Methacryloyl chloride supplier

Name
Methacryloyl chloride
EINECS 213-058-9
CAS No. 920-46-7
Article Data117
CAS DataBase
Density 1.076 g/cm³
Solubility Miscible with alcohols, ethers and organic solvents. Slightly miscible with water.
Melting Point -60 °C
Formula C₄H₅ClO
Boiling Point 96 °C at 760 mmHg
Molecular Weight 104.536
Flash Point 27.7 °C
Transport Information UN 3383 6.1/PG 1
Appearance Colorless clear liquid
Safety 26-28-36/37/39-45-27-16-33-29
Risk Codes 11-26/27/28-34-26-22-43
Molecular Structure
Hazard Symbols F,T+,Xi
Synonyms Methacryloylchloride (6CI,7CI,8CI);2-Methyl-2-propenoyl chloride;2-Methylacryloylchloride;2-Methylpropenoic acid chloride;Methacrylic acid chloride;Methacrylic chloride;a-Methylacryloylchloride;Methacryloyl chloride;
PSA 17.07000
LogP 1.32790

Synthetic route

: 79-10-7
acrylic acid

: 920-46-7
Methacryloyl chloride

Conditions

Conditions	Yield
With oxalyl dichloride; N,N-dimethyl-formamide at 20 - 60℃; for 0.166667h;	99%

: 79-41-4
poly(methacrylic acid)

: 920-46-7
Methacryloyl chloride

Conditions

Conditions	Yield
With thionyl chloride; N,N-dimethyl-formamide at 60℃; for 4h;	80%
With thionyl chloride In N,N-dimethyl-formamide for 2h; Inert atmosphere; Reflux;	75%
With thionyl chloride	74%

: 78-85-3
2-methylpropenal

: 920-46-7
Methacryloyl chloride

Conditions

Conditions	Yield
With chlorine at 400 - 470℃;

: 7623-10-1
2-methyl-3-chloropropionyl chloride

: 920-46-7
Methacryloyl chloride

Conditions

Conditions	Yield
With pyrographite

: 79-41-4
poly(methacrylic acid)

: 98-88-4
benzoyl chloride

: 920-46-7
Methacryloyl chloride

: 79-41-4
poly(methacrylic acid)

: 98-09-9
benzenesulfonyl chloride

: 920-46-7
Methacryloyl chloride

Conditions

Conditions	Yield
With pyridine

potassium methacrylate: potassium methacrylate

: 920-46-7
Methacryloyl chloride

Conditions

Conditions	Yield
With trichlorophosphate

: 760-93-0
methacryloyl anhydride

: 368-44-5
dichloro(fluoro)(phenyl)silane

A: 1344680-46-1
PhSiFClOC(O)C(CH3)=CH2

B: 920-46-7
Methacryloyl chloride

Conditions

Conditions	Yield
at 20℃;

...Expand

: 6-chloro-3,4-dihydro-2,5-dimethyl-2H-pyran-2-carbonyl chloride

: 920-46-7
Methacryloyl chloride

Conditions

Conditions	Yield
In (2)H8-toluene at 110℃; for 4h; Kinetics; Sealed tube;

: 79-41-4
poly(methacrylic acid)

: 707-74-4
(trichloromethyl)mesitylene

A: 938-18-1
mesitylene-2-carboxylic acid chloride

B: 920-46-7
Methacryloyl chloride

Conditions

Conditions	Yield
With iron(III) chloride In n-heptane at 100℃; for 4h; Inert atmosphere;	A 2.8 kg B 1.2 kg

...Expand

: 59816-87-4
2-(2-methylprop-2-en-1-yl)aniline

: 920-46-7
Methacryloyl chloride

: 74590-94-6
N-methacryloyl-2-(2-methyl-2-propenyl)aniline

Conditions

Conditions	Yield
With pyridine In diethyl ether at 0℃; for 24h;	100%

: 50501-07-0
(S)-2,3-dihydro-1H-indole-2-carboxylic acid,ethyl ester

: 920-46-7
Methacryloyl chloride

: 78701-23-2
2,3-dihydro-1-(2-methyl-1-oxo-2-propenyl)-1H-indole-2-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With triethylamine In diethyl ether for 4h; Ambient temperature;	100%
With potassium carbonate In diethyl ether; dichloromethane; water
With triethylamine
With triethylamine
With triethylamine

: 1078691-95-8
(+)-D-glucosamine hydrochloride

: 920-46-7
Methacryloyl chloride

: 17377-64-9
2-Methacrylamido-2-deoxy-D-glucose

Conditions

Conditions	Yield
With sodium methylate In methanol	100%
With triethylamine In methanol	70%
With sodium methylate In methanol at 20℃; for 1h; pH=7 - 9; Inert atmosphere; Cooling with ice;	18%
With potassium carbonate In methanol at -10 - 20℃;
With potassium carbonate In methanol at -10 - 20℃; for 3.5h;

: 1772-03-8, 4710-95-6, 6730-09-2, 14131-59-0, 14131-62-5, 14131-63-6, 14131-65-8, 14131-67-0, 14257-79-5, 19124-46-0, 20706-90-5, 91673-92-6
D-(+)-galactosamine hydrochloride

: 920-46-7
Methacryloyl chloride

: 2-Methacrylamido-2-deoxy-D-galactose

Conditions

Conditions	Yield
With sodium methylate In methanol	100%

: 17617-47-9, 2571-22-4
tutin

: 920-46-7
Methacryloyl chloride

: 2-iso-butenoyltutin

Conditions

Conditions	Yield
With pyridine; dmap In ethyl acetate at 20℃; for 6h;	100%

: 10272-07-8
3,5-Dimethoxyaniline

: 920-46-7
Methacryloyl chloride

: 134354-28-2
N-(3,5-dimethoxyphenyl)-2-methylacrylamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	100%
In dichloromethane at 0 - 20℃;
In dichloromethane at 0 - 20℃;
In dichloromethane at 0 - 20℃;
With dmap; triethylamine In dichloromethane at 0 - 20℃;

: 94-09-7
p-aminoethylbenzoate

: 920-46-7
Methacryloyl chloride

: 6607-31-4
4-[(2-methyl-1-oxoprop-2-enyl)amino]benzoic acid ethyl ester

Conditions

Conditions	Yield
With triethylamine In ethyl acetate at 0 - 20℃;	100%
In dichloromethane at 0 - 20℃; Inert atmosphere; Sealed tube;
With triethylamine In dichloromethane at 0℃;

: 13-(2-hydroxyethyl)-9-((4-hydroxyphenyl)ethynyl)-9,10-dihydro-9,10-[3,4]epipyrroloanthracene-12,14-dione

: 920-46-7
Methacryloyl chloride

: 4-((13-(2-hydroxyethyl)-12,14-dioxo-9,10-[3,4]epipyrroloanthracen-9(10H)-yl)ethynyl)phenyl methacrylate

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 0 - 20℃;	100%
With triethylamine In tetrahydrofuran at 0 - 20℃; Schlenk technique; Inert atmosphere;	76%

: C18H19NO

: 920-46-7
Methacryloyl chloride

: C22H23NO2

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 5℃; for 1.66h;	100%

: triethyl(12-hydroxydodecyl)phosphonium bromide

: 920-46-7
Methacryloyl chloride

: triethyl(12-(methacryloyloxy)dodecyl)phosphonium bromide

Conditions

Conditions	Yield
In chloroform at 0 - 20℃; for 72h;	100%

: 632-16-6
2,3-dimethylthiophene

: 920-46-7
Methacryloyl chloride

: 1-(4,5-dimethylthiophen-2-yl)-2-methylprop-2-en-1-one

Conditions

Conditions	Yield
Stage #1: 2,3-dimethylthiophene With n-butyllithium In tetrahydrofuran at -78 - 20℃; Schlenk technique; Stage #2: With copper(l) cyanide In tetrahydrofuran at -78 - 20℃; for 3h; Schlenk technique; Stage #3: Methacryloyl chloride In tetrahydrofuran at -78 - 20℃; Schlenk technique;	100%
Stage #1: 2,3-dimethylthiophene With n-butyllithium In tetrahydrofuran at -78 - 20℃; Schlenk technique; Stage #2: With copper(l) cyanide In tetrahydrofuran at -78 - 20℃; for 2h; Schlenk technique; Stage #3: Methacryloyl chloride at -78 - 20℃;	39.8%

: 77-09-8
phenolphthalein

: 7440-44-0
pyrographite

: 150-76-5
4-methoxy-phenol

: 920-46-7
Methacryloyl chloride

: 81266-22-0
phenolphthalein Bis(methacrylate)

Conditions

Conditions	Yield
With hydrogenchloride; magnesium sulfate; triethylamine In dichloromethane; water	99.86%

...Expand

: 104-94-9
4-methoxy-aniline

: 920-46-7
Methacryloyl chloride

: 7274-71-7
N-(4-methoxyphenyl)-2-methylacrylamide

Conditions

Conditions	Yield
With triethylamine In ethyl acetate at 0 - 20℃;	99%
With triethylamine In ethyl acetate at 0 - 20℃;	89%
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 4h; Inert atmosphere;	81%

: 123-31-9
hydroquinone

: 920-46-7
Methacryloyl chloride

: 3049-31-8
benzene-1,4-diylbis(2-methylprop-2-enoate)

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃; Inert atmosphere;	99%
With triethylamine In dichloromethane at 0℃; Inert atmosphere;	99%
With triethylamine In dichloromethane at 20℃; for 10h; Cooling with ice;	90%
With sodium hydroxide

: 100-61-8
N-methylaniline

: 920-46-7
Methacryloyl chloride

: 15796-89-1
N-methyl-N-phenylmethacrylamide

Conditions

Conditions	Yield
With potassium carbonate In toluene at 100℃; for 12h; Inert atmosphere;	99%
With potassium carbonate In tetrahydrofuran at 0℃; for 0.5h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;	88%
With triethylamine In dichloromethane	86%

: 371-40-4
4-fluoroaniline

: 920-46-7
Methacryloyl chloride

: 3094-11-9
N-(4-fluoro phenyl) methacrylamide

Conditions

Conditions	Yield
With triethylamine In ethyl acetate at 0 - 20℃;	99%
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 4h; Inert atmosphere;	80%
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 4h; Inert atmosphere;	79%

: 111-86-4
n-Octylamine

: 920-46-7
Methacryloyl chloride

: 66004-80-6
N-octyl methacrylamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane	99%

: 40780-80-1
methyl N-methylthioacetimidate

: 920-46-7
Methacryloyl chloride

: 136788-04-0
N,2-dimethyl-N-<1-(methylthio)ethenyl>-2-propenamide

Conditions

Conditions	Yield
With triethylamine In benzene for 3.5h; Heating;	99%
Yield given;

: 17016-83-0
(4S)-4-isopropyl-1,3-oxazolidin-2-one

: 920-46-7
Methacryloyl chloride

: 112459-59-3
(4S)-3-(2-methyl-2-propenoyl)-4-(1-methylethyl)-2-oxazolidinone

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexane 1.) -50 deg C, 60 min, 2.) r.t., 1 h;	99%
With n-butyllithium 1.) THF, -78 deg C, 15 min; 2.) THF, -78 deg C, 30 min then 0 deg C, 15 min;	92%
With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 1h;	89%

: 920-46-7
Methacryloyl chloride

: 59565-51-4
2-Amino-5-(2-fluorophenyl)-1,3,4-thiadiazole

: N-[5-(2-Fluoro-phenyl)-[1,3,4]thiadiazol-2-yl]-2-methyl-acrylamide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 66℃;	99%

: 344-25-2
D-Prolin

: 920-46-7
Methacryloyl chloride

: 106089-24-1
(2R)-1-methacryloylpyrrolidin-2-carboxylic acid

Conditions

Conditions	Yield
With sodium hydroxide In acetone at 0℃; for 0.5h;	99%
With sodium hydroxide In tetrahydrofuran; acetone at 5 - 20℃; for 3h; pH=11 - 12; Cooling with ice;	83.8%
With sodium hydroxide In acetone at 20℃; for 4h; pH=10.3;	81%

: 2002-24-6
2-amino-ethanol hydrochloride

: 920-46-7
Methacryloyl chloride

: 2-aminoethylmethacrylate hydrochloride

Conditions

Conditions	Yield
In neat (no solvent) at 80℃; for 2h;	99%
In toluene at 110℃; for 3.5h;
With hydroquinone at 100℃;

: 1012081-08-1
C16H26NO4P

: 920-46-7
Methacryloyl chloride

: 1012081-13-8
C20H30NO5P

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 24h;	99%

: 55022-46-3
4-methyl-N-prop-2-ynylbenzenesulfonamide

: 920-46-7
Methacryloyl chloride

: 1242029-29-3
N-(prop-2-yn-1-yl)-N-tosylmethacrylamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 3h;	99%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃;	68%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; Inert atmosphere;
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 1h;

: 6-[3-(4-nitrophenylazo)carbazol-9-yl]hexan-1-ol

: 920-46-7
Methacryloyl chloride

: 210568-78-8
C28H28N4O4

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran for 10h; Cooling with ice;	99%

: 6-(N,N-dimethylamino)-2-(2-hydroxyethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione

: 920-46-7
Methacryloyl chloride

: 1463524-34-6
2-(6-(dimethylamino)-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)ethyl methacrylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	99%

: 1,4-bis(N-(hydroxypent-5-yl)-N-methylamino)-2,3-dimethylnaphthalene

: 920-46-7
Methacryloyl chloride

: C32H46N2O4

Conditions

Conditions	Yield
With triethylamine In chloroform at 0 - 20℃; for 5.16667h; Inert atmosphere;	99%

: C12H18O3S

: 920-46-7
Methacryloyl chloride

: C20H26O5S

Conditions

Conditions	Yield
In dichloromethane; chloroform at 30℃; for 24h; Temperature;	99%

: 186020-66-6
3-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-propionic acid tert-butyl ester

: 920-46-7
Methacryloyl chloride

: C17H30O7

Conditions

Conditions	Yield
With triethylamine In dichloromethane	99%

Methacryloyl chloride Consensus Reports

EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory.

Methacryloyl chloride Specification

The Methacryloyl chloride with CAS registry number of 920-46-7 is also known as Methacrylic acid chloride. The IUPAC name is 2-Methylprop-2-enoyl chloride. It belongs to product categories of Acid chlorideS; Acid Halides; Carbonyl Compounds; Organic Building Blocks; Acrylic Monomers; Methacrylate; Monomers. Its EINECS registry number is 213-058-9. In addition, the formula is C₄H₅ClO and the molecular weight is 104.53. This chemical is a colorless clear liquid and should be stored in sealed containers in cool, dry place with protection of inert gas away from oxidizing agents, alkali, alcohol, radiation and so on.

Physical properties about Methacryloyl chloride are:
(1)ACD/LogP: 1.61; (2)ACD/LogD (pH 5.5): 1.61; (3)ACD/LogD (pH 7.4): 1.61; (4)ACD/BCF (pH 5.5): 9.83; (5)ACD/BCF (pH 7.4): 9.83; (6)ACD/KOC (pH 5.5): 178.65; (7)ACD/KOC (pH 7.4): 178.65; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 1; (10)Index of Refraction: 1.424; (11)Molar Refractivity: 25.02 cm³; (12)Molar Volume: 97.9 cm³; (13)Surface Tension: 25.4 dyne/cm; (14)Density: 1.067 g/cm³; (15)Flash Point: 27.7 °C; (16)Enthalpy of Vaporization: 33.56 kJ/mol; (17)Boiling Point: 96 °C at 760 mmHg; (18)Vapour Pressure: 44.4 mmHg at 25 °C.

Preparation of Methacryloyl chloride:
it is prepared by reaction of 2-methyl-acrylic acid. The reaction needs reagent SOCl₂at 80 °C. The yield is about 55%. Methacryloyl chloride is prepared by reaction of 2-methyl-acrylic acid.

Uses of Methacryloyl chloride:
it is used in organic synthesis as intermediate and rubber antioxidant. It is used to produce methacrylic acid-(4-chloro-anilide) by reaction with 4-chloro-aniline. The reaction occurs with reagent Et₃N and solvent CH₂Cl₂ at the temperature of 0-20 °C. The yield is about 69%.
This chemical is used to produce methacrylic acid-(4-chloro-anilide) by reaction with 4-chloro-aniline.

Safety Information of Methacryloyl chloride:
When you are using this chemical, please be cautious about it. As a chemical, it is very toxic by inhalation, in contact with skin and if swallowed. It is highly flammable that may cause burns. During using it, wear suitable protective clothing, gloves and eye/face protection. Keep away from sources of ignition and take precautionary measures against static discharges. After using it, take off immediately all contaminated clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If accident happens or you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: CC(=C)C(=O)Cl
2. InChI: InChI=1S/C4H5ClO/c1-3(2)4(5)6/h1H2,2H3
3. InChIKey: VHRYZQNGTZXDNX-UHFFFAOYSA-N

The toxicity data Methacryloyl chloride is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LC50	inhalation	115mg/m³/2H (115mg/m³)		"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 80, 1982.
rat	LC50	inhalation	60mg/m³/4H (60mg/m³)		"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 80, 1982.

Product Name

Methacryloyl chloride

Synthetic route

Methacryloyl chloride Consensus Reports

Methacryloyl chloride Specification

Related Products

Hot Products