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Ethyl malonyl chloride

Product Name
Ethyl malonyl chloride
CAS No.
36239-09-5
Chemical Name
Ethyl malonyl chloride
Synonyms
ethyl chlorocarbonylacetate;AURORA KA-3051;ETHYL MALONYL CHLORIDE;Ethyl Maloriyl Chloride;EthylMalonylChloride>Tofacitinib Impurity 153;Ethylmalonylchloride,95%;Ethylmalonoyl dichloride;Ethyl malonyl chloride,EMC;Ethyl malonyl monochloride
CBNumber
CB9260539
Molecular Formula
C5H7ClO3
Formula Weight
150.56
MOL File
36239-09-5.mol
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Ethyl malonyl chloride Property

Boiling point:
79-80 °C25 mm Hg(lit.)
Density 
1.196 g/mL at 20 °C
refractive index 
n20/D 1.429(lit.)
Flash point:
154 °F
storage temp. 
2-8°C
solubility 
Chloroform (Soluble), DMSO (Sparingly), Ethyl Acetate (Slightly)
form 
Liquid
pka
9.35±0.46(Predicted)
Specific Gravity
1.176
color 
Clear yellow to brown
Water Solubility 
REACTS
Sensitive 
Moisture Sensitive
BRN 
636215
Stability:
Hygroscopic, Moisture Sensitive
InChI
1S/C5H7ClO3/c1-2-9-5(8)3-4(6)7/h2-3H2,1H3
InChIKey
KWFADUNOPOSMIJ-UHFFFAOYSA-N
SMILES
CCOC(=O)CC(Cl)=O
CAS DataBase Reference
36239-09-5(CAS DataBase Reference)
NIST Chemistry Reference
Ethyl malonyl chloride(36239-09-5)
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Safety

Hazard Codes 
C
Risk Statements 
14-34
Safety Statements 
7-26-36/37/39-45-36/39
RIDADR 
UN 3265 8/PG 3
WGK Germany 
3
10-21
Hazard Note 
Corrosive
HazardClass 
8
PackingGroup 
II
HS Code 
29171900
Storage Class
8A - Combustible corrosive hazardous materials
Hazard Classifications
Skin Corr. 1B
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

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

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

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

P363Wash contaminated clothing before reuse.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
163872
Product name
Ethyl malonyl chloride
Purity
technical grade
Packaging
5g
Price
$100
Updated
2026/04/30
Sigma-Aldrich
Product number
163872
Product name
Ethyl malonyl chloride
Purity
technical grade
Packaging
25g
Price
$441
Updated
2026/04/30
TCI Chemical
Product number
E0484
Product name
Ethyl Malonyl Chloride
Purity
>97.0%(GC)(T)
Packaging
5g
Price
$39
Updated
2026/04/30
TCI Chemical
Product number
E0484
Product name
Ethyl Malonyl Chloride
Purity
>97.0%(GC)(T)
Packaging
25g
Price
$138
Updated
2026/04/30
Usbiological
Product number
449675
Product name
Ethyl Malonyl Chloride
Packaging
250mg
Price
$312
Updated
2021/12/16
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Ethyl malonyl chloride Chemical Properties,Usage,Production

Chemical Properties

clear yellow to brown liquid

Uses

Employed in the synthesis of 3-pyrrolin-2-ones via amidation with propargylamines and subsequent base catalyzed 5-exo-dig cyclization.1

Uses

Ethyl malonyl chloride is used in the syntheses of methanofullerodendimers and 3-pyrrolin-2-ones. It plays a vital role in the preparation of 3,5-disubstituted 1,2,4-oxadiazole derivatives, which are potential peptidomimetic building blocks. It is a versatile acylating agent for propargyl alcohols, hydrazines and amines.

General Description

Ethyl malonyl chloride is a versatile acylating agent for propargyl alcohols, hydrazines and amines.

Synthesis

Method I. Ethyl chloroformylacetate, also known as ethyl 3-chloro-3-oxopropionate, ethyl malonate monochloride, can be obtained by chlorination of 3-ethoxy-3-oxopropionic acid, and the chlorination reagent can be selected from sulfoxide chloride and oxalyl chloride.
To a solution of toluene (226 mL) containing 3-ethoxy-3-oxopropionic acid (14.9 g, 112.8 mmol) was added dichlorosulfoxide (26.6 g, 225.6 mmol). The reaction solution was heated and stirred at 110C for 4 hours and then concentrated under reduced pressure to give ethyl chloroformylacetate as a brown oil.
Method II, ethyl malonate (13.2g,100.0mmol) and N,N-dimethylformamide (0.05mL) were stirred and dissolved in dichloromethane (200mL), cooled to 0C in an ice-water bath, oxalic acid chloride (25.4g,200mmol) was added dropwise, and the mixture was stirred at room temperature for 2h, and concentrated to obtain ethyl chloroformyl acetate (14.5g,97%) as a white oily material.

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Ethyl malonyl chloride Suppliers

Shanghai Jin Yi Fine Chemical Co.,LTD
Tel
021-52801082 13918092929
Fax
021-52803959
Email
jinyi_service@jyfinechem.com
Country
China
ProdList
39
Advantage
57
Sanover (Xiamen) Technology Co., Ltd
Tel
13876246362
Fax
QQ : 422165847
Email
18259433389@163.com
Country
China
ProdList
500
Advantage
58
Shanghai Aoyeah Chemical Technology Co., Ltd.
Tel
021-021-64367138 15900495324
Fax
QQ:2504753890
Email
sales@aoyeahchem.com
Country
China
ProdList
192
Advantage
55
xiamen hongyi
Tel
18060930853
Email
18060930853@163.com
Country
China
ProdList
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58
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006356688 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
TAIYUAN RHF CO.,LTD.
Tel
+86 351 7031519
Fax
+86 351 7031519
Email
sales@RHFChem.com
Country
China
ProdList
2338
Advantage
56
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
ChangShu Haitian Fine Chemicals Co.,Ltd
Tel
13913622609
Fax
86-512-52893680
Email
974295387@qq.com
Country
China
ProdList
192
Advantage
61
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View Lastest Price from Ethyl malonyl chloride manufacturers

Hebei Mingeng Biotechnology Co., Ltd
Product
Ethylmalonoyl dichloride 36239-09-5
Price
US $300.00/KG
Min. Order
10KG
Purity
99%
Supply Ability
500kg/month
Release date
2022-05-05
Career Henan Chemical Co
Product
Ethyl malonyl chloride 36239-09-5
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
Customized
Release date
2018-08-06
Career Henan Chemical Co
Product
Ethyl malonyl chloride 36239-09-5
Price
US $7.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
1000KG
Release date
2018-08-21

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