Butyl methacrylate

Base Information

• Chemical Name: Butyl methacrylate
• CAS No.: 97-88-1
• Deprecated CAS: 159172-35-7,55922-77-5,1151915-97-7,1310566-97-2,1343477-79-1,1151915-97-7,1310566-97-2,1343477-79-1,55922-77-5
• Molecular Formula: C8H14O2
• Molecular Weight: 142.198
• Hs Code.: 29161490
• European Community (EC) Number: 202-615-1
• ICSC Number: 1018
• NSC Number: 20956
• UN Number: 2227
• UNII: R5QX287XXU
• DSSTox Substance ID: DTXSID4024696
• Nikkaji Number: J3.577G
• Wikipedia: Butyl_methacrylate
• Wikidata: Q10329087
• ChEMBL ID: CHEMBL3183073
• Mol file: 97-88-1.mol

Synonyms:butyl methacrylate monomer

Chemical Property of Butyl methacrylate

Chemical Property:

• Appearance/Colour: clear colourless liquid with an ester-like odour
• Vapor Pressure: 2 mm Hg ( 20 °C)
• Melting Point: -75 °C
• Refractive Index: n20/D 1.423(lit.)
• Boiling Point: 160 °C at 760 mmHg
• Flash Point: 50.6 °C
• PSA: 26.30000
• Density: 0.894 g/cm³
• LogP: 1.90580
• Storage Temp.: Refrigerator (+4°C) + Flammables area
• Solubility.: 0.36g/l
• Water Solubility.: 3 g/L (20 ºC)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 127
• Transport DOT Label: Flammable Liquid

Purity/Quality:

Butyl methacrylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38-43
• Safety Statements: 16-36/37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> (Meth)acrylates
• Canonical SMILES: CCCCOC(=O)C(=C)C
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: Lachrymation. The substance is irritating to the eyes, skin and respiratory tract. If swallowed the substance may cause vomiting and could result in aspiration pneumonitis. Medical observation is indicated.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization.
• Description: Butyl methacrylate (BMA) is the organic compound with the formula C4H9O2CC(CH3)=CH2. A colorless liquid, it is a common monomer for the preparation of methacrylate polymers. It is typically polymerized under free-radical conditions.Butyl methacrylate is a versatile, plasticizing methacrylate monomer that acts as an important building block in many copolymer compositions. Serving as a base for acrylic resins, BMA provides exceptional weather resistance, high gloss, color retention, and durability. BMA contributes more intermediate glass transition and hardness values, with a glass transition temperature (Tg) of 20 °C.
• Uses: n-Butyl methacrylate is used as a monomer for resins, solvent coatings, adhesives, oil additives, emulsions for textiles, leather, and paper finishing and in the manufacture of contact lenses . It is also used in dental resins, oil dispersible pesticides, and acrylic surface coatings and as copolymers, for example, in paraffin embedding media . manufacture of methacrylic resins, solvent coatings, adhesives, oil additives; emulsions for textiles, leather and paper finishing; cross-linking methacrylic monomer for use in dental composite materials, artificial nails, etc. Monomer for resins, solvent coatings, adhe- sives, oil additives; emulsions for textiles, leather, and paper finishing.

Technology Process of Butyl methacrylate

There total 20 articles about Butyl methacrylate 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: 97.3%

poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) + butan-1-ol (71-36-3) → 2-methyl-butyl acrylate (97-88-1,9003-63-8)

Guidance literature:

sulfopolyphenylene ketone; at 140 ℃; under 3800 Torr; Kinetics; Product distribution; continuous process in stainless tube reactor; studied at various temperature and at different feed rates of the raw material;

Reference yield: 85.0%

methacrylic acid methyl ester (80-62-6,114512-63-9,143476-91-9,25188-98-1,9011-14-7) + butan-1-ol (71-36-3) → 2-methyl-butyl acrylate (97-88-1,9003-63-8)

Guidance literature:

With air; titanium(III) triisopropoxide; acetylacetone functionalised polymethylstyrene; chlorot; for 4h; Heating;

DOI:10.1055/s-1999-3090

Reference yield: 50.0%

2-methylpropenal (78-85-3,25120-30-3) + butan-1-ol (71-36-3) → 2-methyl-butyl acrylate (97-88-1,9003-63-8)

Guidance literature:

phosphorus-molybdenum catalyst; at 300 ℃;

upstream raw materials:

α-hydroxy-isobutyric acid butyl ester

α-isopropoxy-isobutyric acid butyl ester

α-butoxy-isobutyric acid butyl ester

2-hydroxy-2-methylpropanenitrile

Downstream raw materials:

2-(vinyloxy)ethyl methacrylate

1,4-dimethyl-cyclohex-3-enecarboxylic acid butyl ester

C₁₄H₁₅Br₃NO₃

2-Iodo-2-methyl-3-o-tolyl-propionic acid butyl ester

Refernces

• 1、 Yu, Wan-Lei,Luo, Yong-Chun,Yan, Lei,Liu, Dan,Wang, Zhu-Yin,Xu, Peng-Fei. "Dehydrogenative Silylation of Alkenes for the Synthesis of Substituted Allylsilanes by Photoredox, Hydrogen-Atom Transfer, and Cobalt Catalysis". supporting information. p. 10941 - 10945. Retrieved 2019/07/17.
• 2、 -. "METHOD FOR THE PRODUCTION PROCESS OF BUTYL METHACRYLATE". Paragraph 0028-0030. . Retrieved 2017/01/09.