29921-57-1

Basic information

• Product Name: Isopropyl bromoacetate
• Synonyms: ISOPROPYL BROMOACETATE;Bromoacetic acid，isopropyl ester;Bromoacetic acid 1-methylethyl ester;Isopropyl bromoacetate,98%;isopropyl 2-broMoacetate;Isopropyl broMoacetate 99%;Acetic acid, bromo-, 1-methylethyl ester;bromo-aceticaci1-methylethylester
• CAS NO: 29921-57-1
• Molecular Formula: C₅H₉BrO₂
• Molecular Weight: 181.03
• EINECS: 249-956-2
• Product Categories: API intermediates;C2 to C5;Carbonyl Compounds;Esters;Building Blocks;C2 to C5;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 29921-57-1.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 65 °C (15 mmHg)
• Flash Point: 113 °C
• Appearance: Clear colorless to yellow/Liquid
• Density: 1.399 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.21mmHg at 25°C
• Refractive Index: 1.444-1.446
• CAS DataBase Reference: Isopropyl bromoacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Isopropyl bromoacetate(29921-57-1)
• EPA Substance Registry System: Isopropyl bromoacetate(29921-57-1)

Safety Data

• Hazard Codes: Xi,C
• Statements: 36/37/38-34
• Safety Statements: 37/39-26-45-36/37/39
• RIDADR: 1760
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 29921-57-1(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to yellow liquid

Uses

Isopropyl bromoacetate has been used in the synthesis of biaryl sulphonamide derivatives. It is also used to synthesize Triisopropylphosphonoacetate and Isopropyl 2-(bis(2,2,2-trifluoroethyl) phosphoryl) acetate.

InChI:InChI=1/C5H9BrO2/c1-4(2)8-5(7)3-6/h4H,3H2,1-2H3

Upstream product

• 79-08-3 bromoacetic acid 
• 67-63-0 isopropyl alcohol 
• 598-21-0 2-Bromoacetyl bromide 
• 358-98-5 1,2-dibromo-1-fluoro-ethene 
• 683-60-3 sodium isopropylate 

Downstream Products

• 22548-98-7 β-Cyan-β-phenyl-propionsaeure-isopropylester 
• 22500-01-2 β-Cyan-β-phenyl-glutarsaeure-diisopropylester 
• 108-21-4 Isopropyl acetate 
• 122236-64-0 (E)-Undec-3-enoic acid isopropyl ester 
• 122236-65-1 (Z)-4-Bromo-undec-3-enoic acid isopropyl ester 
• 67-64-1 acetone 
• 533888-83-4 isopropyl {[3,5-bis(trifluoromethyl)phenyl]thio}acetate 

Relevant articles and documents

Cross coupling of sulfonyl radicals with silver-based carbenes: A simple approach to β-carbonyl arylsulfones

A coupling reaction between sulfonyl radicals and silver-based carbenes has been well established. This simple radical-carbene coupling (RCC) process provided an efficient approach to a variety of β-carbonyl arylsulfones from sodium arylsulfinates and diazo compounds, and was characterized by wide substrate scope, easy scale-up, simple manipulation, accessible starting materials, and mild reaction conditions.

A General Catalytic Route to Enantioenriched Isoindolinones and Phthalides: Application in the Synthesis of (S)-PD 172938

Chiral Br?nsted acid catalyzed enantioselective syntheses of isoindolinones and phthalides have been accomplished via tandem Mannich-lactamization and aldol-lactonization reactions, respectively. A variety of enantioenriched isoindolinones (up to 99% ee) and phthalides (up to 85% ee) containing α-diazoesters were afforded in excellent yields. Furthermore, a concise synthesis of (S)-PD 172938 has been demonstrated by using this protocol.

Interception of Secondary Amide Ylide with Sulfonamides: Catalyst-Controlled Synthesis of N-Sulfonylamidine Derivatives

A novel, secondary amide activation strategy has been developed through the in situ generation of ylides from amides and diazoacetates. Under the developed reaction conditions, Mn-catalyzed ylide formation and interception reaction by sulfonamide delivered a variety of N-sulfonylamidines. Notably, when highly active Zn(OTf)2 was used as the catalyst, further N-H insertion products were obtained. In contrast with traditional methods, our amide activation strategy is distinguished by accessible starting material, inexpensive catalyst, and broad substrate scope.