 3-bromo-, is utilized as a starting material for the production of various pesticides. Its active bromine group enables the development of effective compounds for controlling pests and diseases in crops.
Used in Medicines:
Propanoic acid, 3-bromo-, is also employed in the pharmaceutical industry as a starting material for the synthesis of different medicinal compounds. Its unique chemical properties make it suitable for the development of new drugs with potential therapeutic applications.
Used in Amperometric Biosensors:
As a quaternization agent, propanoic acid, 3-bromo-, is used in the development of amperometric biosensors. These sensors are essential tools in the field of biotechnology and medical diagnostics, providing accurate and sensitive detection of various biological molecules and processes.
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/ja01176a061Organic 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.]
Check Digit Verification of cas no
The CAS Registry Mumber 590-92-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,9 and 0 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 590-92:
(5*5)+(4*9)+(3*0)+(2*9)+(1*2)=81
81 % 10 = 1
So 590-92-1 is a valid CAS Registry Number.
InChI:InChI=1/C3H5BrO2/c4-2-1-3(5)6/h1-2H2,(H,5,6)/p-1
590-92-1Relevant articles and documents
METHOD OF MAKING ACRYLIC ACID FROM LACTIC ACID OR LACTIDE USING MOLTEN SALT CATALYSTS
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Page/Page column 42-54, (2018/09/28)
A method of making acrylic acid in liquid phase by contacting a feed stream containing lactic acid, lactide, or mixtures thereof with a molten salt catalyst comprising a protic ionic liquid (PIL), which contains a bromide anion (Br-), is provided.
Preparation method of alkane brominated material
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Paragraph 0067-0068, (2018/09/08)
The invention relates to a preparation method of an alkane brominated material. The preparation method comprises the following steps: adding alkane, a bromine-containing compound or elemental bromine,a catalyst and acid into a solvent; adding the solvent into a light-transmission reaction container under air or oxygen atmosphere; sealing; performing stirring reaction under constant pressure and light illumination conditions; then analyzing a nuclear magnetic yield, and performing extraction, drying, filtration, distillation under reduced pressure and column separation to obtain the alkane brominated material. Compared with the prior art, the preparation method disclosed by the invention has the advantages that by using low-cost and safe bromic salt as a bromine source, the air as an oxidizing agent and a nitrogen-containing reagent as the catalyst, reaction is carried out under the conditions of constant temperature and constant pressure, so that energy conservation and economy are realized, and the preparation method is convenient and safe to operate and is environmentally friendly.
CATALYSTS FOR MAKING ACRYLIC ACID FROM LACTIC ACID OR ITS DERIVATIVES IN LIQUID PHASE
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Page/Page column 67, (2018/02/28)
Catalysts for the dehydration of lactic acid, lactic acid derivatives, or mixtures thereof to acrylic acid, acrylic acid derivatives, or mixtures thereof in liquid phase comprising an ionic liquid (IL) and an acid are provided.