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Chloromethyl isopropyl carbonate

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Chloromethyl isopropyl carbonate Basic information

Product Name:
Chloromethyl isopropyl carbonate
Synonyms:
  • CMIC
  • CHLOROMETHYL ISOPROPYL CARBONATE
  • I-PROPYL CHLOROMETHYL CARBONATE
  • Chloromethyl (1-Methylethyl) Carbonate
  • Chloromethyl-2-propyl carbonate
  • L-Propylchloromethylcarbonate
  • Chloromethyl Isopropyl Carbonate (JMC-1)
  • Carbonic acid, chloromethyl 1-methylethyl ester
CAS:
35180-01-9
MF:
C5H9ClO3
MW:
152.58
EINECS:
1308068-626-2
Product Categories:
  • Miscellaneous Reagents
  • Pharmaceutical Intermediates
  • bc0001
Mol File:
35180-01-9.mol
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Chloromethyl isopropyl carbonate Chemical Properties

Boiling point:
66 °C(Press: 16 Torr)
Density 
1.14
refractive index 
1.4110-1.4150
storage temp. 
Inert atmosphere,2-8°C
solubility 
Chloroform (Slightly), DMSO, Ethyl Acetate (Slightly)
form 
clear liquid
color 
Colorless to Almost colorless
Stability:
Moisture sensitive
InChI
InChI=1S/C5H9ClO3/c1-4(2)9-5(7)8-3-6/h4H,3H2,1-2H3
InChIKey
JHYNXXBAHWPABC-UHFFFAOYSA-N
SMILES
C(OC(C)C)(=O)OCCl
CAS DataBase Reference
35180-01-9(CAS DataBase Reference)
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Safety Information

Safety Statements 
24/25
RIDADR 
2924
HazardClass 
3/8
PackingGroup 
HS Code 
29189900
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Chloromethyl isopropyl carbonate Usage And Synthesis

Chemical Properties

Clear Colourless Liquid

Uses

Chloromethyl Isopropyl Carbonate is an antiviral agent and a Tenofovir (T018500) intermediate. Tenofovir is an acyclic phosphonate nucleotide analogue and reverse transcriptase inhibitor used as an anti-HIV agent.

Synthesis

At 0-5°C, a photoinitiator is added, and dimethyl carbonate and chlorine are subjected to light reaction. The reaction is stopped, and the product is distilled and separated to obtain dimethyl monochlorocarbonate. At 70-100°C, a catalyst is added, and dimethyl monochlorocarbonate and isopropanol are added to a distillation tower capable of controlling the reflux ratio. Methanol is distilled and separated under normal pressure while reacting. After the reaction is completed, excess isopropanol is distilled off under reduced pressure, and finally chloromethyl isopropyl carbonate is distilled under reduced pressure.

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