97-88-1

Basic information

• Product Name: Butyl methacrylate
• Synonyms: 2-Methyl-2-propenoic acid butyl ester;bma;BUTYL METHACRYLATE;BUTYL 2-METHYL-2-PROPENOATE;BUTYL-2-METHYLPROPENOATE;METHACRYLIC ACID N-BUTYL ESTER;METHACRYLIC ACID BUTYL ESTER;Butyl methacrylate(monomer)
• CAS NO: 97-88-1
• Molecular Formula: C₈H₁₄O₂
• Molecular Weight: 142.2
• EINECS: 202-615-1
• Product Categories: Industrial/Fine Chemicals;Acrylic Monomers;C8 to C9Monomers;Carbonyl Compounds;Esters;Methacrylate;ester series;Acrylic Monomers;Building Blocks;C8 to C9;Carbonyl Compounds;Chemical Synthesis;Materials Science;Monomers;Organic Building Blocks;Polymer Science;fine chemical
• Mol File: 97-88-1.mol

Chemical Properties

• Melting Point: -75 °C
• Boiling Point: 162-165 °C(lit.)
• Flash Point: 123 °F
• Appearance: Clear/Liquid
• Density: 0.895 g/mL at 20 °C
• Vapor Density: 4.91 (15 °C, vs air)
• Vapor Pressure: 2 mm Hg ( 20 °C)
• Refractive Index: n20/D 1.423(lit.)
• Storage Temp.: Refrigerator (+4°C) + Flammables area
• Solubility: 0.36g/l
• Explosive Limit: 2.00-8.00%(V)
• Water Solubility: 3 g/L (20 ºC)
• Stability: Stable (though if no stabilizers are present, it may polymerize; typically stabilized through the addition of HQME). Incompatibl
• BRN: 773960
• CAS DataBase Reference: Butyl methacrylate(CAS DataBase Reference)
• NIST Chemistry Reference: Butyl methacrylate(97-88-1)
• EPA Substance Registry System: Butyl methacrylate(97-88-1)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37/38-43
• Safety Statements: 16-36/37/39-26
• RIDADR: UN 2227 3/PG 3
• WGK Germany: 1
• RTECS: OZ3675000
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 97-88-1(Hazardous Substances Data)

Usage

Uses

Used in Chemical Industry:
Butyl methacrylate is used as a monomer for the production of methacrylic resins, solvent coatings, adhesives, and oil additives.
Used in Textile Industry:
Butyl methacrylate is used as emulsions for textiles, providing finishing properties to the fabric.
Used in Leather Industry:
Butyl methacrylate is used as emulsions for leather, enhancing the quality and appearance of the final product.
Used in Paper Industry:
Butyl methacrylate is used as emulsions for paper finishing, improving the durability and appearance of paper products.
Used in Manufacturing of Contact Lenses:
Butyl methacrylate is used in the production of contact lenses, contributing to their durability and comfort.
Used in Dental Resins:
Butyl methacrylate is used as a cross-linking methacrylate monomer for dental composite materials, improving their strength and longevity.
Used in Oil Dispersible Pesticides:
Butyl methacrylate is used in the formulation of oil dispersible pesticides, enhancing their effectiveness in controlling pests.
Used in Acrylic Surface Coatings:
Butyl methacrylate is used in the production of acrylic surface coatings, providing exceptional weather resistance, high gloss, color retention, and durability.
Used in Paraffin Embedding Media:
Butyl methacrylate is used as copolymers in paraffin embedding media, aiding in the preservation and analysis of biological samples.
General Description:
Butyl methacrylate is a clear, colorless liquid with an ester-like odor. It has a flash point of 130°F and is less dense than water, making it insoluble in water and causing it to float on water. Its vapors are heavier than air. It is used to make resins, adhesives, and oil additives.

Production Methods

n-Butyl methacrylate is produced by the reaction of methacrylic acid or methyl methacrylate with butanol .

Air & Water Reactions

Flammable. Sensitive to moisture. Insoluble in water.

Reactivity Profile

Butyl methacrylate reacts exothermically with acids. Reacts with oxidizing agents. Strong oxidizing acids may cause a reaction that is sufficiently exothermic to ignite the reaction products. Heat is generated with caustic solutions. Generates flammable hydrogen with alkali metals and hydrides. Polymerizes easily .

Health Hazard

Inhalation may cause nausea because of offensive odor. Contact with liquid causes irritation of eyes and mild irritation of skin. Ingestion causes irritation of mouth and stomach.

Fire Hazard

Behavior in Fire: Containers may explode due to polymerization.

Chemical Reactivity

Reactivity with Water No reaction; Reactivity with Common Materials: No reactions; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: May occur upon exposure to heat; Inhibitor of Polymerization: 9-15 ppm monomethyl ether of hydroquinone; 90-120 ppm hydroquinone.

Safety Profile

Moderately toxic by intraperitoneal route. Mddly toxic by ingestion, inhalation, and skin contact. An experimental teratogen. Experimental reproductive effects. A skin irritant. Flammable liquid when exposed to heat or flame. Explosive in the form of vapor when exposed to heat or flame. Violent polymerization can be caused by heat, moisture, oxidizers. To fight fire, use foam, dry chemical, CO2. When heated to decomposition it emits acrid smoke and irritating fumes.

Potential Exposure

Forms an explosive mixture with air. Unless inhibitor is maintained at the proper level, oxidizers, heat, ultraviolet light, contamination, or moisture may cause polymerization. May accumulate static electrical charges and cause ignition of its vapors.

Shipping

UN2227 Butyl methacrylate, stabilized, Hazard Class: 3; Labels: 3—Flammable liquid.

Purification Methods

Purify as for butyl acrylate. [Beilstein 2 IV 1525.]

Incompatibilities

Forms an explosive mixture with air. Unless inhibitor is maintained at the proper level, oxidizers, heat, ultraviolet light, contamination, or moisture may cause polymerization. May accumulate static electrical charges and cause ignition of its vapors

InChI:InChI=1/C8H14O2/c1-4-6(2)5-7(3)8(9)10/h6H,3-5H2,1-2H3,(H,9,10)/p-1

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Relevant articles and documents

Dehydrogenative Silylation of Alkenes for the Synthesis of Substituted Allylsilanes by Photoredox, Hydrogen-Atom Transfer, and Cobalt Catalysis

A synergistic catalytic method combining photoredox catalysis, hydrogen-atom transfer, and proton-reduction catalysis for the dehydrogenative silylation of alkenes was developed. With this approach, a highly concise route to substituted allylsilanes has been achieved under very mild reaction conditions without using oxidants. This transformation features good to excellent yields, operational simplicity, and high atom economy. Based on control experiments, a possible reaction mechanism is proposed.

Silica-Supported MnII Sites as Efficient Catalysts for Carbonyl Hydroboration, Hydrosilylation, and Transesterification

Manganese, the third most abundant transition-metal element after iron and titanium, has recently been demonstrated to be an effective homogeneous catalyst in numerous reactions. Herein, the preparation of silica-supported MnII sites is reported using Surface Organometallic Chemistry (SOMC), combined with tailored thermolytic molecular precursors approach based on Mn2[OSi(OtBu)3]4 and Mn{N(SiMe3)2}2?THF. These supported MnII sites, free of organic ligands, efficiently catalyze numerous reactions: hydroboration and hydrosilylation of ketones and aldehydes as well as the transesterification of industrially relevant substrates.

METHOD FOR THE PRODUCTION PROCESS OF METHACRYL ACID ESTER

The present invention relates to a method of preparing a methacrylic acid ester by performing a transesterification reaction while air blowing an alkyl methacrylic acid ester and an alcohol in the presence of a catalyst represented by chemical formula 1, to prepare a methacrylic acid ester. According to the present invention, a method of preparing a methacrylic acid ester may prevent a polymer from being generated and also increase yield when preparing a methacrylic acid ester without using an additional polymerization inhibitor.

METHOD FOR THE PRODUCTION PROCESS OF BUTYL METHACRYLATE

The present invention relates to a preparation method of butyl methacrylate, which comprises the steps of: a) preparing butyl methacrylate through ester exchange reaction of n-butanol and methyl methacrylate in the presence of titanium tetrabutoxide catalyst; and b) removing the catalyst by adding glycerol to butyl methacrylate after the ester exchange reaction. The preparation method of butyl methacrylate in the present invention improves removal rate of residual solvents remaining after recovering the products after the ester exchange reaction, and has the catalyst removal process at low costs.COPYRIGHT KIPO 2016

METHOD FOR THE PRODUCTION PROCESS OF METHACRYL ACID ESTER

The present invention relates to a preparation method of methacrylic acid ester. The preparation method of methacrylic acid ester comprises the steps of: a) preparing methacrylic ester by having an ester exchange reaction of alcohol and alkyl methacrylic acid ester in presence of an ester exchange catalyst and a polymerization inhibitor; and b) removing the catalyst by adding methanol and water after the ester exchange reaction. The preparation method of the present invention can improve removal rate while using easily obtainable water and methanol which is one of the products of the reaction.COPYRIGHT KIPO 2016

Method of manufacturing methacrylic acid ester

The present invention relates to a method for producing methacrylic acid ester. More specifically, the present invention relates to a method for producing methacrylic acid ester, by carrying out an ester interchange reaction between methacrylate and alcohol in the presence of a catalyst and a polymerization inhibitor, which includes a step of calculating an equation for the degree of catalyst inactivity from a variable of the ester interchange reaction.(AA) Degree of catalyst inactivity, andPhi;(BB) Single input variable, andeta;COPYRIGHT KIPO 2016

METHOD FOR THE PRODUCTION PROCESS OF METHACRYL ACID

The present invention relates to a continuous production method of butyl (meth)acrylate, in which methyl (meth)acrylate and butanol undergo an ester exchange reaction in the presence of an ester exchange catalyst and a polymerization inhibitor, and gasified unreacted methyl(meth)acrylate and produced methanol, through the ester exchange reaction, are removed as an azeotropic mixture from an azeotropic tower. In the continuous production method of butyl (meth)acrylate, the reflux ratio is controlled such that temperatures inside the azeotropic tower, converted to temperatures at atmospheric pressure, remain in the following ranges: 64-65anddeg;C at the uppermost part, 65-89anddeg;C at the middle part, and 89-102anddeg;C at the bottom part, and the azeotropic mixture contains 10 ppm or less of butanol. The amount of butanol contained in the azeotropic mixture to be removed from the azeotropic tower is minimized, and thus the continuous production method of butyl (meth)acrylate of the present invention has the advantage of eliminating the need for a separate isolation process.COPYRIGHT KIPO 2016

Process for preparation of methyl methacrylate by esterification during oxidation

The invention relates to a process for preparation of methacrylic acid, comprising the steps: a) providing a feed composition comprising a main compound selected from isobutylene and tert-butyl alcohol and at least one co-compound selected from the group consisting of methanol, dimethyl ether and formaldehyde; b) subjecting the feed composition provided in step a) with at least a first part of said at least one co-compound to a catalytic reaction zone and obtaining an oxidation phase comprising methyl methacrylate and methacrylic acid. The invention also relates a process for preparation of methyl methacrylate, further comprising the step of: c) esterification of at least a part of the oxidation phase obtained in step b), to an apparatus for preparation of methacrylic acid, to an apparatus for preparation of methyl methacrylate, to a process carried out in the apparatus, to methacrylic acid, to methyl methacrylate, to methacrylate esters, to a process for preparation of a polymer comprising at least one methacrylic acid, methyl methacrylate and/or methacrylate ester monomer unit, to a polymer comprising at least one methacrylic acid, methyl methacrylate and/or methacrylate ester monomer, to a process for preparation of a composition, to a composition, to chemical products, and to the use of at least one of methacrylic acid, methyl methacrylate, methacrylate ester, a polymer and/or a composition in chemical products.

Aerobic oxidative esterification of aldehydes with alcohols by gold-nickel oxide nanoparticle catalysts with a core-shell structure

Oxidative esterification of aldehydes with alcohols proceeds with high efficiency in the presence of molecular oxygen on supported gold-nickel oxide (AuNiOx) nanoparticle catalysts. The method is environmentally benign because it requires only molecular oxygen as the terminal oxidant and gives water as the side product. The AuNiOx nanoparticles have a core-shell structure, with the Au nanoparticles at the core and the surface covered by highly oxidized NiOx. Aerobic oxidative esterification of methacrolein in methanol to methyl methacrylate is an important industrial method for the production of polymethyl methacrylate.

Fluidic devices comprising photocontrollable units

Photochromic materials that are useful for a variety of applications, including for making various unit functions of fluidic devices, particularly microfluidic devices, such as microchannels, valves and gates, using spiropyran materials, such as a polymeric composition comprising a spiropyran. In certain disclosed embodiments the spiropyran is admixed with a polymeric material. For example, the spiropyran may be intercalated into a polyalkylene or polyalkylene phthalate. The spiropyran also may be polymerized with at least one additional monomer to form a heteropolymer, such as by polymerization with styrene, styrene derivatives, acrylate and acrylate derivatives. The spiropyran compositions can be used to make, for example, a photoactuatable valve, a fluidic channel, etc. The valve may be associated with a microchannel, including photochromic microchannel. In certain disclosed embodiments, the valve, at least one microchannel, or both, are re-patternable by light exposure. Embodiments of a method for using a photochromic material in a microfluidic device also are disclosed. One disclosed embodiment concerns providing a microfluidic device comprising at least one re-patternable microchannel defined by a spiropyran photochromic material, at least one photoactuatable valve comprising the same or a different spiropyran photochromic material, or both. Spiropyran photochromic material is serially exposed to light of different wavelengths to move a fluid, to actuate a gate or valve, or both.