Methyl 4-chloro-3-hydroxybutanoate

Base Information

• Chemical Name: Methyl 4-chloro-3-hydroxybutanoate
• CAS No.: 10488-68-3
• Molecular Formula: C5H9ClO3
• Molecular Weight: 152.578
• Hs Code.: 2918199090
• DSSTox Substance ID: DTXSID30394469
• Nikkaji Number: J434.185F
• Mol file: 10488-68-3.mol

Synonyms:methyl 4-chloro-3-hydroxybutanoate;10488-68-3;methyl 4-chloro-3-hydroxybutyrate;4-Chloro-3-hydroxy-butyric acid methyl ester;4-Chloro-3-hydroxy-butyricacidmethylester;4-chloro-3-hydroxybutanoic acid methyl ester;4-Chloro-3-hydroxybutyric acid methyl ester;methyl 4-chloranyl-3-oxidanyl-butanoate;SCHEMBL1691009;DTXSID30394469;methyl4-chloro-3-hydroxybutanoate;WMRINGSAVOPXTE-UHFFFAOYSA-N;BCP13432;Methyl-4-Chloro-3-Hydroxy Butyrate;AKOS015909148;AC-5621;SB44433;SB44824;SB84517;AS-61643;CS-0440270;FT-0642055;FT-0642094;FT-0739019;(S)-ALFA-AMINO-4-PIPERIDINEACETICACID;A11858;EN300-115684;A801088;A801105

Chemical Property of Methyl 4-chloro-3-hydroxybutanoate

Chemical Property:

• Vapor Pressure: 0.00387mmHg at 25°C
• Refractive Index: 1.458
• Boiling Point: 248.6 °C at 760 mmHg
• PKA: 12.73±0.20(Predicted)
• Flash Point: 104.2 °C
• PSA: 46.53000
• Density: 1.232 g/cm³
• LogP: 0.14920
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 152.0240218
• Heavy Atom Count: 9
• Complexity: 94.2

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl4-chloro-3-hydroxybutanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC(CCl)O
• Use Description: 4-Chloro-3-hydroxy-butyric acid methyl ester is a chemical compound with various applications across different fields. In the pharmaceutical industry, it can serve as a key intermediate in the synthesis of pharmaceutical compounds, potentially contributing to the development of drugs for various medical conditions. In organic chemistry, it may find use as a building block for creating complex organic molecules, allowing researchers to design and synthesize a wide range of chemical compounds. Additionally, in the field of agricultural chemistry, this compound could play a role in the development of agrochemicals and pesticides. Its versatility as an intermediate in pharmaceuticals, a building block in organic synthesis, and a potential component in agricultural products underscores its importance in advancing research, drug development, and chemical innovation in various fields.

Technology Process of Methyl 4-chloro-3-hydroxybutanoate

There total 7 articles about Methyl 4-chloro-3-hydroxybutanoate 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: 98.6%

Methyl 4-chloroacetoacetate (32807-28-6,935731-94-5) → methyl 4-chloro-3-hydroxybutanoate (10488-68-3)

Guidance literature:

With potassium borohydride; In ethanol; at 0 - 5 ℃;

Reference yield: 73.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → methyl 4-chloro-3-hydroxybutanoate (10488-68-3)

Guidance literature:

dicobalt octacarbonyl; at 20 ℃; for 24h; under 760.051 Torr;

DOI:10.1021/jo7014455

Reference yield:

[9,9']Biphenanthrenyl-10,10'-diol; compound with 4-chloro-3-hydroxy-butyric acid methyl ester (116346-33-9) → (+) methyl 4-chloro-3-hydroxybutyrate (10488-68-3,86728-93-0,88496-70-2,106975-22-8)

Guidance literature:

heating under vacuum;

DOI:10.1016/S0040-4039(00)82049-3

upstream raw materials:

methanol

4-chloro-3-hydroxybutyronitrile

carbon monoxide

epichlorohydrin

Downstream raw materials:

methyl (R)-4-chloro-3-hydroxybutyrate

methyl (S)-4-chloro-3-hydroxybutanoate

(S)-3-hydroxy-4-cyanobutyric acid methylester

oxiracetam

Refernces

• 1、 Rajendiran, Senkuttuvan,Gunasekar, Gunniya Hariyanandam,Yoon, Sungho. "A heterogenized cobaltate catalyst on a bis-imidazolium-based covalent triazine framework for hydroesterification of epoxides". supporting information. p. 12256 - 12262. Retrieved 2018/07/24.
• 2、 Schrittwieser, Joerg H.,Lavandera, Ivan,Seisser, Birgit,Mautner, Barbara,Kroutil, Wolfgang. "Biocatalytic cascade for the synthesis of enantiopure β-azidoalcohols and β-hydroxynitriles". supporting information; experimental part. p. 2293 - 2298. Retrieved 2009/08/17.