Methyl methacrylate CAS:80-62-6

80-62-6

Chinese nameMethyl methacrylate

English nameMethyl methacrylate

CAS80-62-6

EINECS Number201-297-1

Molecular formulaC5H8O2

MDL NumberMFCD00008587

molecular weight 100.12

Physicochemical properties

AppearanceIt is a colorless, volatile liquid with a strong spicy taste.

AppearanceA colorless, volatile liquid. Soluble in many organic solvents such as ethanol, ether, and acetone. Slightly soluble in ethylene glycol and water.

SolubilitySlightly soluble in water, soluble in ethanol, etc.

Melting point-48 °C

boiling point100 °C (lit.)

density0.943 g/mL at 20 °C

vapor density3.5 (vs air)

vapor pressure29 mm Hg (20 °C)

FEMA4002

Refractive indexn20/D1.414 (lit.)

Flash point50 °F

Storage conditionsRefrigerator

solubility15g/l

formCrystalline powder or crystals

colorWhite to pale yellow

Odorat 0.10 % in dipropylene glycol. acrylic aromatic fruity

Explosive limit2.1-12.5% ​​(V)

Biological sourcesynthetic

Fragranceacrylate

Odor Threshold0.21ppm

Water solubility15.9 g/L (20 ºC)

JECFA Number1834

Merck14,5941

Detection methodsGC

BRN605459

Henry’s Law Constant2.46 x 10 

^-4 atm?m 

³ /mol at 20 °C (approximate – calculated from water solubility and vapor pressure)

Dielectric constant2.9 (20℃)

Exposure limitsNIOSH REL: TWA 100 ppm (410 mg/m 

³ ), IDLH 1,000 ppm; OSHA PEL: TWA 100 ppm; ACGIH TLV: TWA 100 ppm with intended TWA and STEL values ​​of 50 and 100 ppm, respectively.

Dielectric constant2.9 (20℃)

stabilityVolatile

Main applicationsflavors and fragrances

Cosmetic ingredient evaluationMethyl methacrylate (80-62-6)

InChI1S/C5H8O2/c1-4(2)5(6)7-3/h1H2,2-3H3

InChIKeyVVQNEPGJFQJSBK-UHFFFAOYSA-N

SMILESCOC(=O)C(C)=C

LogP1.38 at 20℃

CAS Database80-62-6(CAS DataBase Reference)

(IARC) Carcinogen Classification3 (Vol. Sup 7, 60) 1994

NIST Chemical Information2-Propenoic acid, 2-methyl-, methyl ester(80-62-6)

EPA Chemical SubstancesMethyl methacrylate (80-62-6)

ECETOC JACC REPORTMethyl methacrylate (80-62-6)

Security Data

Hazard Symbols (GHS)
GHS02, GHS07

Warning wordsDanger

Hazard descriptionH225-H315-H317-H335

Prevention instructionsP210-P233-P240-P241-P280-P303+P361+P353

Dangerous goods signsF,Xi,T

Hazard Category CodeR11-R37/38-R43-R39/23/24/25-R23/24/25

Safety InstructionsS24-S37-S46-S45-S36/37-S16-S7

Dangerous goods transport numberUN 1247 3/PG 2

Occupational Exposure LevelA

Occupational exposure limitsTWA: 100 ppm (410 mg/m3)

WGK Germany1

RTECSOZ5075000

Autoignition temperature815 °F

TSCAYes

Hazard level3

Packaging CategoryII

Customs Code29161410

Storage Class3 – Flammable liquids

Hazard CategoryFlam. Liq. 2Skin Irrit. 2Skin Sens. 1STOT SE 3

Toxic substance data80-62-6(Hazardous Substances Data)

toxicityThe acute toxicity of methyl methacrylate is low. Irritation of the skin, eye, and nasal cavity has been observed in rodents and rabbits exposed to relatively high concentrations of methyl methacrylate. The chemical is a mild skin sensitizer in animals.

Immediately life-threatening and health-threatening concentrations1,000 ppm

Application areas

Application 1

Primarily used as a monomer for plexiglass, it is also used in the manufacture of other plastics and coatings.Application 2

Methyl methacrylate is an intermediate in the fungicide sclerotinib.Application 3

This product is mainly used as a monomer for polymethyl methacrylate (plexiglass). It can also be copolymerized with other vinyl monomers to obtain products with different properties. It is also used to manufacture other resins, plastics, adhesives, coatings, lubricants, wood impregnators, motor coil impregnators, ion exchange resins, paper varnishes, textile printing and dyeing auxiliaries, leather treatment agents, and insulating potting materials, etc.

Preparation method

Method 1

The preparation methods are as follows:
(1) Acetone cyanohydrin method:
Acetone reacts with hydrogen cyanide to produce acetone cyanohydrin, which then reacts with sulfuric acid and methanol to produce methyl methacrylate. The crude ester is obtained by salting out, initial distillation, and rectification to obtain the product.
(2) Propylene method:
Propylene, carbon monoxide, and methanol react to synthesize the intermediate methyl 2-methoxy-2-methylpropionate, which is then decomposed to produce methyl methacrylate and methanol.
(3) Isobutylene method
: Isobutylene is oxidized to methacrylic acid in the presence of _K2CO3 or MnO2 _{catalysts or oxidized in two stages in the presence of a molybdenum catalyst using air .} First, it is oxidized to methacrolein, and then further oxidized to methacrylic acid. It is then esterified with methanol to obtain methyl methacrylate.
Method 2

1. Acetone Cyanohydrin Route: Acetone cyanohydrin reacts with sulfuric acid to produce methacrylamide sulfate, which is then hydrolyzed and esterified with methanol to obtain crude methyl methacrylate. The crude product is then obtained through salting out, crude distillation, and rectification distillation. Typically, acetone cyanohydrin is produced from sodium cyanide. Raw material consumption quotas are: acetone cyanohydrin 1100 kg/t, sulfuric acid 2100 kg/t, and methanol 490 kg/t. 2. Isobutylene Route: Isobutylene undergoes a two-stage oxidation process with air in the presence of a molybdenum catalyst. Isobutylene is first oxidized to methacrylaldehyde, and then further oxidized to methacrylic acid. Methacrylamide is esterified with methanol to obtain methyl methacrylate. Recently, a one-step oxidation process has been developed. Isobutylene is directly oxidized to methacrylic acid using N₂O₄ as the oxidant and K₂CO₃ or MnO₂ as the catalyst. It is then esterified with methanol. 3. Propylene Route: Propylene, carbon monoxide, and methanol undergo a carbonylation reaction to produce methyl 2-methoxyisobutyrate, which is then decomposed into methyl methacrylate and methanol through hydrolysis. 4. The one-step oxidation method of isobutyraldehyde uses heteropoly acids and their salts as catalysts to oxidize isobutyraldehyde in one step to produce methacrylic acid, which is then esterified with methanol to form methyl methacrylate.