3-Chloro-2-hydroxypropyl acetate

Base Information

• Chemical Name: 3-Chloro-2-hydroxypropyl acetate
• CAS No.: 24573-30-6
• Molecular Formula: C5H9 Cl O3
• Molecular Weight: 152.578
• Hs Code.: 2915390090
• NSC Number: 74010
• DSSTox Substance ID: DTXSID801285790
• Nikkaji Number: J64.319J
• Mol file: 24573-30-6.mol

Synonyms:3-chloro-2-hydroxypropyl acetate;24573-30-6;(3-chloro-2-hydroxypropyl) acetate;1,2-Propanediol, 3-chloro-, 1-acetate;NSC 74010;3-Chloro-1,2-propanediol 1-acetate;3-Chloro-1,2-propanediol-1-acetate;BRN 1751778;Acetic acid, 3-chloro-2-hydroxypropyl ester;U 25,792;NSC74010;3-chloro-2-hydroxy-1-propyl acetate;1, 3-chloro-, 1-acetate;SCHEMBL204805;1-acetoxy-3-chloro-2-propanol;3-chloro-2-hydroxypropylacetate;1-acetyloxy-3-chloropropan-2-ol;DTXSID801285790;CS1164;MFCD01698128;NSC-74010;(3-Chloro-2-hydroxy-propyl) acetate;AKOS006384847;BS-50400;Acetic acid 2-hydroxy-3-chloropropyl ester;LS-120254;CS-0155004;FT-0706611;U-25792

Chemical Property of 3-Chloro-2-hydroxypropyl acetate

Chemical Property:

• Vapor Pressure: 0.012mmHg at 25°C
• Boiling Point: 231.1°C at 760 mmHg
• PKA: 13.00±0.20(Predicted)
• Flash Point: 93.6°C
• PSA: 46.53000
• Density: 1.232g/cm³
• LogP: 0.14920
• XLogP3: 0.1
• 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:

99%, ^*data from raw suppliers

3-Chloro-2-hydroxypropyl acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC(CCl)O

Technology Process of 3-Chloro-2-hydroxypropyl acetate

There total 4 articles about 3-Chloro-2-hydroxypropyl acetate 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: 9.98%

acetic acid (64-19-7,77671-22-8) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 2,3-Dichloro-1-propanol (616-23-9) + 2-chloro-propane-1,3-diol (497-04-1) + 1,3-Dichloro-2-propanol (96-23-1) + 3-chloro-2-hydroxy-1-propyl acetate (24573-30-6) + 1,3-dichloro-2-acetoxypropane (3674-10-0) + 3-monochloro-1,2-propanediol (96-24-2)

Guidance literature:

With hydrogenchloride; at 100 ℃; for 23.75h; Product distribution / selectivity;

Reference yield:

acetic acid (64-19-7,77671-22-8) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) + butan-1-ol (71-36-3) → 1-chloro-3-n-butoxy-2-propanol (16224-33-2) + 3-chloro-2-hydroxy-1-propyl acetate (24573-30-6) + 1-(chloromethyl)-2-hydroxyethyl acetate (20618-90-0) + acetic acid 3-chloro-2-(3-chloro-2-hydroxy-propoxy)-propyl ester

Guidance literature:

With chromium(lll) acetate; at 80.05 ℃; Further Variations:; Temperatures; Kinetics; Activation energy; Product distribution;

DOI:10.1002/(SICI)1097-4601(2000)32:6<378::AID-KIN4>3.0.CO;2-3

Reference yield:

vinyl acetate (108-05-4,9003-20-7) + 3-monochloro-1,2-propanediol (96-24-2) → 3-chloro-2-hydroxy-1-propyl acetate (24573-30-6) + 1-(chloromethyl)-2-hydroxyethyl acetate (20618-90-0) + 1,2-diacetoxy-3-chloro-propane (869-50-1)

Guidance literature:

With 1,3-dichlorotetrabutyldistannoxane; at 50 ℃; for 5h;

DOI:10.1055/s-1999-2991

upstream raw materials:

vinyl acetate

3-monochloro-1,2-propanediol

Isopropenyl acetate

acetic acid

Downstream raw materials:

glycidyl acetate

rac-1-acetamido-2-acetoxy-3-chloropropane

1,2-diacetoxy-3-chloro-propane

3-chloro-2-oxopropyl acetate

Refernces

• 1、 Bukowski, Wiktor. "The solvent effects in the reactions of carboxylic acids with oxiranes. 1. Kinetics of the reaction of acetic acid with epichlorohydrin in butan-1-ol". . p. 378 - 387. Retrieved 2007/10/03.