3-Ethoxyacryloyl chloride supplier

Name
3-Ethoxyacryloyl chloride
EINECS 228-239-8
CAS No. 6191-99-7
Article Data55
CAS DataBase
Density 1.125 g/cm³
Solubility
Melting Point
Formula C₅H₇ClO₂
Boiling Point 171.8 °C at 760 mmHg
Molecular Weight 134.562
Flash Point 62.1 °C
Transport Information
Appearance
Safety 23-24-26-36/37/39-45
Risk Codes 10-22-34-42/43
Molecular Structure
Hazard Symbols C
Synonyms Acryloylchloride, 3-ethoxy- (6CI,7CI,8CI);3-Ethoxyacryloyl chloride;3-Ethoxyprop-2-enoyl chloride;b-Ethoxyacrylic acid chloride;b-Ethoxyacrylic chloride;b-Ethoxyacryloyl chloride;(2E)-3-ethoxyprop-2-enoyl chloride;
PSA 26.30000
LogP 1.30200

Synthetic route

: 6191-97-5
3,3-diethoxypropanoic acid

: 6191-99-7
3-ethoxyacryloyl chloride

Conditions

Conditions	Yield
With thionyl chloride at 80℃; for 1.66667h; Cooling with ice;	73%
With thionyl chloride at 80℃; for 1.66667h;	73%
With thionyl chloride at 80℃; for 1.66667h; Cooling with ice;	73%

: 62102-26-5
sodium 3-ethoxypropenoate

: 6191-99-7
3-ethoxyacryloyl chloride

Conditions

Conditions	Yield
	59%
With thionyl chloride
With thionyl chloride for 2h; Heating / reflux;
With thionyl chloride for 2h; Reflux;

: 79-37-8
oxalyl dichloride

: 109-92-2
ethyl vinyl ether

: 6191-99-7
3-ethoxyacryloyl chloride

Conditions

Conditions	Yield
at 0 - 20℃; for 14h; Inert atmosphere;	53%
at 0 - 20℃; for 14h; Inert atmosphere;	53%
at 20℃; for 15h; Cooling with ice;	137 g

: 75-44-5
phosgene

: 121-44-8
triethylamine

: 109-92-2
ethyl vinyl ether

: 6191-99-7
3-ethoxyacryloyl chloride

...Expand

: 10601-80-6
ethyl 3,3-diethoxypropanoate

: 6191-99-7
3-ethoxyacryloyl chloride

Conditions

Conditions	Yield
With thionyl chloride
Multi-step reaction with 2 steps 1: sodium hydroxide; water / 1.5 h / 110 °C 2: thionyl chloride / 1.67 h / 80 °C / Cooling with ice View Scheme
Multi-step reaction with 2 steps 1: sodium hydroxide / water / 1.5 h / 110 °C 2: thionyl chloride / 1.67 h / 80 °C View Scheme
Multi-step reaction with 2 steps 1: Alkaline conditions 2: thionyl chloride View Scheme

: 75-44-5
phosgene

: 109-92-2
ethyl vinyl ether

: 6191-99-7
3-ethoxyacryloyl chloride

: 6192-01-4
3-ethoxyprop-2-enoic acid

: 6191-99-7
3-ethoxyacryloyl chloride

Conditions

Conditions	Yield
With oxalyl dichloride Yield given;
With oxalyl dichloride In dichloromethane at 0 - 20℃; Inert atmosphere;
With thionyl chloride
With thionyl chloride In toluene for 3h; Reflux;

: 1001-26-9
ethyl 3-ethoxyacrylate

: 6191-99-7
3-ethoxyacryloyl chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide; water / 2 h / Reflux 2: thionyl chloride / 2 h / Reflux View Scheme
Stage #1: ethyl 3-ethoxyacrylate With sodium hydroxide Stage #2: With thionyl chloride In diethyl ether
Multi-step reaction with 2 steps 1: water; sodium hydroxide / 2 h / Reflux 2: thionyl chloride / toluene / 3 h / Reflux View Scheme

: 6192-01-4, 19483-24-0, 14674-80-7
(E)-3-ethoxyprop-2-enoic acid

: 6191-99-7
3-ethoxyacryloyl chloride

Conditions

Conditions	Yield
With thionyl chloride for 2h; Reflux;

: 5941-55-9
ethyl 3-ethoxyacrylate

: 6191-99-7
3-ethoxyacryloyl chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide / 4 h / Reflux 2: thionyl chloride / 2 h / Reflux View Scheme

: 6191-99-7
3-ethoxyacryloyl chloride

: 2339-58-4
3-fluoro-5-methoxyphenylamine

: C12H14FNO3

Conditions

Conditions	Yield
With pyridine In dichloromethane	100%

: 6191-99-7
3-ethoxyacryloyl chloride

: 102-56-7
2,5-dimethoxyaniline

: 79784-29-5
N-(2,5-dimethoxy-phenyl)-3-ethoxy-acrylamide

Conditions

Conditions	Yield
With triethylamine In benzene	99%

: 6191-99-7
3-ethoxyacryloyl chloride

: 610-49-1
1-aminoanthracene

: 131072-72-5
N-(1-anthryl)-3-ethoxy-2-propenoylamide

Conditions

Conditions	Yield
In toluene at 25℃; for 24h;	98%

: 6191-99-7
3-ethoxyacryloyl chloride

: C11H14BrNO2

: C16H20BrNO4

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃;	97%

: 6191-99-7
3-ethoxyacryloyl chloride

: 3315-16-0
silver cyanate

: 191480-80-5
(1R,2S,4S,5S)-4-Amino-1-benzyloxymethyl-bicyclo[3.1.0]hexan-2-ol

: 391679-36-0
(1S,2S,4S,5R)-N-((2E)-ethoxyprop-2-enoyl)({4-hydroxy-5-[(phenylmethoxy)methyl]bicyclo[3.1.0]hex-2-yl}amino)carboxamide

Conditions

Conditions	Yield
Stage #1: 3-ethoxyacryloyl chloride; silver cyanate In benzene for 0.75h; Heating; Stage #2: (1R,2S,4S,5S)-4-Amino-1-benzyloxymethyl-bicyclo[3.1.0]hexan-2-ol In N,N-dimethyl-formamide; benzene at 0 - 20℃;	95%

...Expand

: 6191-99-7
3-ethoxyacryloyl chloride

: 626-01-7
3-Iodoaniline

: 3-ethoxy-N-(3-iodophenyl)acrylamide

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 3h;	94%
With pyridine In tetrahydrofuran

: 6191-99-7
3-ethoxyacryloyl chloride

: 74852-81-6
4-(2-methyl-1H-imidazol-1-yl)benzenamine

: 1201902-59-1
3-ethoxy-N-[4-(2-methyl-1H-imidazol-1-yl)phenyl]acrylamide

Conditions

Conditions	Yield
With pyridine at -10 - 20℃;	92%

: 6191-99-7
3-ethoxyacryloyl chloride

: 2243-61-0
1,4-diaminonaphthalene

: C20H22N2O4

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 5h;	91%

: 6191-99-7
3-ethoxyacryloyl chloride

: tert-butyl 2-{[3-ethyl-5-methyl-2,4-dioxo-1-(3,3,3-trifluoropropyl)-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-6-yl]methyl}hydrazinecarboxylate

: tert-butyl 2-(3-ethoxyprop-2-enoyl)-2-{[3-ethyl-5-methyl-2,4-dioxo-1-(3,3,3-trifluoropropyl)-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-6-yl]methyl}hydrazinecarboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 21h;	88%

: 6191-99-7
3-ethoxyacryloyl chloride

: 613-76-3
2,7-diaminonaphthalene

: C20H22N2O4

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 5h;	85%

: 6191-99-7
3-ethoxyacryloyl chloride

: 1155-56-2
1-benzyl-N-phenylpiperidin-4-amine

: β-ethoxy-N-phenyl-N-(1-benzyl-4-piperidyl)acrylamide

Conditions

Conditions	Yield
With triethylamine In di-isopropyl ether for 1h; Heating;	81%

: 34801-09-7
N-(2-aminophenyl)acetamide

: 6191-99-7
3-ethoxyacryloyl chloride

: 81840-10-0
2-acetylamino-β-ethoxyacryloanilide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 1h; Ambient temperature;	78%

: 6191-99-7
3-ethoxyacryloyl chloride

: 145061-80-9
diethyl (1-ureidopyrrolidin-3-yloxy)methylphosphonate

: 145061-76-3
diethyl <<1-(3-ethoxyacryloyl)ureido>pyrrolidin-3-yloxy>methylphosphonate

Conditions

Conditions	Yield
With pyridine In dichloromethane for 18h; Ambient temperature;	76%

: 6191-99-7
3-ethoxyacryloyl chloride

: tert-butyl 2-{[3-ethyl-5-isopropyl-2,4-dioxo-1-(3,3,3-trifluoropropyl)-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-6-yl]methyl}hydrazinecarboxylate

: tert-butyl 2-(3-ethoxyprop-2-enoyl)-2-{[3-isopropyl-5-methyl-2,4-dioxo-1-(3,3,3-trifluoropropyl)-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-6-yl]methyl}hydrazinecarboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 18h;	76%

: 102791-87-7
4-methyl-1-(4-aminophenyl)-1H-imidazole

: 6191-99-7
3-ethoxyacryloyl chloride

: 1201902-62-6
3-ethoxy-N-[4-(4-methyl-1H-imidazol-1-yl)phenyl]acrylamide

Conditions

Conditions	Yield
With pyridine at 0 - 20℃;	75%

: 6191-99-7
3-ethoxyacryloyl chloride

: 38089-03-1
2-(4-methoxyphenyl)aniline

: 1243989-51-6
3-ethoxy-N-(4'-methoxy-biphenyl-2-yl)-acrylamide

Conditions

Conditions	Yield
With pyridine In dichloromethane at 0 - 20℃; Friedel Crafts acylation; Inert atmosphere;	73%

: 6191-99-7
3-ethoxyacryloyl chloride

: tert-butyl 2-{[3-ethyl-1-(2-methoxyethyl)-5-methyl-2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-6-yl]methyl}hydrazinecarboxylate

: tert-butyl 2-(3-ethoxyprop-2-enoyl)-2-{[3-ethyl-1-(2-methoxyethyl)-5-methyl-2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-6-yl]methyl}hydrazinecarboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 18h;	73%

: 6191-99-7
3-ethoxyacryloyl chloride

: 19056-40-7
4-bromo-3-methoxyaniline

: (E/Z)-N-(4-bromo-3-methoxyphenyl)-3-ethoxyacrylamide

Conditions

Conditions	Yield
With pyridine at 20℃; for 16.0833h; Cooling with ice;	72%
With pyridine at 20℃; for 16.0833h;	72%
With pyridine at 20℃; for 16h; Cooling with ice;	72%

: 6191-99-7
3-ethoxyacryloyl chloride

: 13101-88-7
6-methoxy-2-naphthylamine

: 86559-87-7
N-(methoxy-6 naphthyl-2) ethoxy-3 acrylamide

Conditions

Conditions	Yield
In pyridine; benzene for 2h;	70%

: 6191-99-7
3-ethoxyacryloyl chloride

: 120963-41-9
(-)-(1S,3R,4S)-N-<3-acetoxy-4-<(benzoyloxy)methyl>cyclopentyl>urea

: 120963-42-0
(-)-3-ethoxy-N-cyclopentyl>carbamoyl>propenamide

Conditions

Conditions	Yield
With pyridine In dichloromethane Ambient temperature;	68%

: 6191-99-7
3-ethoxyacryloyl chloride

: 120905-34-2
(+)-(1R,3S,4R)-N-<3-acetoxy-4-<(benzoyloxy)methyl>cyclopentyl>urea

: 120905-35-3
(+)-3-ethoxy-N-cyclopentyl>carbamoyl>propenamide

Conditions

Conditions	Yield
With pyridine In dichloromethane Ambient temperature;	68%

: 6191-99-7
3-ethoxyacryloyl chloride

: 135345-89-0
N-<2,2-bis(benzyloxymethyl)cyclopropyl>urea

: 135345-90-3
1-(2,2-Bis-benzyloxymethyl-cyclopropyl)-3-((E)-3-ethoxy-acryloyl)-urea

Conditions

Conditions	Yield
With pyridine Ambient temperature;	66%
With pyridine In dichloromethane for 16h; Ambient temperature;	1.04 g

: 6191-99-7
3-ethoxyacryloyl chloride

: 23417-61-0
6-chloronaphthalen-2-amine

: C13H7Cl2N

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 3h; Cooling with ice;	65%

: 6191-99-7
3-ethoxyacryloyl chloride

: C12H18BrN

: C17H24BrNO2

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃;	63.3%

: 6191-99-7
3-ethoxyacryloyl chloride

: tert-butyl 2-{[3-ethyl-5-methyl-2,4-dioxo-1-(tetrahydrofuran-2-ylmethyl)-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-6-yl]methyl}hydrazinecarboxylate

: tert-butyl 2-(-3-ethoxyprop-2-enoyl)-2-{[3-ethyl-5-methyl-2,4-dioxo-1-(tetrahydrofuran-2-ylmethyl)-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-6-yl]methyl}hydrazinecarboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 18h;	61%

: 6191-99-7
3-ethoxyacryloyl chloride

: 2835-98-5
2-Hydroxy-4-methylanilin

: (E)-3-ethoxy-N-(2-hydroxy-4-methylphenyl)acrylamide

Conditions

Conditions	Yield
With pyridine In dichloromethane at 0 - 20℃; for 17h; Inert atmosphere;	61%

: 4518-10-9
Methyl 3-aminobenzoate

: 6191-99-7
3-ethoxyacryloyl chloride

: 88371-31-7
C13H15NO4

Conditions

Conditions	Yield
With pyridine In dichloromethane at 0 - 20℃; for 2.5h; Inert atmosphere;	59%
With pyridine In dichloromethane at 0 - 20℃; for 2.5h; Inert atmosphere;	59%

3-Ethoxyacryloyl chloride Specification

The 3-Ethoxyacryloyl chloride, with the CAS registry number 6191-99-7 and EINECS registry number 228-239-8, has the systematic name of (2E)-3-ethoxyprop-2-enoyl chloride. It belongs to the following product categories: Small molecule; Acid HalidesOrganic Building Blocks; Acyclic; Alkenes; Carbonyl Compounds; Organic Building Blocks. And the molecular formula of the chemical is C₅H₇ClO₂.

The characteristics of this chemical are as followings: (1)ACD/LogP: 1.53; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.53; (4)ACD/LogD (pH 7.4): 1.53; (5)ACD/BCF (pH 5.5): 8.56; (6)ACD/BCF (pH 7.4): 8.56; (7)ACD/KOC (pH 5.5): 161.89; (8)ACD/KOC (pH 7.4): 161.89; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 26.3 Å²; (13)Index of Refraction: 1.446; (14)Molar Refractivity: 31.89 cm³; (15)Molar Volume: 119.5 cm³; (16)Polarizability: 12.64×10^-24cm³; (17)Surface Tension: 30.7 dyne/cm; (18)Density: 1.125 g/cm³; (19)Flash Point: 62.1 °C; (20)Enthalpy of Vaporization: 40.82 kJ/mol; (21)Boiling Point: 171.8 °C at 760 mmHg; (22)Vapour Pressure: 1.38 mmHg at 25°C.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: ClC(=O)\C=C\OCC
(2)InChI: InChI=1/C5H7ClO2/c1-2-8-4-3-5(6)7/h3-4H,2H2,1H3/b4-3+
(3)InChIKey: SFMFACMIOWQIPR-ONEGZZNKBE

Product Name

3-Ethoxyacryloyl chloride

Synthetic route

3-Ethoxyacryloyl chloride Specification

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