(S)-4-Chloro-1,3-butanediol

Base Information

• Chemical Name: (S)-4-Chloro-1,3-butanediol
• CAS No.: 139013-68-6
• Molecular Formula: C4H9ClO2
• Molecular Weight: 124.567
• European Community (EC) Number: 604-107-9
• UNII: 5PF8623675
• DSSTox Substance ID: DTXSID001309306
• Nikkaji Number: J890.506A
• Mol file: 139013-68-6.mol

Synonyms:(S)-4-Chloro-1,3-butanediol

Chemical Property of (S)-4-Chloro-1,3-butanediol

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.474
• Boiling Point: 270.23°C at 760 mmHg
• PKA: 13.61±0.20(Predicted)
• Flash Point: 117.231°C
• PSA: 40.46000
• Density: 1.229g/cm³
• LogP: -0.03150
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 124.0291072
• Heavy Atom Count: 7
• Complexity: 40.7

Purity/Quality:

99% ^*data from raw suppliers

(3S)-4-CHLOROBUTANE-1,3-DIOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CO)C(CCl)O
• Isomeric SMILES: C(CO)[C@@H](CCl)O

Technology Process of (S)-4-Chloro-1,3-butanediol

There total 2 articles about (S)-4-Chloro-1,3-butanediol 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: 98.0%

methyl (S)-4-chloro-3-hydroxybutanoate (86728-93-0) → (3S)-4-chloro-1,3-butanediol (139013-68-6)

Guidance literature:

methyl (S)-4-chloro-3-hydroxybutanoate; With sodium tetrahydroborate; In methanol; toluene; at 20 ℃; for 13h;

With hydrogenchloride; water; In methanol; toluene; at 10 ℃; Product distribution / selectivity;

Reference yield:

ethyl 4-chloro-3-hydroxybutanoate (86728-85-0,87068-18-6,90866-33-4,10488-69-4) → (3S)-4-chloro-1,3-butanediol (139013-68-6) + (3R)-4-chloro-1,3-butanediol (125605-10-9)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Heating;

DOI:10.1002/jlac.199719970911

Reference yield: 99.8%

(3S)-4-chloro-1,3-butanediol (139013-68-6) → (S)-3-hydroxytetyrahydrofurane (86087-23-2,84921-89-1,864447-89-2)

Guidance literature:

With hydrogenchloride; sodium hydroxide; In methanol; water;

upstream raw materials:

ethyl 4-chloro-3-hydroxybutanoate

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

Downstream raw materials:

(S)-3-hydroxytetyrahydrofurane

Refernces

• 1、 Yuasa, Yoshifumi,Tsuruta, Haruki. "Practical syntheses of (S)-4-hydroxytetrahydrofuran-2-one, (S)-3-hydroxytetrahydrofuran and their (R)-enantiomers". . p. 1877 - 1879. Retrieved 2007/10/03.