3-Chloro-2-butanone

Base Information

• Chemical Name: 3-Chloro-2-butanone
• CAS No.: 4091-39-8
• Deprecated CAS: 54439-42-8
• Molecular Formula: C4H7 Cl O
• Molecular Weight: 106.552
• Hs Code.: 29147090
• European Community (EC) Number: 223-834-9
• DSSTox Substance ID: DTXSID00863319
• Nikkaji Number: J97.981C
• Wikidata: Q1762235
• Mol file: 4091-39-8.mol

Synonyms:(?à)-3-Chloro-2-butanone;1-Chloroethyl methyl ketone;2-Chloro-3-butanone;3-Chloro-2-butanone;3-Chlorobutanone;

Chemical Property of 3-Chloro-2-butanone

Chemical Property:

• Appearance/Colour: Yellow clear liquid
• Vapor Pressure: 19.7mmHg at 25°C
• Melting Point: <-60°C
• Refractive Index: n20/D 1.421(lit.)
• Boiling Point: 114-117 ºC
• Flash Point: 23 ºC
• PSA: 17.07000
• Density: 1.055
• LogP: 1.20270
• Storage Temp.: Flammables area
• Solubility.: 30g/l
• Water Solubility.: 3 g/100 mL
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 106.0185425
• Heavy Atom Count: 6
• Complexity: 60.6

Purity/Quality:

99.9% ^*data from raw suppliers

3-Chloro-2-butanone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 10-22-36/37/38-20/21/22-2011/10/22
• Safety Statements: 16-36/37/39-26-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)C)Cl
• Uses: 3-Chloro-2-butanone was used in production of chiral alcohols from acetophenone derivatives, β-ketoesters and N-Boc-3-pyrrolidinone by recombinant E. coli cells. It was used in the synthesis of carbene precursor, 3-aryl-4,5-dimethylthiazolium chloride. 3-Chloro-2-butanone was used to study various carbonylic compounds as substrates for 4-hydroxyacetophenone monooxygenase from Pseudomonas fluorescens ACB.

Technology Process of 3-Chloro-2-butanone

There total 35 articles about 3-Chloro-2-butanone 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: 84.0%

3-chloro-but-1-yne (21020-24-6) → 3-chloro-2-butanone (4091-39-8)

Guidance literature:

With formic acid; water; CoH₆Mo₆O₂₄^(3-)*3H₃N*3H⁽¹⁺⁾*7H₂O; at 60 ℃; for 1h; chemoselective reaction; Green chemistry;

DOI:10.1002/cctc.202101180

Reference yield: 58.0%

butanone (78-93-3) → 3-chloro-2-butanone (4091-39-8)

Guidance literature:

With trichloroisocyanuric acid; boron trifluoride diethyl etherate; for 1.5h; Ambient temperature;

Reference yield: 39.5%

2-chloro-but-2-ene (4461-41-0) → 3-chloro-2-butanone (4091-39-8)

Guidance literature:

With calcium hypochlorite; In water; at -3 - 0 ℃; for 2.5h;

upstream raw materials:

acetaldehyde

chlorourea

butanone

2-acetoxy-2-butene

Downstream raw materials:

2,2'-biquinoline-4,4'-dicarboxylic acid

3-<4-Aethoxycarbonyl-phenoxy>-butanon-2

3-Chloro-2-phenyl-butan-2-ol

3-<5-Acetyl-2-methyl-phenoxy>-butanon-2

Refernces

• 1、 Xie, Ya,Wang, Jingjing,Wang, Yunyun,Han, Sheng,Yu, Han. "Hydration of Alkynes to Ketones with an Efficient and Practical Polyoxomolybdate-based Cobalt Catalyst". . p. 4985 - 4989. Retrieved 2021/10/12.
• 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.