Methacrylic Acid

Base Information

• Chemical Name: Methacrylic Acid
• CAS No.: 79-41-4
• 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: C4H6O2
• Molecular Weight: 86.0904
• Hs Code.: 2916130010
• 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: 79-41-4.mol

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

Chemical Property of Methacrylic Acid

Chemical Property:

• Appearance/Colour: colourless liquid or crystals with an unpleasant odour
• Melting Point: 16 °C
• Refractive Index: n20/D 1.431(lit.)
• Boiling Point: 160.499 °C at 760 mmHg
• PKA: 4.58±0.11(Predicted)
• Flash Point: 74.172 °C
• PSA: 37.30000
• Density: 1.015 g/cm³
• LogP: 0.64710
• Water Solubility.: 9.7 g/100 mL (20℃)
• 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:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C:Corrosive
• Statements: R21/22:; R35:
• Safety Statements: S26:; S36/37/39:; S45:

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:

2-methyl-2-propenoic acid 2-hydroxyethyl ester

methacrylic acid tetrahydropyran-2-ylmethyl ester

methacryloyl anhydride

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

Refernces

10.1021/jo01375a001

The study focuses on the synthesis and characterization of neopentyl esters of acrylic and methacrylic acids. Neopentyl alcohol, a key reactant, was prepared using two methods: the Whitmore method involving tert-butylmagnesium chloride and pivalyl chloride, and the more practical lithium aluminum hydride reduction of pivalic acid. Neopentyl acrylate was synthesized from neopentyl alcohol and either acryloyl chloride or acrylic acid, while neopentyl methacrylate was prepared from neopentyl alcohol and either methacryloyl chloride or methacrylic acid. The esters' physical properties were measured and reported. The study also highlighted the partly hindered character of neopentyl methacrylate, which affected its saponification process.

Novel synthesis of 4-or 6-substituted indirubin derivatives

10.1080/00397910903318591

Indirubin derivatives are known for their high activity against various experimental solid tumors and their ability to inhibit cyclin-dependent kinases (CDKs) and glycogen synthase kinases-3 (GSK-3), which play important roles in diseases like cancers. The study explores a simple and convenient route involving oxidation and subsequent condensation of indoxyl and isatin. Acidic reaction conditions are crucial for the condensation of 4-substituted derivatives due to steric hindrance, while both acidic and basic conditions work well for 6-substituted derivatives. The authors successfully synthesized a range of 4- and 6-substituted indirubin derivatives and confirmed their structures using various spectroscopic techniques. The findings provide a novel approach to synthesizing these potentially therapeutic compounds, which could have significant implications for cancer treatment and other related diseases.