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79-41-4

Basic Information
CAS No.: 79-41-4
Name: 2-Propenoicacid, 2-methyl-
Article Data: 290
Cas Database
Molecular Structure:
Molecular Structure of 79-41-4 (2-Propenoicacid, 2-methyl-)
Formula: C4H6O2
Molecular Weight: 86.0904
Synonyms: Methacrylicacid (8CI);2-Methyl-2-propenoic acid;2-Methylacrylic acid;Acryester MAA;GE110;Light Ester A;Loctite 3298;MAA;NSC 7393;NorsocrylMAA;a-Methacrylic acid;a-Methylacrylic acid;α-Methylacrylic acid;
EINECS: 201-204-4
Density: 1.015 g/cm3
Melting Point: 16 °C
Boiling Point: 160.499 °C at 760 mmHg
Flash Point: 74.172 °C
Solubility: 9.7 g/100 mL (20 °C) in water
Appearance: colourless liquid or crystals with an unpleasant odour
Hazard Symbols: CorrosiveC
Risk Codes: 21/22-35
Safety: 26-36/37/39-45
Transport Information: UN 2531 8/PG 2
PSA: 37.30000
LogP: 0.64710
Synthetic route
126-98-7

methacrylonitrile

79-41-4

poly(methacrylic acid)

Conditions
ConditionsYield
With potassium phosphate buffer at 30℃; for 16h; Rhodococcus sp. AJ270 cells;98%
With bradyrhizobium species BTAi1 (A5EKU8); water Reagent/catalyst; Enzymatic reaction;
371-41-5

4-Fluorophenol

57-15-8

1,1,1-trichloro-2-methyl-2-propanol

A

79-41-4

poly(methacrylic acid)

B

587-11-1

2-(4-fluorophenoxy)-2-methylpropanoic acid

Conditions
ConditionsYield
With sodium hydroxide In acetone for 16h; Ambient temperature;A n/a
B 88%
557-93-7

2-bromoprop-1-ene

124-38-9

carbon dioxide

79-41-4

poly(methacrylic acid)

Conditions
ConditionsYield
Stage #1: 2-bromoprop-1-ene With magnesium In tetrahydrofuran at 20℃; for 0.5h;
Stage #2: carbon dioxide In tetrahydrofuran at -70 - 20℃; under 750.075 Torr;
Stage #3: With hydrogenchloride; ammonium chloride Product distribution / selectivity; more than 3 stages;
87%
Stage #1: 2-bromoprop-1-ene; carbon dioxide With sodium hydroxide; tetrakis(triphenylphosphine) palladium(0); cetyltrimethylammonim bromide In water; toluene at 95℃; under 750.075 Torr; for 2h;
Stage #2: With hydrogenchloride In water pH=< 7; Product distribution / selectivity;
60%
68430-08-0

2-(1-benzyl-4-methyl-1H-pyrazol-3-yloxy)-2-methyl-propionic acid

A

79-41-4

poly(methacrylic acid)

B

53409-18-0

1-benzyl-4-methyl-1,2-dihydro-pyrazol-3-one

Conditions
ConditionsYield
at 150℃; for 5h;A n/a
B 85.1%
68429-96-9

2-(1-benzyl-4-chloro-1H-pyrazol-3-yloxy)-2-methyl-propionic acid

A

79-41-4

poly(methacrylic acid)

B

1-benzyl-4-chloro-3-hydroxy-1H-pyrazole

Conditions
ConditionsYield
Heating;A n/a
B 83.8%
110-88-3

1,3,5-Trioxan

802294-64-0

propionic acid

A

187737-37-7

propene

B

79-41-4

poly(methacrylic acid)

Conditions
ConditionsYield
V-Si-P ternary oxide at 300℃; Product distribution; other temperatures; other contact times; other concentrations of the educts; or with water vapor;A n/a
B 82%
V-Si-P ternary oxide at 300℃;A n/a
B 82%
6236-10-8

(R)-(-)-citramalic acid

79-41-4

poly(methacrylic acid)

Conditions
ConditionsYield
sodium hydroxide In water at 300℃; under 262201 Torr; Product distribution / selectivity;80.8%
62299-19-8

2-(1-Benzyl-1H-pyrazol-3-yloxy)-2-methyl-propionic acid

A

79-41-4

poly(methacrylic acid)

B

21074-40-8

1-benzyl-3-hydroxy-1H-pyrazole

Conditions
ConditionsYield
Heating;A n/a
B 80.2%
75-65-0

tert-butyl alcohol

A

78-85-3

2-methylpropenal

B

79-41-4

poly(methacrylic acid)

C

115-11-7

isobutene

Conditions
ConditionsYield
With oxygen; silica-alumina In water at 355℃; Product distribution / selectivity;A 78.4%
B 1.9%
C 1.1%
With oxygen; silica-alumina In water at 355℃; Product distribution / selectivity;A 78.1%
B 2.2%
C 1%
With oxygen; 5% Pd/zirconia In water at 130℃; under 36003.6 Torr; Product distribution / selectivity; autoclave;
With oxygen; palladium on silica gel In water at 130℃; under 36003.6 Torr; Product distribution / selectivity; autoclave;
67-66-3

chloroform

67-64-1

acetone

53409-18-0

1-benzyl-4-methyl-1,2-dihydro-pyrazol-3-one

A

79-41-4

poly(methacrylic acid)

B

594-61-6

2-methyllactic acid

C

594-58-1

2-chloro-2-methylpropanoic acid

D

68430-08-0

2-(1-benzyl-4-methyl-1H-pyrazol-3-yloxy)-2-methyl-propionic acid

Conditions
ConditionsYield
With sodium hydroxide at 49 - 54℃; Further byproducts given;A 0.07 mol
B 0.15 mol
C n/a
D 77.2%
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Specification

The IUPAC name of Methacrylic acid is 2-methylprop-2-enoic acid. With the CAS registry number 79-41-4, it is also named as 2-Methylenepropionic acid. The classification codes are Drug / Therapeutic Agent and Mutation data. It is colourless liquid or crystals with an unpleasant odour which is soluble in warm water and miscible with most organic solvents. Methacrylic acid is corrosive to metals and tissue and may polymerize exothermically if heated or contaminated. If the polymerization takes place inside a container, the container may rupture violently. It is flammable, so people should keep it away from oxidants and bases. Additioanlly, this chemical should be sealed in the container and stored in the cool, ventilate and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.57; (2)# of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 5.265; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 2; (8)#H bond donors: 1; (9)#Freely Rotating Bonds: 1; (10)Index of Refraction: 1.43; (11)Molar Refractivity: 21.713 cm3; (12)Molar Volume: 84.083 cm3; (13)Polarizability: 8.608×10-24 cm3; (14)Surface Tension: 30.92 dyne/cm; (15)Enthalpy of Vaporization: 43.796 kJ/mol; (16)Vapour Pressure: 1.232 mmHg at 25 °C; (17)Rotatable Bond Count: 1; (18)Exact Mass: 86.036779; (19)MonoIsotopic Mass: 86.036779; (20)Topological Polar Surface Area: 37.3; (21)Heavy Atom Count: 6; (22)Complexity: 83.5.

Preparation of Methacrylic acid: It can be obtained by the two-step oxidation of isobutylene. First oxidation to get methacrolein and second oxidation to get methacrylic acid. And then we can get qualified products by distillation.
CH2=C(CH3)CH3+O2→CH2=C(CH3)CHO+H2O
CH2=C(CH3)CHO+ 1/2O2→CH2=C(CH3)COOH

Uses of Methacrylic acid: It is used in the manufacture of paints, insulation materials, adhesives, and ion exchange resins. It is also used as important organic chemical raw material and polymer intermediate. Methacrylic acid is organic reagent. In addition, it can react with oxirane to get methacrylic acid-(2-hydroxy-ethyl ester). This reaction needs reagents water and triethylamine  at temperature of 125 °C. 

When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation and in contact with skin. And it also can cause severe burns. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure.
(1)SMILES: CC(=C)C(=O)O
(2)InChI: InChI=1/C4H6O2/c1-3(2)4(5)6/h1H2,2H3,(H,5,6)(3)InChIKey: CERQOIWHTDAKMF-UHFFFAOYAE

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo oral 250uL/kg (0.25mL/kg) LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI

GASTROINTESTINAL: NAUSEA OR VOMITING

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
Pediatrics. Vol. 102, Pg. 979, 1998.
 
dog LDLo intravenous 95200nL/kg (95200mL/kg)   Journal of Pharmaceutical Sciences. Vol. 63, Pg. 376, 1974.
guinea pig LD50 skin 1gm/kg (1000mg/kg)   "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2C, Pg. 4953, 1982.
mouse LD50 intraperitoneal 48mg/kg (48mg/kg)   Journal of Pharmaceutical Sciences. Vol. 62, Pg. 778, 1973.
mouse LD50 oral 1250mg/kg (1250mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 25(11), Pg. 57, 1981.
mouse LD50 unreported 1250mg/kg (1250mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 49(10), Pg. 64, 1984.
rabbit LD50 oral 1200mg/kg (1200mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 38(8), Pg. 13, 1973.
rabbit LD50 skin 500mg/kg (500mg/kg)   "Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986Vol. 5, Pg. 362, 1986.
rat LD50 oral 1060mg/kg (1060mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 41(4), Pg. 6, 1976.
rat LD50 unreported 1600mg/kg (1600mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 49(10), Pg. 64, 1984