2-Butanone, 1,1-dibromo-3,3-dimethyl-

Base Information

• Chemical Name: 2-Butanone, 1,1-dibromo-3,3-dimethyl-
• CAS No.: 30263-65-1
• Molecular Formula: C6H10 Br2 O
• Molecular Weight: 257.953
• Hs Code.: 2914700090
• NSC Number: 195963
• UNII: KSY7HSZ683
• DSSTox Substance ID: DTXSID40184353
• Nikkaji Number: J19.821H
• Wikidata: Q83055285
• Mol file: 30263-65-1.mol

Synonyms:1,1-Dibromopinacolone;30263-65-1;1,1-dibromo-3,3-dimethylbutan-2-one;2-BUTANONE, 1,1-DIBROMO-3,3-DIMETHYL-;Dibromopinacolin;omega,omega-Dibrompinakolin [German];omega,omega-Dibrompinakolin;NSC 195963;BRN 1753206;NSC-195963;3-01-00-02843 (Beilstein Handbook Reference);NSC195963;4,4-Dibromopinacolin;KSY7HSZ683;SCHEMBL1605045;DTXSID40184353;MFCD00045030;AKOS005135941;1,1-Dibromo-3,3-dimethyl-2-butanone;AS-63423;LS-46686;CS-0206262;FT-0638914;D95686

Chemical Property of 2-Butanone, 1,1-dibromo-3,3-dimethyl-

Chemical Property:

• Vapor Pressure: 0.0773mmHg at 25°C
• Melting Point: 71-73°C
• Boiling Point: 96-97°C 12mm
• Flash Point: 96-97°C/12mm
• PSA: 17.07000
• Density: 1.702g/cm³
• LogP: 2.71750
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 257.90779
• Heavy Atom Count: 9
• Complexity: 113

Purity/Quality:

99% ^*data from raw suppliers

1,1-DIBROMOPINACOLONE 95.00% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(=O)C(Br)Br

Technology Process of 2-Butanone, 1,1-dibromo-3,3-dimethyl-

There total 2 articles about 2-Butanone, 1,1-dibromo-3,3-dimethyl- 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: 49.0%

3,3-dimethyl-butan-2-one (75-97-8) → 1,1-dibromo-3,3-dimethylbutan-2-one (30263-65-1) + 1-Bromopinacolon (5469-26-1)

Guidance literature:

With bromine; In methanol; for 12h;

DOI:10.1021/ja052071+

Reference yield:

3,3-dimethyl-butan-2-one (75-97-8) + phosphorus pentabromide (7789-69-7) → 2,2-Dibromo-3,3-dimethylbutane (594-77-4) + 1,1-dibromo-3,3-dimethylbutan-2-one (30263-65-1) + 1-Bromopinacolon (5469-26-1)

Guidance literature:

DOI:10.1002/ett.4460120504

Reference yield: 74.0%

4-bromophenyl 2-cyano-3-phenylprop-2-enoate + 1,1-dibromo-3,3-dimethylbutan-2-one (30263-65-1) → 4-bromophenyl 1-cyano-2-(2,2-dimethylpropanoyl)-3-phenylcyclopropane-1-carboxylate

Guidance literature:

1,1-dibromo-3,3-dimethylbutan-2-one; With zinc; In diethyl ether; ethyl acetate; Heating;

4-bromophenyl 2-cyano-3-phenylprop-2-enoate; In diethyl ether; ethyl acetate; Further stages.; Heating;

DOI:10.1134/S107036320605015X

upstream raw materials:

3,3-dimethyl-butan-2-one

phosphorus pentabromide

Downstream raw materials:

2-hydroxy-3,3-dimethylbutanoic acid

1-cyclohexylidene-3,3-dimethyl-butan-2-one

(E)-1-(4-chlorophenyl)-4,4-dimethylpent-1-en-3-one

(E)-1-(4-ethoxyphenyl)-4,4-dimethylpent-1-en-3-one

Refernces

• 1、 Guha, Samar Kumar,Wu, Bo,Kim, Beom Soo,Baik, Woonphil,Koo, Sangho. "TMS·OTf-Catalyzed α-bromination of carbonyl compounds by N-bromosuccinimide". . p. 291 - 293. Retrieved 2007/10/03.