1-Chloropinacolone

Base Information

• Chemical Name: 1-Chloropinacolone
• CAS No.: 13547-70-1
• Molecular Formula: C6H11ClO
• Molecular Weight: 134.606
• Hs Code.: 29147000
• European Community (EC) Number: 236-920-6
• UNII: Z6QD905NNW
• DSSTox Substance ID: DTXSID8027749
• Nikkaji Number: J241.183K
• Wikidata: Q27295079
• ChEMBL ID: CHEMBL3185760
• Mol file: 13547-70-1.mol

Synonyms:1-chloro-3,3-dimethyl-2-butanone;1-monochloropinacoline;monochloropinacolin

Chemical Property of 1-Chloropinacolone

Chemical Property:

• Appearance/Colour: clear slightly yellow liquid
• Vapor Pressure: 1.39mmHg at 25°C
• Melting Point: -13 °C(lit.)
• Refractive Index: n20/D 1.442(lit.)
• Boiling Point: 171.5 °C at 760 mmHg
• Flash Point: 61.8 °C
• PSA: 17.07000
• Density: 0.988 g/cm³
• LogP: 1.84040
• Storage Temp.: 2-8°C
• Water Solubility.: Not miscible in water.
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 134.0498427
• Heavy Atom Count: 8
• Complexity: 91.2

Purity/Quality:

99% ^*data from raw suppliers

1-Chloropinacolin >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,T+,Xi
• Hazard Codes: T,T+,Xi
• Statements: 22-23-36/37/38-26-24
• Safety Statements: 26-36-45-38-36/37/39-28A-36/37-28

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)C(=O)CCl
• Uses: 1-Chloropinacolone is used as an intermediate for triazole compounds ( a five-membered ring structure compound contains three nitrogens and two carbons in the ring) which have biological activities such as antiviral, antibacterial, antifungal and antituberculous.

Technology Process of 1-Chloropinacolone

There total 6 articles about 1-Chloropinacolone 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: 85.0%

pinacoyl (4-methoxyphenyl)tellurium dichloride (112449-69-1) → 1-chloro-3,3-dimethyl-butan-2-one (13547-70-1) + bis(4-methoxyphenyl)ditelluride (35684-37-8)

Guidance literature:

at 210 ℃; for 0.0833333h; under 30 Torr;

Reference yield:

3,3-dimethyl-butan-2-one (75-97-8) → 1-chloro-3,3-dimethyl-butan-2-one (13547-70-1) + 1,1-dichloro-3,3-dimethylbutan-2-one (22591-21-5)

Guidance literature:

With chlorine; hydrogenchloride; at 150 ℃; Heating / reflux;

Reference yield:

3,3-dimethyl-butan-2-one (75-97-8) → 1-chloro-3,3-dimethyl-butan-2-one (13547-70-1) + 1,1-dichloro-3,3-dimethylbutan-2-one (22591-21-5) + 1,4-dichloro-3,3-dimethyl-butan-2-one (35039-88-4)

Guidance literature:

beim Chlorieren in der Dampfphase;

upstream raw materials:

3,3-dimethyl-butan-2-one

pinacoyl (4-methoxyphenyl)tellurium dichloride

1-hydroxy-3,3-dimethylbutan-2-one

Downstream raw materials:

3,3-dimethyl-1-(phenylthio)butan-2-one

1-(4-(3-(4-hydroxy-3-methylphenyl)pentan-3-yl)-2-methylphenoxy)-3,3-dimethylbutan-2-one

7-(3,3-dimethyl-2-oxobutoxy)-4-(4-methoxyphenyl)-8-methyl-2H-2-chromenone

4-methyl-3-(3,3-dimethyl-2-oxobutoxy)-6H-benzo[c]chromen-6-one

Refernces

• 1、 Zenkevich,Eliseenkov,Kasatochkin. "Identification of organic reaction products in the absence of additivity of chromatographic retention indices. Chloro derivatives of methyl-tert-butyl ketone". . p. 505 - 514. Retrieved 2013/07/26.
• 2、 Wang, You-Qing,Yu, Chang-Bin,Wang, Da-Wei,Wang, Xiao-Bing,Zhou, Yong-Gui. "Enantioselective synthesis of cyclic sulfamidates via Pd-catalyzed hydrogenation". supporting information; experimental part. p. 2071 - 2074. Retrieved 2009/04/18.