Propargyl 2-bromoisobutyrate

Base Information

• Chemical Name: Propargyl 2-bromoisobutyrate
• CAS No.: 40630-86-2
• Molecular Formula: C7H9BrO2
• Molecular Weight: 205.051
• Hs Code.: 2915900090
• European Community (EC) Number: 803-942-8
• DSSTox Substance ID: DTXSID30539272
• Nikkaji Number: J2.178.000F
• Wikidata: Q82414983
• Mol file: 40630-86-2.mol

Synonyms:propargyl 2-bromoisobutyrate;40630-86-2;prop-2-ynyl 2-bromo-2-methylpropanoate;Prop-2-yn-1-yl 2-bromo-2-methylpropanoate;starbld0001823;Propargyl |A-bromoisobutyrate;SCHEMBL3413585;DTXSID30539272;XTILOBFYTKJHJZ-UHFFFAOYSA-N;MFCD23704426;Propargyl 2-bromoisobutyrate, >97%;2-Propyn-1-yl 2-Bromo-2-methylpropanoate;P2820

Chemical Property of Propargyl 2-bromoisobutyrate

Chemical Property:

• Boiling Point: 188-194°C
• Flash Point: 89℃
• PSA: 26.30000
• Density: 1.418±0.06 g/cm3(Predicted)
• LogP: 1.33630
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 203.97859
• Heavy Atom Count: 10
• Complexity: 175

Purity/Quality:

97% ^*data from raw suppliers

Propargyl 2-bromoisobutyrate >97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38-51
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C(=O)OCC#C)Br
• Uses: Atom transfer radical polymerization (ATRP) initiator with an acetylene functionality that enables Cu-mediated ligation (“click” chemistry) or other functionalization.

Technology Process of Propargyl 2-bromoisobutyrate

There total 2 articles about Propargyl 2-bromoisobutyrate 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-bromoisobutyric acid bromide (20769-85-1) + propargyl alcohol (107-19-7) → 2-bromo-2-methylpropionic acid-2-propynyl ester (40630-86-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 24h;

DOI:10.1002/adfm.201903461

Reference yield: 74.0%

2-bromo-2-methylpropionic acid (2052-01-9) + propargyl alcohol (107-19-7) → 2-bromo-2-methylpropionic acid-2-propynyl ester (40630-86-2)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/ma050370d

Reference yield: 86.0%

2-bromo-2-methylpropionic acid-2-propynyl ester (40630-86-2) + 1-((1,1-dimethylethyl)dimethylsilyloxy)-1,3-cyclohexadiene → prop-2-yn-1-yl 2-methyl-2-(4-oxocyclohex-2-en-1-yl)propanoate

Guidance literature:

With N,N,N',N'',N'''-pentamethyldiethylenetriamine; copper(II) bis(trifluoromethanesulfonate); sodium hydrogencarbonate; In 1,2-dichloro-ethane; at 80 ℃; for 24h; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.6b02565

upstream raw materials:

2-bromoisobutyric acid bromide

propargyl alcohol

2-bromo-2-methylpropionic acid

Downstream raw materials:

prop-2-yn-1-yl methacrylate