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Ethyl malonyl chloride

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Name

Ethyl malonyl chloride

EINECS 252-934-5
CAS No. 36239-09-5 Density 1.223 g/cm3
PSA 34.14000 LogP 1.54340
Solubility Reacts with water Melting Point N/A
Formula C5H7ClO3 Boiling Point 172.4 °C at 760 mmHg
Molecular Weight 150.562 Flash Point 65 °C
Transport Information UN 3265 8/PG 3 Appearance clear yellow to brown liquid
Safety 7-26-36/37/39-45-36/39 Risk Codes 14-34
Molecular Structure Molecular Structure of 36239-09-5 (Ethyl malonyl chloride) Hazard Symbols CorrosiveC
Synonyms

Aceticacid, (chloroformyl)-, ethyl ester (6CI,7CI);(Chlorocarbonyl)acetic acid ethylester;(Chloroformyl)acetic acid ethyl ester;(Ethoxycarbonyl)acetyl chloride;2-(Ethoxycarbonyl)acetyl chloride;3-Chloro-3-oxopropanoic acid ethyl ester;Carbethoxyacetyl chloride;Carbethoxyethanoyl chloride;Carboethoxyacetylchloride;Ethoxymalonyl chloride;Ethyl (chlorocarbonyl)acetate;Ethyl(chloroformyl)acetate;Ethyl 3-chloro-3-oxopropanoate;Ethyl3-chloro-3-oxopropionate;Ethyl 3-oxo-3-chloropropanoate;

Article Data 34

Ethyl malonyl chloride Synthetic route

1071-46-1

hydrogen ethyl malonate

36239-09-5

ethyl chlorocarbonylacetate

Conditions
ConditionsYield
With thionyl chloride91%
With thionyl chloride; N,N-dimethyl-formamide In chloroform Heating;70%
With oxalyl dichloride In dichloromethane for 3h; Reflux;69%
6148-64-7

ethyl potassium malonate

36239-09-5

ethyl chlorocarbonylacetate

Conditions
ConditionsYield
With oxalyl dichloride In benzene for 1h; Ambient temperature;90%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere;41%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere;
105-53-3

diethyl malonate

36239-09-5

ethyl chlorocarbonylacetate

Conditions
ConditionsYield
(i) (hydrolysis), (ii) SOCl2, PhNMe2; Multistep reaction;
Multi-step reaction with 2 steps
1: KOH / ethanol / 1 h / 0 - 20 °C
2: 90 percent / oxaloyl chloride / benzene / 1 h / Ambient temperature
View Scheme
Multi-step reaction with 3 steps
1: water; sodium hydroxide / ethanol / 1 h / Reflux
2: hydrogenchloride; water / pH 3
3: thionyl chloride / 72 h / 20 °C
View Scheme
88-95-9

Phthaloyl dichloride

monoethyl malonate

monoethyl malonate

36239-09-5

ethyl chlorocarbonylacetate

Conditions
ConditionsYield
at 100 - 110℃; und Fraktionieren unter 20-25 mm;
potassium alone ester

potassium alone ester

36239-09-5

ethyl chlorocarbonylacetate

Conditions
ConditionsYield
With thionyl chloride at 0℃;
potassium salt of malonic acid monoethyl ester

potassium salt of malonic acid monoethyl ester

36239-09-5

ethyl chlorocarbonylacetate

Conditions
ConditionsYield
With thionyl chloride; diethyl ether
7719-09-7

thionyl chloride

1071-46-1

hydrogen ethyl malonate

36239-09-5

ethyl chlorocarbonylacetate

105-53-3

diethyl malonate

isobutylidenacetoacetic acid ester

isobutylidenacetoacetic acid ester

36239-09-5

ethyl chlorocarbonylacetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 79 percent / aq. KOH
2: 91 percent / SOCl2
View Scheme
105-53-3

diethyl malonate

diazotized 3-bromo-4-methyl-aniline

diazotized 3-bromo-4-methyl-aniline

36239-09-5

ethyl chlorocarbonylacetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: KOH / ethanol
2: SOCl2
View Scheme
4503-58-6

benzyl 2-(2-ethoxy-2-ethoxyethyl)-1-hydrazinecarboxylate

36239-09-5

ethyl chlorocarbonylacetate

98381-05-6

benzyl 2-ethoxycarbonylacetyl-2-(ethoxycarbonylmethyl)hydrazine-1-carboxylate

Conditions
ConditionsYield
With triethylamine In benzene 1.) 0 deg C, 1 h, 2.) RT, 19 h;100%
With triethylamine In benzene Yield given;

Ethyl malonyl chloride Chemical Properties

Molecular structure of Ethyl malonyl chloride (CAS NO.36239-09-5) is:

Product Name: Ethyl malonyl chloride
CAS Registry Number: 36239-09-5
IUPAC Name: ethyl 3-chloro-3-oxopropanoate 
Molecular Weight: 150.56028 [g/mol]
Molecular Formula: C5H7ClO3
XLogP3: 1.3
H-Bond Donor: 0
H-Bond Acceptor: 3
EINECS: 252-934-5 
Surface Tension: 35 dyne/cm
Density: 1.223 g/cm3
Flash Point: 65 °C
Enthalpy of Vaporization: 40.87 kJ/mol
Boiling Point: 172.4 °C at 760 mmHg
Vapour Pressure: 1.34 mmHg at 25°C
Refractive index: n20/D 1.429(lit.)
Storage temp.: 2-8 °C
Water Solubility: Reacts
Sensitive: Moisture Sensitive
Product Categories: Aliphatics

Ethyl malonyl chloride Safety Profile

Safty information about Ethyl malonyl chloride (CAS NO.36239-09-5) is:
Hazard Codes: CorrosiveC
Risk Statements: 14-34 
R14 :Reacts violently with water. 
R34:Causes burns.
Safety Statements: 7-26-36/37/39-45-36/39 
S7:Keep container tightly closed. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36/39:Wear suitable protective clothing and eye / face protection.
RIDADR: UN 3265 8/PG 3
WGK Germany: 3
F: 10-21
Hazard Note: Corrosive
HazardClass: 8
PackingGroup: II

Ethyl malonyl chloride Specification

 Ethyl malonyl chloride , its cas register number is 36239-09-5. It also can be called Propanoic acid, 3-chloro-3-oxo-, ethyl ester ; Ethyl (chloroformyl)acetate ; Ethyl 3-chloro-3-oxopropionate .It is a clear yellow to brown liquid.

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