22421-97-2

Basic information

• Product Name: methyl 2-chloro-2-methylpropanoate
• Synonyms: methyl 2-chloro-2-methylpropanoate;Propanoic acid,2-chloro-2-methyl-, methyl ester
• CAS NO: 22421-97-2
• Molecular Formula: C₅H₉ClO₂
• Molecular Weight: 136.5768
• Mol File: 22421-97-2.mol

Chemical Properties

• Melting Point: 150 °C
• Boiling Point: 131.9°C at 760 mmHg
• Flash Point: 27°C
• Density: 1.084g/cm³
• Vapor Pressure: 9.09mmHg at 25°C
• Refractive Index: 1.418
• CAS DataBase Reference: methyl 2-chloro-2-methylpropanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-chloro-2-methylpropanoate(22421-97-2)
• EPA Substance Registry System: methyl 2-chloro-2-methylpropanoate(22421-97-2)

Safety Data

• Hazardous Substances Data: 22421-97-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 43, p. 3687, 1978 DOI: 10.1021/jo00413a010

Upstream product

• 186581-53-3 diazomethane 
• 594-58-1 2-chloro-2-methylpropanoic acid 
• 67-56-1 methanol 
• 1606-30-0 1-Nitro-2-methyl-1-propen 
• 3331-60-0 chloroisobutyronitrile 
• 20599-48-8 2-chloro-2-methyl-1-nitro-propane 
• 75-44-5 phosgene 
• 2110-78-3 methyl 2-hydroxy-2-methylpropionate 
• 57-15-8 1,1,1-trichloro-2-methyl-2-propanol 
• 2589-57-3 dimethyl 2,2'-azobis(isobutyrate) 
• 5014-47-1 N-chloro-N-phenylbenzamide 
• 71-43-2 benzene 
• 579-11-3 N-chloroacetanilide 
• 36998-38-6 2-(methylpropylidene)-1,3-dithiane 

Downstream Products

• 80-62-6 methacrylic acid methyl ester 
• 7462-75-1 dimethylcarbamylmethyl chloride 
• 31469-15-5 1-methoxy-2-methyl-1-trimethylsiloxy-1-propene 
• 4695-19-6 5,5-dimethyl-2-imino-4-thiazolidinone 
• 42019-06-7 methyl 2-(p-acetylphenoxy)-2-methylpropionate 
• 81466-36-6 2-(4-hydroxyphenoxy)-2-methylpropionic acid methyl ester 
• 72278-52-5 methyl 2-methyl-2-phenoxypropionate 
• 15998-93-3 5,5-dimethylimidazolidine-2-thione-4-one 
• 915087-33-1 enzalutamide 

Relevant articles and documents

Cyanide-Free One-Pot Synthesis of Methacrylic Esters from Acetone

Methacrylic esters, represented by methyl methacrylate (MMA), are widely used as commodity chemicals. Here, the one-pot synthesis of methacrylic esters from acetone, a haloform and alcohols in the presence of an organic base is described. Using DBU as the organic base for the reaction of acetone, chloroform and methanol in acetonitrile afforded MMA in 66 % yield. When the solvent was replaced by benzonitrile, the product MMA was successfully purified by distillation. Applicability of this process to various alcohols was also investigated to show ethyl, phenyl, CF3CH2, and n-C6F13CH2CH2 esters were obtained in moderate yields. The use of bromoform instead of chloroform resulted in the improvement of the yield, for example, methyl and n-C6F13CH2CH2 esters up to 81 and 70 %, respectively. The reaction with deuterated starting materials acetone-d6 and MeOH-d4, with DBU in acetonitrile afforded deuterated MMA (MMA-d8) in 70 % yield.

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