ChemicalBook--->CAS DataBase List--->35180-01-9

35180-01-9

35180-01-9 Structure

35180-01-9 Structure
IdentificationMore
[Name]

Chloromethyl isopropyl carbonate
[CAS]

35180-01-9
[Synonyms]

CHLOROMETHYL ISOPROPYL CARBONATE
CMIC
I-PROPYL CHLOROMETHYL CARBONATE
Chloromethyl (1-Methylethyl) Carbonate
Chloromethyl-2-propyl carbonate
L-Propylchloromethylcarbonate
Chloromethyl Isopropyl Carbonate (JMC-1)
Chloromethy Isopropyl carbonate
[EINECS(EC#)]

1308068-626-2
[Molecular Formula]

C5H9ClO3
[MDL Number]

MFCD07375443
[Molecular Weight]

152.58
[MOL File]

35180-01-9.mol
Chemical PropertiesBack Directory
[Boiling point ]

66 °C(Press: 16 Torr)
[density ]

1.14
[refractive index ]

1.4110-1.4150
[Fp ]

50°
[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
[Major Application]

pharmaceutical (small molecule)
[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)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Environment (GHS09)
GHS07,GHS09
[Signal word ]

Warning
[Hazard statements ]

H315-H317-H411
[Precautionary statements ]

P280
[Safety Statements ]

24/25
[RIDADR ]

2924
[WGK Germany ]

WGK 3
[REACH Registrations]

Active
[HazardClass ]

3/8
[PackingGroup ]

[HS Code ]

29189900
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Aquatic Chronic 2
Skin Irrit. 2
Skin Sens. 1
Hazard InformationBack Directory
[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.
[References]

[1] Tetrahedron, 2011, vol. 67, # 29, p. 5319 - 5328
[2] Patent: JP2015/164934, 2015, A. Location in patent: Paragraph 0195
[3] Journal of Medicinal Chemistry, 2009, vol. 52, # 3, p. 771 - 778
[4] Patent: WO2004/92189, 2004, A1. Location in patent: Page 29
[5] Journal of Medicinal Chemistry, 2015, vol. 58, # 23, p. 9133 - 9153
Spectrum DetailBack Directory
[Spectrum Detail]

Chloromethyl isopropyl carbonate(35180-01-9)1HNMR
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