Methacrylamide supplier | CasNO.79-39-0

Name
2-Methylacrylamide
EINECS 201-202-3
CAS No. 79-39-0
Article Data54
CAS DataBase
Density 0.942 g/cm³
Solubility water: 202 g/L (20 °C)
Melting Point 108 °C
Formula C₄H₇NO
Boiling Point 211.5 °C at 760 mmHg
Molecular Weight 85.1057
Flash Point 81.7 °C
Transport Information
Appearance white to very slightly yellow crystals
Safety 26-36/37
Risk Codes 22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms Methacrylamide(8CI);2-Methyl-2-propenamide;2-Methylacrylamide;2-Methylpropenamide;Methacrylic acid amide;Methacrylic amide;NSC 23772;NSC 24147;
PSA 43.09000
LogP 0.74810

Synthetic route

: 126-98-7
methacrylonitrile

: 79-39-0
Methacrylamide

Conditions

Conditions	Yield
With C29H46NiOP2; water In isopropyl alcohol at 80℃; for 6h; Reagent/catalyst; Sealed tube;	100%
With (η6-p-cymene)RuCl2(κ1-P-PPh2OH); water In ethanol at 80℃; Inert atmosphere; Sealed tube;	99%
With water; tricyclohexylphosphine; {Rh(OMe)(cod)}2 In isopropyl alcohol at 25℃; for 24h;	96%

: 760-93-0
methacryloyl anhydride

: 79-39-0
Methacrylamide

Conditions

Conditions	Yield
With ammonia at 0 - 5℃; for 1h; Green chemistry;	85%

: 97-63-2
methyl methacrylate

: 79-39-0
Methacrylamide

Conditions

Conditions	Yield
With ammonia for 288h;	54%

: 126-98-7
methacrylonitrile

A: 79-41-4
poly(methacrylic acid)

B: 79-39-0
Methacrylamide

Conditions

Conditions	Yield
With potassium phosphate buffer at 30℃; for 0.5h; Rhodococcus sp. AJ270 cells;	A 44.5% B 43.4%

: 79-41-4
poly(methacrylic acid)

: 79-39-0
Methacrylamide

Conditions

Conditions	Yield
With diphenyl-phosphinic acid; triethylamine In THF-n-hexane; chloroform; N,N-dimethyl-formamide	35%

: 109-75-1
but-3-enenitrile

A: 541-35-5
butanamide

B: 79-39-0
Methacrylamide

Conditions

Conditions	Yield
Stage #1: but-3-enenitrile With rhodium(III) chloride; borane-THF In tetrahydrofuran at 20℃; for 0.25h; Stage #2: With sodium hydroxide; dihydrogen peroxide In tetrahydrofuran at 0℃; for 4h;

: 75-86-5
2-hydroxy-2-methylpropanenitrile

A: 49562-37-0
2-methyl-2-sulphatopropionamide

B: 13027-88-8
2-hydroxyisobutyramide

C: 79-39-0
Methacrylamide

Conditions

Conditions	Yield
With sulfuric acid at 85 - 101℃; for 0.666667h; Product distribution / selectivity; CSTR reactor;
With sulfuric acid; 10H-phenothiazine In acetone at 79 - 101℃; for 1.83333h; Product distribution / selectivity; Continuous process;

...Expand

: copper(II) nitrate

: 126-98-7
methacrylonitrile

: 79-39-0
Methacrylamide

Conditions

Conditions	Yield
With nitric acid In water

: 110-20-3
acetone semicarbazone

A: 79-39-0
Methacrylamide

B: 2-imino-5,5-dimethyl-Δ3-1,3,4-oxadiazoline

Conditions

Conditions	Yield
With ammonium cerium (IV) nitrate at 20℃; for 0.333333h;

: 96-96-8
4-methoxy-2-nitroaniline

A: hydrogen azide

B: 565-69-5
ethyl isopropyl ketone

C: 589-38-8
n-hexan-3-one

D: 28446-58-4
but-3-enamide

E: 1789-46-4
(2E,4Z)-3-methoxyhexa-2,4-dienedinitrile

F: 64-19-7
acetic acid

G: 372-09-8
cyanoacetic acid

H: 79-06-1
2-propenamide

I: 79-39-0
Methacrylamide

J: 627-48-5
ethyl cyanate

Conditions

Conditions	Yield
With ferrous(II) sulfate heptahydrate; dihydrogen peroxide at 25℃; for 0.0833333h; pH=6.12; Kinetics; pH-value;

...Expand

: 7-hyroxy-benzo[b]thiophene-5-carboxylic acid methyl ester

: 79-39-0
Methacrylamide

: C14H13NO4S

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; palladium diacetate; acetic anhydride; acetic acid; p-benzoquinone at 55℃; for 25h; Temperature;	99.3%

: 79-39-0
Methacrylamide

: 73183-34-3
bis(pinacol)diborane

: C10H20BNO3

Conditions

Conditions	Yield
Stage #1: bis(pinacol)diborane With methanol; o-phenylenebis(diphenylphosphine); copper(II) bis(trifluoromethanesulfonate); sodium t-butanolate In acetonitrile for 0.5h; Inert atmosphere; Schlenk technique; Stage #2: Methacrylamide In acetonitrile at 50℃; for 3h; Inert atmosphere; Schlenk technique; regioselective reaction;	99%

: 79-37-8
oxalyl dichloride

2-isopropenyloxazoline-4-5-dione hydrochloride: 2-isopropenyloxazoline-4-5-dione hydrochloride

: 79-39-0
Methacrylamide

: 95-50-1
1,2-dichloro-benzene

: 25088-52-2
2-isopropenyloxazoline-4,5-dione hydrochloride

Conditions

Conditions	Yield
In hexane	98.6%

...Expand

: 79-39-0
Methacrylamide

: 762-04-9
phosphonic acid diethyl ester

: 22636-75-5
diethyl 3-amino-2-methyl-3-oxopropylphosphonate

Conditions

Conditions	Yield
With C26H53N4NdSi4 at 20℃; for 0.0833333h; Inert atmosphere;	98%
With sodium ethanolate

: 30438-74-5
N-(chloromethyl)dimethylamine

: 79-39-0
Methacrylamide

: N-(dimethylaminomethyl)methacrylamide hydrochloride

Conditions

Conditions	Yield
In dichloromethane at 20 - 25℃; Product distribution; Further Variations:; Solvents; Alkylation;	98%

: 13125-61-6
N-(chloromethyl)diethylamine

: 79-39-0
Methacrylamide

: N-(diethylaminomethyl)methacrylamide hydrochloride

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at 20 - 25℃; Product distribution; Further Variations:; Solvents; Alkylation;	98%

: 97-90-5
EDMA

: 7659-36-1
2-aminoethyl methacrylate

: 79-39-0
Methacrylamide

polymer, free-radical polymerization; monomer(s): 2-aminoethyl methacrylate; methacrylamide; ethylene glycol dimethacrylate: polymer, free-radical polymerization; monomer(s): 2-aminoethyl methacrylate; methacrylamide; ethylene glycol dimethacrylate

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In dimethyl sulfoxide at 50℃; for 24h;	98%
With 2,2'-azobis(isobutyronitrile) In dimethyl sulfoxide at 50℃;

...Expand

: 72078-82-1
N-methylnitroacetamide

: 79-39-0
Methacrylamide

: 1446238-57-8
N3,5-dimethyl-4,5-dihydroisoxazole-3,5-dicarboxamide

Conditions

Conditions	Yield
In water at 60℃;	98%

: 107-03-9
1-thiopropane

: 79-39-0
Methacrylamide

: 2-methyl-3-(propylthio)propanamide

Conditions

Conditions	Yield
With C8H18NO3(1+)*C2H4NO2(1-) In water at 25℃; for 6h; Schlenk technique; Green chemistry;	98%

: 79-39-0
Methacrylamide

: 194853-86-6
4-fluoro-2-(trifluoromethyl)benzonitrile

: 90357-53-2
N-[4-cyano-3-(trifluoromethyl)phenyl]-2-methylacrylamide

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 4h;	97%
With hydrogenchloride In hexane; water; N,N-dimethyl-formamide	97%
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 3h; Inert atmosphere;	49%

: potassium D-glucose-6-O-sulfate

: 97-90-5
EDMA

: 7659-36-1
2-aminoethyl methacrylate

: 79-39-0
Methacrylamide

polymer, free-radical polymerization; monomer(s): potassium D-glucose-6-O-sulfate; 2-aminoethyl methacrylate; methacrylamide; ethylene glycol dimethacrylate: polymer, free-radical polymerization; monomer(s): potassium D-glucose-6-O-sulfate; 2-aminoethyl methacrylate; methacrylamide; ethylene glycol dimethacrylate

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In dimethyl sulfoxide at 50℃; for 24h;	97%
With 2,2'-azobis(isobutyronitrile) In dimethyl sulfoxide at 50℃;
With 2,2'-azobis(isobutyronitrile) In dimethyl sulfoxide at 50℃;

...Expand

: 97-90-5
EDMA

: 79-39-0
Methacrylamide

: 2-aminoethylmethacrylate hydrochloride

methylacrylamide, 2-aminoethyl methacrylate, ethyl glycol dimethylacrylate copolymer: methylacrylamide, 2-aminoethyl methacrylate, ethyl glycol dimethylacrylate copolymer

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In dimethyl sulfoxide at 50℃; for 24h;	97%

...Expand

: propyl 4-O-(2-O-sulfonato-β-D-glucopyranosiduronate)-2,6-di-O-sulfonato-β-D-glucopyranoside tetrasodium salt

: 97-90-5
EDMA

: 79-39-0
Methacrylamide

: 2-aminoethylmethacrylate hydrochloride

propyl 4-O-(2-O-sulfonato-β-D-glucopyranosiduronate)-2,6-di-O-sulfonato-β-D-glucopyranoside tetrasodium salt-imprinted methylacrylamide, 2-aminoethyl methacrylate, ethyl glycol dimethylacrylate copolymer: propyl 4-O-(2-O-sulfonato-β-D-glucopyranosiduronate)-2,6-di-O-sulfonato-β-D-glucopyranoside tetrasodium salt-imprinted methylacrylamide, 2-aminoethyl methacrylate, ethyl glycol dimethylacrylate copolymer

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In dimethyl sulfoxide at 50℃; for 24h;	96%

...Expand

: 19115-30-1
1-(4-methoxyphenyl)-2-propyn-1-ol

: 79-39-0
Methacrylamide

: 2-isopropenyl-5-(4-methoxyphenyl)-4-methyloxazole

Conditions

Conditions	Yield
With zinc trifluoromethanesulfonate; TpRu(PPh3)(CH3CN)2PF6 In toluene at 100℃; for 5h;	95%

: 79-39-0
Methacrylamide

: 507-09-5
thioacetic acid

: 909027-82-3
S-(3-amino-2-methyl-3-oxopropyl)ethanethioate

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 12h; Michael Addition; Inert atmosphere; Reflux;	95%
With piperidine In propan-1-ol at 20℃; for 4h;	62.4%

: 288-13-1
NH-pyrazole

: 79-39-0
Methacrylamide

: C7H11N3O

Conditions

Conditions	Yield
With N-benzyl-trimethylammonium hydroxide In methanol for 2.75h; Inert atmosphere; Heating;	95%

: 79-39-0
Methacrylamide

: 126-98-7
methacrylonitrile

Conditions

Conditions	Yield
With polyionic liquid acid binding agent In acetonitrile at 80℃; for 10h; Solvent; Temperature; Inert atmosphere;	94.7%
With phosphorus pentoxide	18%
With phosphorus pentoxide

: 75-25-2
Bromoform

: 79-39-0
Methacrylamide

: 122665-05-8
2,2-dibromo-1-metil-ciclopropilcarbossamide

Conditions

Conditions	Yield
With benzyltriethylammonium bromide; sodium hydroxide at 20℃; for 4h;	94.3%

: 79-39-0
Methacrylamide

: 529-34-0
3,4-dihydronaphthalene-1(2H)-one

: 97110-07-1
3-methyl-3,4,5,6-tetrahydro-1H-benzo[h]quinolin-2-one

Conditions

Conditions	Yield
With tetramethylorthosilicate; cesium fluoride at 100℃; for 12h;	94%
With tetramethylorthosilicate; cesium fluoride at 80℃;	40%
With tetramethylorthosilicate; cesium fluoride at 80℃; for 5h; Corriu's reaction;	40%

: 79-39-0
Methacrylamide

: 423184-29-6
1-bromo-3-(4-fluorophenyl)-propan-2-one

: 500367-36-2
4-(4-fluorobenzyl)-2-isopropenyloxazole

Conditions

Conditions	Yield
In tetrahydrofuran at 100℃; for 72h;	93%

: 123-75-1
pyrrolidine

: 79-39-0
Methacrylamide

: 4996-40-1
2-methyl-3-(1-pyrrolidinyl)-propionamide

Conditions

Conditions	Yield
at 120℃; for 24h;	92%

: 1446238-52-3
N-(2-aminoethyl)-2-nitroacetamide hydrochloride

: 79-39-0
Methacrylamide

: 1446238-63-6
5-methyl-4,5-dihydroisoxazole-3,5-dicarboxylic acid 5-amide 3-[(2-aminoethyl)amide]

Conditions

Conditions	Yield
In water at 60℃;	92%

: 67-66-3
chloroform

: 79-39-0
Methacrylamide

: 35749-17-8
2,2-dichloro-1-methylcyclopropylcarboxamide

Conditions

Conditions	Yield
With benzyltriethylammonium bromide; sodium hydroxide at 20℃; for 4h;	91.8%

: 62668-02-4
(E)-1,3-diphenyl-2-propen-1-ol

: 79-39-0
Methacrylamide

: 1304665-95-9
N-[(E)-1,3-diphenyl-allyl]methacrylamide

Conditions

Conditions	Yield
With iodine In acetonitrile at 20℃; for 14h;	91%

: 108-98-5
thiophenol

: 79-39-0
Methacrylamide

: 22437-44-1
2-methyl-3-(phenylthio)propionamide

Conditions

Conditions	Yield
With C8H18NO3(1+)*C2H4NO2(1-) In water at 25℃; for 6h; Schlenk technique; Green chemistry;	90%
Stage #1: thiophenol With aluminum oxide; potassium fluoride In acetonitrile at 20℃; for 0.0833333h; Stage #2: Methacrylamide In acetonitrile at 45 - 55℃; for 0.5h; Michael addition;	85%
With triethylamine In methanol for 24h; Ambient temperature;	65%

: 4832-16-0
1-decalone

: 79-39-0
Methacrylamide

: 97099-86-0
3-Methyl-3,4,5,6,6a,7,8,9,10,10a-decahydro-1H-benzo[h]quinolin-2-one

Conditions

Conditions	Yield
With tetramethylorthosilicate; cesium fluoride at 100℃; for 12h;	90%

: 79-39-0
Methacrylamide

: 79-04-9
chloroacetyl chloride

: 2-Chloro-N-(2-methyl-acryloyl)-acetamide

Conditions

Conditions	Yield
In toluene for 3h; Heating;	90%

: 79-39-0
Methacrylamide

: 536-74-3
phenylacetylene

: 1095320-54-9
2-methyl-N-[(Z)-2-phenylvinyl]acrylamide

Conditions

Conditions	Yield
With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); 1,4-bis(dicyclohexylphosphino)butane; ytterbium(III) triflate In water; N,N-dimethyl-formamide at 60℃; for 6h; Inert atmosphere; optical yield given as %de; stereoselective reaction;	90%
With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); 1,4-bis(dicyclohexylphosphino)butane; water; ytterbium(III) triflate In N,N-dimethyl-formamide at 60℃; for 6h; anti-Markovnikov hydroamidation; Inert atmosphere; optical yield given as %de; stereoselective reaction;	90%

: 93131-78-3
4-methyl-2-oxo-2H-chromen-7-yl-1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate

: 79-39-0
Methacrylamide

: 364338-80-7
N-(7-amino-4-methyl-2-oxo-2H-chromen-7-yl)methylacrylamide

Conditions

Conditions	Yield
With potassium phosphate; G3-Pd-t-BuBrettPhos In toluene at 100℃; for 16h; Buchwald-Hartwig Coupling;	90%

Methacrylamide Consensus Reports

Reported in EPA TSCA Inventory.

Methacrylamide Specification

The Methacrylic acid amide is an organic compound with the formula C₄H₇NO. The IUPAC name of this chemical is 2-methylprop-2-enamide. With the CAS registry number 79-39-0, it is also named as 2-propenamide, 2-methyl-. The product's categories are Acrylamide and Methacrylamide; Acrylic Monomers; Monomers; Amides; Carbonyl Compounds; Organic Building Blocks. Besides, it is a white to very slightly yellow crystal, which should be stored in a dark and cool place. It is the intermediate of methyl methacrylate.

Physical properties about Methacrylic acid amide are: (1)ACD/LogP: -0.23; (2)ACD/LogD (pH 5.5): -0.23; (3)ACD/LogD (pH 7.4): -0.23; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 17.91; (7)ACD/KOC (pH 7.4): 17.91; (8)#H bond acceptors: 2; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 1; (11)Polar Surface Area: 20.31 Å²; (12)Index of Refraction: 1.438; (13)Molar Refractivity: 23.71 cm³; (14)Molar Volume: 90.2 cm³; (15)Polarizability: 9.4×10^-24cm³; (16)Surface Tension: 29.6 dyne/cm; (17)Density: 0.942 g/cm³; (18)Flash Point: 81.7 °C; (19)Enthalpy of Vaporization: 44.78 kJ/mol; (20)Boiling Point: 211.5 °C at 760 mmHg; (21)Vapour Pressure: 0.182 mmHg at 25°C.

Uses of Methacrylic acid amide: it can be used to produce N-(2-methyl-acryloyl)-3-oxo-butyramide at temperature of 50 °C. It will need reagent chlorotrimethylsilane, lithium bromide and solvent acetonitrile with reaction time of 3 hours. The yield is about 82%.

When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing and gloves.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(\C(=C)C)N
(2)InChI: InChI=1/C4H7NO/c1-3(2)4(5)6/h1H2,2H3,(H2,5,6)
(3)InChIKey: FQPSGWSUVKBHSU-UHFFFAOYAG
(4)Std. InChI: InChI=1S/C4H7NO/c1-3(2)4(5)6/h1H2,2H3,(H2,5,6)
(5)Std. InChIKey: FQPSGWSUVKBHSU-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
man	TCLo	inhalation	3mg/m³ (3mg/m³)	BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES LIVER: OTHER CHANGES KIDNEY, URETER, AND BLADDER: OTHER CHANGES	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(10), Pg. 74, 1980.
mouse	LD50	intraperitoneal	200mg/kg (200mg/kg)		National Technical Information Service. Vol. AD277-689,
mouse	LD50	oral	451mg/kg (451mg/kg)		Archives of Toxicology. Vol. 47, Pg. 179, 1981.
mouse	LD50	skin	> 6gm/kg (6000mg/kg)		Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(10), Pg. 74, 1980.
rat	LD50	oral	459mg/kg (459mg/kg)	BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES LIVER: OTHER CHANGES KIDNEY, URETER, AND BLADDER: OTHER CHANGES	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(10), Pg. 74, 1980.
rat	LD50	skin	> 6gm/kg (6000mg/kg)		Gigiena i Sanitariya. For English translation

Product Name

2-Methylacrylamide

Synthetic route

Methacrylamide Consensus Reports

Methacrylamide Specification

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