Isopropyl bromoacetate

Base Information

• Chemical Name: Isopropyl bromoacetate
• CAS No.: 29921-57-1
• Deprecated CAS: 1458687-84-7
• Molecular Formula: C5H9BrO2
• Molecular Weight: 181.029
• Hs Code.: 29159000
• European Community (EC) Number: 249-956-2
• DSSTox Substance ID: DTXSID8067529
• Nikkaji Number: J249.888J
• Wikidata: Q72485791
• Mol file: 29921-57-1.mol

Synonyms:Isopropyl bromoacetate;29921-57-1;propan-2-yl 2-bromoacetate;Acetic acid, bromo-, 1-methylethyl ester;BrCH2C(O)OCH(CH3)2;bromoacetic acid isopropyl ester;Acetic acid, 2-bromo-, 1-methylethyl ester;bromo-acetic acid isopropyl ester;EINECS 249-956-2;i-propyl bromoacetate;isopropyl 2-bromoacetate;propan-2-yl bromoacetate;Isopropyl bromoacetate, 99%;SCHEMBL140868;Isopropyl .alpha.-bromoacetate;DTXSID8067529;Bromoacetic acid, isopropyl ester;MFCD00009886;STL183337;AKOS009156909;BS-23584;FT-0627462;EN300-1250227;J-017695

Chemical Property of Isopropyl bromoacetate

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 1.21mmHg at 25°C
• Refractive Index: 1.444-1.446
• Boiling Point: 174.438 °C at 760 mmHg
• Flash Point: 58.364 °C
• PSA: 26.30000
• Density: 1.413 g/cm³
• LogP: 1.33290
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 179.97859
• Heavy Atom Count: 8
• Complexity: 80.5

Purity/Quality:

99% ^*data from raw suppliers

Isopropyl bromoacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,C
• Hazard Codes: Xi,C
• Statements: 36/37/38-34
• Safety Statements: 37/39-26-45-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)OC(=O)CBr
• 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.

Technology Process of Isopropyl bromoacetate

There total 4 articles about Isopropyl bromoacetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

2-Bromoacetyl bromide (598-21-0) + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl 2-bromoacetate (29921-57-1)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1016/j.tet.2006.10.074

Reference yield:

bromoacetic acid (79-08-3) + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl 2-bromoacetate (29921-57-1)

Guidance literature:

With sulfuric acid;

Reference yield:

1,2-dibromo-1-fluoro-ethene (358-98-5) + sodium isopropylate (683-60-3) → isopropyl 2-bromoacetate (29921-57-1) + 2-((E)-1,2-Dibromo-vinyloxy)-propane + 2-((E)-2-Bromo-1-fluoro-vinyloxy)-propane + 2-((Z)-2-Bromo-1-fluoro-vinyloxy)-propane

Guidance literature:

In isopropyl alcohol; Further byproducts given. Yields of byproduct given;

upstream raw materials:

bromoacetic acid

isopropyl alcohol

1,2-dibromo-1-fluoro-ethene

sodium isopropylate

Downstream raw materials:

3-cyano-3,4-diphenyl-butyric acid

β-cyano-β,β-diphenylpropionic acid

β-Cyan-β-phenyl-propionsaeure-isopropylester

β-Cyan-β-phenyl-glutarsaeure-diisopropylester