2,2-Dimethylpropionyl bromide

Base Information

• Chemical Name: 2,2-Dimethylpropionyl bromide
• CAS No.: 27644-18-4
• Molecular Formula: C5H9 Br O
• Molecular Weight: 165.03
• Hs Code.: 2915900090
• European Community (EC) Number: 248-590-0
• DSSTox Substance ID: DTXSID10182023
• Nikkaji Number: J250.566E
• Wikidata: Q83052681
• Mol file: 27644-18-4.mol

Synonyms:2,2-Dimethylpropionyl bromide;27644-18-4;2,2-dimethylpropanoyl bromide;Propanoyl bromide, 2,2-dimethyl-;EINECS 248-590-0;trimethylacetyl bromide;2,2-dimethyl-propionyl bromide;SCHEMBL3240397;DTXSID10182023;2,2-Dimethylpropanoic acid bromide

Chemical Property of 2,2-Dimethylpropionyl bromide

Chemical Property:

• Vapor Pressure: 7.4mmHg at 25°C
• Boiling Point: 136.4°Cat760mmHg
• Flash Point: 46.3°C
• PSA: 17.07000
• Density: 1.359g/cm³
• LogP: 1.95400
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 163.98368
• Heavy Atom Count: 7
• Complexity: 80.6

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(=O)Br

Technology Process of 2,2-Dimethylpropionyl bromide

There total 6 articles about 2,2-Dimethylpropionyl bromide 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: 40.0%

t-butyl bromide (507-19-7) → pivaloyl bromide (27644-18-4)

Guidance literature:

With trifluorormethanesulfonic acid; In tetrachloromethane; at -25 ℃; for 1h; under 37503 Torr;

DOI:10.1016/S0040-4039(00)80549-3

Reference yield: 30.0%

Trimethylacetic acid (75-98-9) → pivaloyl bromide (27644-18-4)

Guidance literature:

With 2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one; triphenylphosphine; In dichloromethane; at 0 - 10 ℃; for 1h;

DOI:10.1007/s11178-005-0042-0

Reference yield:

silver pivalate (7324-58-5) → pivaloyl bromide (27644-18-4)

Guidance literature:

With bromine; In 1,2-dichloro-ethane; at 0 ℃; for 2h; Inert atmosphere; Darkness;

DOI:10.1021/acs.orglett.7b00275

upstream raw materials:

pivalaldehyde

C₁₁H₂₄O₂Si

dibromotriphenylphosphorane

t-butyl bromide

Downstream raw materials:

N-[2-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-methylpropyl]-4-methylbenzenesulfonamide

N-hydroxy pivalamide

2,2-dimethyl-propionic acid 1-bromomethyl-2-phenoxy-ethyl ester

2,2-dimethyl-propionic acid 1-bromomethyl-2-(4-methoxy-phenoxy)-ethyl ester

Refernces

• 1、 Draskovits, Markus,Stanetty, Christian,Baxendale, Ian R.,Mihovilovic, Marko D.. "Indium- and Zinc-Mediated Acyloxyallylation of Protected and Unprotected Aldotetroses - Revealing a Pronounced Diastereodivergence and a Fundamental Difference in the Performance of the Mediating Metal". . p. 2647 - 2659. Retrieved 2018/03/09.
• 2、 Munyemana, Fran?ois,George, Isabelle,Devos, Alain,Colens, Alain,Badarau, Eduard,Frisque-Hesbain, Anne-Marie,Loudet, Aurore,Differding, Edmond,Damien, Jean-Marie,Rémion, Jeanine,Van Uytbergen, Jacqueline,Ghosez, Léon. "A mild method for the replacement of a hydroxyl group by halogen. 1. Scope and chemoselectivity". . p. 420 - 430. Retrieved 2015/12/31.