Methacrylic acid

Methacrylic acid
Methacrylic acid
Identifiers
CAS number 79-41-4 YesY
Jmol-3D images Image 1
Properties
Molecular formula C4H6O2
Molar mass 86.06 g/mol
Density 1.015 g/cm3
Melting point

14 - 15 °C

Boiling point

161 °C

Hazards
NFPA 704
NFPA 704.svg
2
3
2
 YesY acid (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Methacrylic acid, abbreviated MAA, is an organic compound. This colourless, viscous liquid is a carboxylic acid with an acrid unpleasant odor. It is soluble in warm water and miscible with most organic solvents. Methacrylic acid is produced industrially on a large scale as a precursor to its esters, especially methyl methacrylate (MMA) and poly(methyl methacrylate) (PMMA). The methacrylates have numerous uses, most notably in the manufacture of polymers with trade names such as Lucite and Plexiglas. MAA occurs naturally in small amounts in the oil of Roman chamomile.

Production and properties

More than 3 million tons of methyl methacrylate (MMA) are produced annually, and a significant fraction of the manufacturing processes proceed via the intermediacy of MAA (the dominant process, the "ACH route," does not). Isobutylene and tert-butanol, are oxidized sequentially to methacrolein and then to MAA, which is then largely esterified.[1]

Methacrylic acid was first obtained in the form of its ethyl ester by treating phosphorus pentachloride with oxyisobutyric ester.[2] It is, however, more readily obtained by boiling citra- or meso-brompyrotartaric acids with alkalis. It crystallizes in prisms. When fused with an alkali, it forms propionic acid. Sodium amalgam reduces it to isobutyric acid. A polymeric form of methacrylic acid was described in 1880.[3]

References

  1. ^ William Bauer, Jr. "Methacrylic Acid and Derivatives" in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim. DOI: 10.1002/14356007.a16_441. Article Online Posting Date: June 15, 2000
  2. ^ Edward Frankland Annalen, 1865, 136, p. 12
  3. ^ F. Engelhorn et al. Ann., 1880, 200, p. 70.

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Look at other dictionaries:

  • methacrylic acid — [meth΄ə kril′ik] n. [ METH(YL) + ACRYLIC] a colorless liquid, CH2:C(CH3)COOH, prepared by treating acetone cyanohydrin with dilute sulfuric acid: it is readily polymerized and is used in making synthetic resins …   English World dictionary

  • methacrylic acid — metakrilo rūgštis statusas T sritis chemija formulė CH₂=C(CH₃)COOH atitikmenys: angl. methacrylic acid rus. метакриловая кислота ryšiai: sinonimas – 2 metilpropeno rūgštis …   Chemijos terminų aiškinamasis žodynas

  • methacrylic acid — Occurs in oil from Roman camomile; used in the manufacture of methacrylate resins and plastics. SYN: methylacrylic acid. * * * meth·acryl·ic acid .meth ə .kril ik n an acid C4H6O2 used esp. in making acrylic resins or plastics * * *… …   Medical dictionary

  • methacrylic acid — noun an unsaturated acid (C4H6O2) used to make resins and plastics • Syn: ↑2 methylpropenoic acid • Hypernyms: ↑acid …   Useful english dictionary

  • methacrylic acid — noun A colourless liquid, an unsaturated organic acid, used in the manufacture of resins and plastics, with the chemical formula CH:C(CH)COOH. Syn: 2 methyl 2 propenoic acid …   Wiktionary

  • methacrylic acid — noun Etymology: International Scientific Vocabulary Date: 1865 an acid C4H6O2 used especially in making acrylic resins or plastics …   New Collegiate Dictionary

  • methacrylic acid — /meth euh kril ik, meth /, Chem. a colorless, liquid acid, C4H6O2, produced synthetically, whose methyl ester, methyl methacrylate, polymerizes to yield a clear plastic. Cf. Lucite, Plexiglas. [1860 65; METH + ACRYLIC] * * * …   Universalium

  • methacrylic acid — noun Chemistry a low melting solid acid which polymerizes when distilled, used to make synthetic resins …   English new terms dictionary

  • methacrylic acid — meth′a•cryl′ic ac′id [[t]ˈmɛθ əˈkrɪl ɪk, ˌmɛθ [/t]] n. chem. a liquid acid, C4H6O2 • Etymology: 1860–65 …   From formal English to slang

  • methacrylic acid — /ˌmɛθəkrɪlɪk ˈæsəd/ (say .methuhkrilik asuhd) noun a synthetically produced, colourless, crystalline, water soluble substance, CH2C(CH3)COOH, the esters of which are used in making plastics, as perspex …  

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