2-Acetoxyisobutyryl chloride

Base Information

• Chemical Name: 2-Acetoxyisobutyryl chloride
• CAS No.: 40635-66-3
• Molecular Formula: C6H9ClO3
• Molecular Weight: 164.589
• Hs Code.: 2918.90
• European Community (EC) Number: 255-016-2
• DSSTox Substance ID: DTXSID80193641
• Nikkaji Number: J89.371D
• Wikidata: Q72517678
• Mol file: 40635-66-3.mol

Synonyms:40635-66-3;2-Acetoxyisobutyryl chloride;1-Chloro-2-methyl-1-oxopropan-2-yl acetate;1-Chlorocarbonyl-1-methylethyl acetate;Propanoyl chloride, 2-(acetyloxy)-2-methyl-;2-Acetoxy-2-methylpropionyl chloride;2-Acetoxyisobutyroyl chloride;2-Chloro-1,1-dimethyl-2-oxoethyl acetate;(1-chloro-2-methyl-1-oxopropan-2-yl) acetate;EINECS 255-016-2;MFCD00000708;(2-Chloro-1,1-dimethyl-2-oxo-ethyl) acetate;2-Acetoxy-2-methylpropanoyl chloride;SCHEMBL18253;2-Acetoxylisobutyryl Chloride;acetoxyisobutyric acid chloride;DTXSID80193641;2-(chlorocarbonyl)propan-2-yl acetate;AKOS015903737;Lactoyl chloride, 2-methyl-, acetate;JC10158;BS-17223;1-Chloro-2-methyl-1-oxopropan-2-ylacetate;FT-0622107;1-Chlorocarbonyl-1-methylethyl acetate, 95%;EN300-175607;acetic acid 1-chlorocarbonyl-1-methylethyl ester;acetic acid 1-chlorocarbonyl-1-methyl-ethyl ester;Acetic acid 2-chloro-1,1-dimethyl-2-oxoethyl ester;W-106340;F2191-0265

Chemical Property of 2-Acetoxyisobutyryl chloride

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: 0.973mmHg at 25°C
• Refractive Index: n20/D 1.428(lit.)
• Boiling Point: 178.775 °C at 760 mmHg
• Flash Point: 68.333 °C
• PSA: 43.37000
• Density: 1.179 g/cm³
• LogP: 1.09350
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 164.0240218
• Heavy Atom Count: 10
• Complexity: 162

Purity/Quality:

97% min ^*data from raw suppliers

2-Acetoxyisobutyryl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 14-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)OC(C)(C)C(=O)Cl
• Uses: 1-Chlorocarbonyl-1-methylethyl acetate was used in preparation of α,γ-dichloro alditols.

Technology Process of 2-Acetoxyisobutyryl chloride

There total 4 articles about 2-Acetoxyisobutyryl chloride 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:

O-acetyl-α-hydroxyisobutyric acid (15805-98-8) → 2-acetoxy-2-methylpropanoyl chloride (40635-66-3)

Guidance literature:

With thionyl chloride;

Reference yield:

2-methyllactic acid (594-61-6) + acetyl chloride (75-36-5) → 2-acetoxy-2-methylpropanoyl chloride (40635-66-3)

Guidance literature:

Multistep reaction; (i), (ii) (COCl)2;

Reference yield:

2-methyllactic acid (594-61-6) + acetic anhydride (108-24-7) → 2-acetoxy-2-methylpropanoyl chloride (40635-66-3)

Guidance literature:

Multistep reaction; (i) H₂SO₄, (ii) SOCl₂;

upstream raw materials:

O-acetyl-α-hydroxyisobutyric acid

2-methyllactic acid

acetic anhydride

acetyl chloride

Downstream raw materials:

1-(2,5-dimethylphenyl)-1-ethanone

α-acetoxy-isobutyric acid phenyl ester

2-methyl-1-oxo-1-phenylpropan-2-yl acetate

acetic acid 1-(2-chloro-4-isobutylsulfamoylphenylcarbamoyl)-1-methylethyl ester

Refernces

• 1、 -. "CHROMENOPYRIDINE DERIVATIVES AS PHOSPHATIDYLINOSITOL PHOSPHATE KINASE INHIBITORS". Paragraph 0361. . Retrieved 2019/07/13.
• 2、 -. "SUBSTITUTED CYCLOHEXYL-1,4-DIAMINE DERIVATIVES WITH A CHAIN EXTENSION". Page/Page column 25. . Retrieved 2008/06/13.