Chloromethyl butyrate

Base Information

• Chemical Name: Chloromethyl butyrate
• CAS No.: 33657-49-7
• Molecular Formula: C5H9ClO2
• Molecular Weight: 136.578
• Hs Code.: 29156000
• European Community (EC) Number: 806-926-9
• DSSTox Substance ID: DTXSID20369328
• Nikkaji Number: J1.837.669E
• Wikidata: Q72453846
• Mol file: 33657-49-7.mol

Synonyms:Chloromethyl butyrate;33657-49-7;chloromethyl butanoate;chloromethylbutyrate;Butanoic acid, chloromethyl ester;Butyric Acid Chloromethyl Ester;MFCD00216961;chloromethyl n-butanoate;butyryloxymethyl chloride;SCHEMBL570396;DTXSID20369328;BDPZFQLKFUONAG-UHFFFAOYSA-N;n-butanoic acid chloromethyl ester;AKOS006221918;BS-25157;SY018804;C2841;CS-0199093;FT-0649487;EN300-375307;F20378;J-640349;J-800352

Chemical Property of Chloromethyl butyrate

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 9.19mmHg at 25°C
• Refractive Index: 1.419-1.421
• Boiling Point: 131.643 °C at 760 mmHg
• Flash Point: 38.869 °C
• PSA: 26.30000
• Density: 1.085 g/cm³
• LogP: 1.52600
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 136.0291072
• Heavy Atom Count: 8
• Complexity: 72.8

Purity/Quality:

99% ^*data from raw suppliers

Chloromethyl Butyrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-10
• Safety Statements: 45-36/37/39-26-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)OCCl
• Uses: clevidipine incorporates a methoxymethyl ester, a function that is readily cleaved to the corresponding acid by serum esterases. The actual experimental details in patents describe the preparation of this compound by simple alkylation of the monoester with chloromethyl butyrate.

Technology Process of Chloromethyl butyrate

There total 1 articles about Chloromethyl butyrate 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:

butanoic acid methyl ester (623-42-7) → methyl 2-chlorobutanoate (26464-32-4,149948-70-9,149948-80-1) + 2-chloropropyl methyl ester (817-76-5) + chloromethyl n-butyrate (33657-49-7) + methyl 4-chlorobutyrate (3153-37-5)

Guidance literature:

With chlorine; Product distribution; Heating; Irradiation; influence of temperature, chlorinating agent, UV, addition of benzoyl peroxide;

Reference yield: 92.3%

chloromethyl n-butyrate (33657-49-7) + C16H15Cl2NO4 → C21H23Cl2NO6

Guidance literature:

With potassium carbonate; In acetonitrile; for 6h; Reflux;

Reference yield: 90.9%

chloromethyl n-butyrate (33657-49-7) + 4-(2,4-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic acid monomethyl ester (439120-57-7) → C21H23Cl2NO6

Guidance literature:

With potassium carbonate; In acetonitrile; for 6h; Reflux;

upstream raw materials:

butanoic acid methyl ester

Downstream raw materials:

1-butyryloxymethyl-5-fluorouracil

chloromethyl 2-chlorobutanoate

chloromethyl 3-chlorobutanoate

chloromethyl 4-chlorobutanoate

Refernces