ChemicalBook > CAS DataBase List > 4-Cloromethyl-5-methyl-1,3-dioxol-2-one

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

Product Name
4-Cloromethyl-5-methyl-1,3-dioxol-2-one
CAS No.
80841-78-7
Chemical Name
4-Cloromethyl-5-methyl-1,3-dioxol-2-one
Synonyms
DMDO-CL;4-CHLOROMETHYL-5-METHYL-1,3-DIOXOL-2-ONE;Olmesartan impurity;4-ChloroMethyl-5-Methyl-1;AZATMint-C;DMDO-Chloride;Olmesartan Impurity 3;Olmesartan Impurity 57;Olmesartan Medoxomil IMP;4,5- dinmethyl-1,3-dioxol-2-
CBNumber
CB4416605
Molecular Formula
C5H5ClO3
Formula Weight
148.54
MOL File
80841-78-7.mol
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4-Cloromethyl-5-methyl-1,3-dioxol-2-one Property

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 
liquid
color 
Colorless to Light yellow to Light orange
Specific Gravity
1.36
BRN 
4798926
InChI
InChI=1S/C5H5ClO3/c1-3-4(2-6)9-5(7)8-3/h2H2,1H3
InChIKey
QCLFSYYUWPUWQR-UHFFFAOYSA-N
SMILES
CC1=C(OC(=O)O1)CCl
CAS DataBase Reference
80841-78-7(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
26
WGK Germany 
3
HS Code 
29329990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H301Toxic if swalloed

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

TCI Chemical
Product number
C1882
Product name
4-Chloromethyl-5-methyl-1,3-dioxol-2-one
Purity
>94.0%(GC)
Packaging
5g
Price
$77
Updated
2025/07/31
TCI Chemical
Product number
C1882
Product name
4-Chloromethyl-5-methyl-1,3-dioxol-2-one
Purity
>94.0%(GC)
Packaging
25g
Price
$281
Updated
2025/07/31
TRC
Product number
C369335
Product name
4-Chloromethyl-5-methyl-1,3-dioxol-2-one
Packaging
1g
Price
$65
Updated
2021/12/16
TRC
Product number
C369335
Product name
4-Chloromethyl-5-methyl-1,3-dioxol-2-one
Packaging
10g
Price
$175
Updated
2021/12/16
AK Scientific
Product number
A537
Product name
4-Chloromethyl-5-methyl-1,3-dioxol-2-one,tech.
Packaging
500g
Price
$320
Updated
2021/12/16
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4-Cloromethyl-5-methyl-1,3-dioxol-2-one Chemical Properties,Usage,Production

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.

Uses

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). It 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.

Synthesis

37830-90-3

80841-78-7

General procedure for the synthesis of 4-chloromethyl-5-methyl-1,3-dioxolan-2-one from 4,5-dimethyl-1,3-dioxolan-2-one: To a stirred solution of 4,5-dimethyl-1,3-dioxolan-2-one (DMDO) were added 4725 g of ethylene dichloride, 10.12.5 g of N-chlorosuccinimide (NCS) and 45 g of benzoyl peroxide (BPO), the reaction temperature was maintained at 90 °C, and the reaction lasted for 5.5 h. The crude product 4-chloromethyl-5-methyl-1,3-dioxolen-2-one (DMDO-Cl) was obtained as 382.5 g in 85.00% yield. Step 3: distillation: the crude product of DMDO-Cl was distilled under vacuum at -0.1 MPa at 110 °C to obtain 326 g of DMDO-Cl. Its purity was 99.06% as determined by gas chromatography (GC).

References

[1] Chemical and Pharmaceutical Bulletin, 1984, vol. 32, # 6, p. 2241 - 2248
[2] Chemical and Pharmaceutical Bulletin, 1988, vol. 36, # 1, p. 394 - 397
[3] Patent: US4554358, 1985, A
[4] Patent: CN107892681, 2018, A. Location in patent: Paragraph 0015-0022

4-Cloromethyl-5-methyl-1,3-dioxol-2-one Preparation Products And Raw materials

Raw materials

Preparation Products

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

Alfa Aesar, Thermo Fisher Scientific
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Email
es@alfa.com
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Germany
ProdList
5123
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58
Prime Molecular Ltd.
Tel
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Fax
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Email
wangfeng@prime-molecular.com
Country
Germany
ProdList
98
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58
CHEMOS GmbH & Co. KG
Tel
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Fax
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Email
chemos@chemos.de
Country
Germany
ProdList
6727
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ABCR GmbH & CO. KG
Tel
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Fax
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Email
info@abcr.de
Country
Germany
ProdList
6831
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75
ACTIVATE SCIENTIFIC GmbH
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Fax
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Email
info@activate-scientific.com
Country
Germany
ProdList
2856
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ratiochem GmbH
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Fax
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Email
info@ratiochem.org
Country
Germany
ProdList
310
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Service Chemical Inc.
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Email
sales@chemos-group.com
Country
Germany
ProdList
6350
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71
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View Lastest Price from 4-Cloromethyl-5-methyl-1,3-dioxol-2-one manufacturers

HANGZHOU HAILAN CHEMICAL CO.,LTD.
Product
4-Cloromethyl-5-methyl-1,3-dioxol-2-one 80841-78-7
Price
US $0.00/kg
Min. Order
1kg
Purity
99%min
Supply Ability
2000KGS
Release date
2025-10-24
WUHAN FORTUNA CHEMICAL CO., LTD
Product
4-Cloromethyl-5-methyl-1,3-dioxol-2-one 80841-78-7
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
98%min
Supply Ability
1000kgs
Release date
2021-09-29
Hebei Chuanghai Biotechnology Co., Ltd
Product
4-Cloromethyl-5-methyl-1,3-dioxol-2-one 80841-78-7
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-29

80841-78-7, 4-Cloromethyl-5-methyl-1,3-dioxol-2-oneRelated Search:


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  • DMDO-CL: 4-(chloromethyl)-5-methyl-1,3-dioxol-2-one
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  • (5-Methyl-2-oxo-1,3-dioxol-4-yl)Methyl Chloride
  • 4-(chloroMethyl)-5-Methyl-1,3-dioxol-2-oneSynonyMs
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  • 4-chloromethyl-5-methyl-1,3-Dioxol-2-oneQ: What is 4-chloromethyl-5-methyl-1,3-Dioxol-2-one Q: What is the CAS Number of 4-chloromethyl-5-methyl-1,3-Dioxol-2-one Q: What is the storage condition of 4-chloromethyl-5-methyl-1,3-Dioxol-2-one Q: What are the applications of 4-chloromethyl-5-methyl-1,3-Dioxol-2-one
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  • 4-Chlomethyl-5-methy1-1,3,dioxol-2-one
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  • DMDO-Chloride
  • 4-Chloromethyl-5-methyl-1,3-Dioxol-2-one (DMDO Chloride )
  • 80841-78-7
  • 44690-92-6
  • C5H5ClO3