2843-17-6

Basic information

• Product Name: 3-BROMO-2,2-DIMETHYLPROPIONIC ACID
• Synonyms: BETA-BROMOPIVALIC ACID;3-BROMO-2,2-DIMETHYLPROPANOIC ACID;3-BROMO-2,2-DIMETHYLPROPIONIC ACID;BROMOPIVALIC ACID
• CAS NO: 2843-17-6
• Molecular Formula: C₅H₉BrO₂
• Molecular Weight: 181.03
• Product Categories: Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks;Building Blocks;C1 to C5
• Mol File: 2843-17-6.mol
• Article Data: 9

Chemical Properties

• Melting Point: 48-50 °C
• Boiling Point: 229.5°Cat760mmHg
• Flash Point: 92.6°C
• Appearance: /
• Density: 1.522g/cm³
• Vapor Pressure: 0.0247mmHg at 25°C
• Refractive Index: 1.491
• PKA: 4.12±0.10(Predicted)
• CAS DataBase Reference: 3-BROMO-2,2-DIMETHYLPROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-2,2-DIMETHYLPROPIONIC ACID(2843-17-6)
• EPA Substance Registry System: 3-BROMO-2,2-DIMETHYLPROPIONIC ACID(2843-17-6)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 2923 8/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 2843-17-6(Hazardous Substances Data)

Usage

Uses

Bromopivalic Acid is a useful reagent in amidation with sulfoximine.

Synthesis Reference(s)

Journal of the American Chemical Society, 77, p. 3016, 1955 DOI: 10.1021/ja01616a029

InChI:InChI=1/C5H9BrO2/c1-5(2,3-6)4(7)8/h3H2,1-2H3,(H,7,8)

Upstream product

• 4835-90-9 3-Hydroxy-2,2-dimethylpropanoic acid 
• 1955-45-9 pivalolactone 
• 40894-00-6 3-bromo-2,2-dimethyl-propan-1-ol 
• 10035-10-6 hydrogen bromide 
• 7789-69-7 phosphorus pentabromide 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 75-98-9 Trimethylacetic acid 

Downstream Products

• 2941-17-5 3-bromo-2,2-dimethylpropanoic acid chloride 
• 35040-68-7 2,2-dimethyl-3-mercaptopropanoic acid 
• 19036-43-2 aminopivalic acid 
• 7726-95-6 bromine 
• 369372-28-1 3-bromo-2,2-dimethyl-propionic acid 4-allyl-3-oxo-cyclohex-1-enyl ester 
• 50547-91-6 β-benzoylaminopivalic acid 
• 85606-80-0 2,2-dimethyl-3-(N'-phenyl-ureido)-propionic acid 
• 27943-35-7 2,2-dimethyl-3-(phenylthio)propionic acid 
• 1159929-59-5 C₁₅H₂₀BrFN₂O 
• 1159929-53-9 3-bromo-1-(4-methylphenylpiperazin-1-yl)-2,2-dimethylpropan-1-one 
• 1159929-49-3 C₁₅H₂₀BrClN₂O 
• 59193-77-0 3-amino-2,2-dimethylpropionic acid ethyl ester 
• 324763-51-1 aminopivalinamide 
• 30452-00-7 methyl (3-bromo-2,2-dimethyl) propionate 

Relevant articles and documents

Ligand-Enabled Pd(II)-Catalyzed Bromination and Iodination of C(sp3)-H Bonds

We herein report the palladium(II)-catalyzed bromination and iodination of a variety of α-hydrogen-containing carboxylic acid and amino acid-derived amides. These reactions are exclusively enabled by quinoline-type ligands. The halogenated products obtained in this reaction are highly versatile and rapidly undergo further diversification. Further, we report the first example of a free carboxylic acid-directed Pd(II)-catalyzed C(sp3)-H bromination, enabled by quinoline ligands.

TARGETING COMPOUNDS

The disclosure provides, at least in part, liver, intestine and/or kidney-targeting compounds and their use in treating liver, intestine and/or kidney disorders, such as non-alcoholic steatohepatitis, alcoholic steatohepatitis, hepatocellular carcinoma, liver cirrhosis, and hepatitis B; and/or chronic kidney disease, glomerular disease such as IGA nephropathy, lupus nephritis, or polycystic kidney disease. The compounds are contemplated to have activity against methionyl aminopeptidase 2.

Preparation method of alkane brominated material

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.