4-Cloromethyl-5-methyl-1,3-dioxol-2-one

CAS NO.：80841-78-7
Empirical Formula: C5H5ClO3
Molecular Weight: 148.54
MDL number: MFCD07787494
EINECS: 617-178-6
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-29 14:36:51

What is 4-Cloromethyl-5-methyl-1,3-dioxol-2-one?

Description

4-Chloromethyl-5-methyl-1,3-dioxol-2-one is a useful branch side chain for synthetic penicillin esters such as Lenampicillin, Mecillinam, etc. It can improve the stability and absorption of drugs, increase biological activity, and reduce side effects. It is also used to prepare amine drugs, such as Norfloxacin prodrug. In the prior art, the primary method for synthesizing 4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one is a chlorination reaction of chlorine gas or N-chlorosuccinimide.

Chemical properties

Colorless to Light yellow to Light orange clear liquid or Pale Yellow Oil.

The Uses of 4-Cloromethyl-5-methyl-1,3-dioxol-2-one

4-Chloromethyl-5-methyl-1,3-dioxol-2-one is an important reagent in the preparation of angiotensin II receptor antagonist such as Olmesratan Medoxomil (O550000). 4-Chloromethyl-5-methyl-1,3-dioxol-2-one is also used in the preparation of prodrugs of ampicillin.

Preparation

4,5-dimethyl-1,3-dioxole-2-ketone (DMDO) is used as raw material, taking sulfonic acid chloride as a chlorinating agent. The reaction is reat under the effect of a catalyzer in organic solvent and reacts for 1-5 hours to obtain target product 4-Cloromethyl-5-methyl-1,3-dioxol-2-one.

Toxicity

4-Chloromethyl-5-methyl-1,3-dioxol-2-one is classified as a carcinogen and has been shown to cause cancer in animal studies.

Properties of 4-Cloromethyl-5-methyl-1,3-dioxol-2-one

Boiling point:	>90℃/2mm
Density	1.362±0.06 g/cm3(Predicted)
refractive index	1.4760-1.4820
Flash point:	129 °C
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
solubility	Chloroform (Slightly), Methanol (Slightly)
form	Oil
color	Light Yellow to Very Dark Brown
Specific Gravity	1.36
BRN	4798926
InChI	InChI=1S/C5H5ClO3/c1-3-4(2-6)9-5(7)8-3/h2H2,1H3
CAS DataBase Reference	80841-78-7(CAS DataBase Reference)

Safety information for 4-Cloromethyl-5-methyl-1,3-dioxol-2-one

Signal word	Warning
Pictogram(s)	Skull and Crossbones Acute Toxicity GHS06 Exclamation Mark Irritant GHS07
GHS Hazard Statements	H301:Acute toxicity,oral H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up.