Methacrylic Acid

Base Information

• Chemical Name: Methacrylic Acid
• CAS No.: 25087-26-7
• Deprecated CAS: 463311-95-7,562836-84-4,1338439-16-9,2023788-71-6,2278236-99-8,115708-68-4,336176-02-4,152834-81-6,152834-82-7,155686-80-9,155686-81-0,186901-87-1,30679-05-1,276704-22-4,783341-85-5,1338439-16-9,562836-84-4
• Molecular Formula: C23H30O8N2
• Molecular Weight: 86.08924
• European Community (EC) Number: 201-204-4
• ICSC Number: 0917
• NSC Number: 7393
• UN Number: 2531
• UNII: 1CS02G8656
• DSSTox Substance ID: DTXSID3025542
• Nikkaji Number: J3.843A
• Wikipedia: Methacrylic acid
• Wikidata: Q165949
• NCI Thesaurus Code: C61838
• RXCUI: 1424905
• Metabolomics Workbench ID: 53962
• ChEMBL ID: CHEMBL1213531
• Mol file: 25087-26-7.mol

Synonyms:2-methylacrylic acid;methacrylic acid;methacrylic acid, calcium salt;methacrylic acid, sodium salt;sodium methacrylate

Chemical Property of Methacrylic Acid

Chemical Property:

• Vapor Pressure: 1.23mmHg at 25°C
• Melting Point: 260-270 °C (decomp)
• Boiling Point: 160.5°Cat760mmHg
• Flash Point: 74.2°C
• PSA: 37.30000
• Density: 1.023g/cm³
• LogP: 0.76650
• Storage Temp.: 2-8°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 86.036779430
• Heavy Atom Count: 6
• Complexity: 83.5
• Transport DOT Label: Corrosive

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: CC(=C)C(=O)O
• Recent NIPH Clinical Trials: Clinical study about in vitro - in vivo correlation in supersaturation of poorly soluble basic drug
• Inhalation Risk: A harmful contamination of the air will be reached rather slowly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is corrosive to the eyes, skin and respiratory tract. Corrosive on ingestion. Inhalation of the vapour may cause lung oedema.

Technology Process of Methacrylic Acid

There total 250 articles about Methacrylic Acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 71.0%

methacryloyl anhydride (760-93-0) + phenylboronic acid (98-80-6) → poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) + 2-methyl-1-phenylprop-2-en-1-one (769-60-8)

Guidance literature:

With P(p-CH₃OC₆H₄)3; palladium diacetate; In tetrahydrofuran; water; at 60 ℃; for 16h;

DOI:10.1002/1099-0690(200210)2002:19<3254::AID-EJOC3254>3.0.CO;2-6

Reference yield: 68.0%

2-methylenesuccinic acid (97-65-4,25119-64-6) → poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) + citraconic acid (498-23-7,7407-59-2) + Mesaconic acid (498-24-8,7407-59-2)

Guidance literature:

With 5% Pt/Al2O3; sodium hydroxide; In water; at 250 ℃; for 1h; Reagent/catalyst; Temperature; Inert atmosphere;

DOI:10.1002/cssc.201402117

Reference yield: 24.1%

citric acid (77-92-9,906507-37-7) → poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) + citraconic acid (498-23-7,7407-59-2) + Mesaconic acid (498-24-8,7407-59-2) + 2-methylenesuccinic acid (97-65-4,25119-64-6)

Guidance literature:

With 4-methoxy-phenol; triphenylphosphine; In water; at 225 ℃; for 1.5h; under 20686.5 Torr; Temperature; Glovebox; Inert atmosphere;

upstream raw materials:

3-Methyl-3-buten-2-one

isopropenyllithium

methylammonium carbonate

ethyl 2-bromoisobutyrate

Downstream raw materials:

β-(methoxy-phenyl-phosphinoyl)-isobutyric acid methyl ester

n-octadecyl methacrylate

2-Chloro-2-methyl-3-phenylpropanoic acid

methacrylic acid-(1-methyl-hexyl ester)

Refernces

• 1、 McCarthy, Timothy J.,Witz, Gisela. "Structure-activity relationships in the hydrolysis of acrylate and methacrylate esters by carboxylesterase in vitro". . p. 153 - 158. Retrieved 1997.
• 2、 Ai. "PARTIAL OXIDATION OF ISOBUTENE TO METHACRYLIC ACID ON V2O5 -P2O5 CATALYSTS.". . p. 2949 - 2953. Retrieved 1988.
• 3、 Li, Jun,Brill, Thomas B.. "Spectroscopy of hydrothermal solutions 18: PH-dependent kinetics of itaconic acid reactions in real time". . p. 10839 - 10845. Retrieved 2001.
• 4、 Inumaru, Kei,Ono, Akiko,Kubo, Hiroshi,Misono, Makoto. "Catalysis by heteropoly compounds Part 39. The structure and redox behaviour of vanadium species in molybdovanadophosphoric acid catalysts during partial oxidation of isobutane". . p. 1765 - 1770. Retrieved 1998.
• 5、 White. "-". . p. 238. Retrieved 1943.
• 6、 Yasuda, Shuhei,Hirata, Jun,Kanno, Mitsuru,Ninomiya, Wataru,Otomo, Ryoichi,Kamiya, Yuichi. "The role of steam in selective oxidation of methacrolein over H3PMo12O40". . p. 164 - 172. Retrieved 2019.
• 7、 Muneyama, Etsuhiro,Kunishige, Atsuhiro,Ohdan, Kyoji,Ai, Mamoru. "Characteristics of iron phosphate and its catalytic activity for oxidative dehydrogenation of isobutyric acid". . p. 509 - 513. Retrieved 1996.
• 8、 Jing, Fangli,Katryniok, Benjamin,Dumeignil, Franck,Bordes-Richard, Elisabeth,Paul, Sebastien. "Catalytic selective oxidation of isobutane over Csx(NH 4)3-xHPMo11VO40 mixed salts". . p. 2938 - 2945. Retrieved 2014.
• 9、 Yasuda, Shuhei,Iwakura, Atsuki,Hirata, Jun,Kanno, Mitsuru,Ninomiya, Wataru,Otomo, Ryoichi,Kamiya, Yuichi. "Strong Br?nsted acid-modified chromium oxide as an efficient catalyst for the selective oxidation of methacrolein to methacrylic acid". . p. 43 - 47. Retrieved 2019.
• 10、 Dong, Kaiwu,Ren, Xinyi,Shen, Chaoren,Wang, Guangzhu. "Ni-Catalyzed enantioselective reductive arylcyanation/cyclization of: N -(2-iodo-aryl) acrylamide". supporting information. p. 1135 - 1138. Retrieved 2022/02/03.