101-43-9

Basic information

• Product Name: 2-Methyl-2-propenoic acid cyclohexyl ester
• Synonyms: 2-methyl-2-propenoic acid cyclohexyl ester;METHACRYLIC ACID CYCLOHEXYL ESTER;CHMA;CYCLOHEXYL METHACRYLATE;CYCLOHEXYL A-METHYLACRYLATE;2-methyl-2-propenoicacicyclohexylester;2-Propenoicacid,2-methyl-,cyclohexylester;Ageflex CHMA
• CAS NO: 101-43-9
• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.23
• EINECS: 202-943-5
• Mol File: 101-43-9.mol

Chemical Properties

• Boiling Point: 68-70 °C4 mm Hg(lit.)
• Flash Point: 181 °F
• Appearance: Clear colorless to slightly yellow/Liquid
• Density: 0.964 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.197mmHg at 25°C
• Refractive Index: n20/D 1.458(lit.)
• Storage Temp.: 2-8°C
• Water Solubility: negligible
• BRN: 2045235
• CAS DataBase Reference: 2-Methyl-2-propenoic acid cyclohexyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-2-propenoic acid cyclohexyl ester(101-43-9)
• EPA Substance Registry System: 2-Methyl-2-propenoic acid cyclohexyl ester(101-43-9)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-R36/37/38-43-36-22
• Safety Statements: 26-28-37/39-S37/39-S26-46-24/25-36/37
• WGK Germany: 1
• TSCA: Yes
• Hazardous Substances Data: 101-43-9(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to slightly yellow liquid

Flammability and Explosibility

Nonflammable

Purification Methods

Purify as for methyl methacrylate (p 164). [Tong & Kenyon J Am Chem Soc 68 1355 1946, Beilstein 6 III 25, 6 IV 39.]

InChI:InChI=1/C10H16O2/c1-8(2)10(11)12-9-6-4-3-5-7-9/h9H,1,3-7H2,2H3

Upstream product

• 80-62-6 methacrylic acid methyl ester 
• 108-93-0 cyclohexanol 
• 594-61-6 2-methyllactic acid 
• 79-41-4 poly(methacrylic acid) 
• 92-84-2 10H-phenothiazine 
• 78-85-3 2-methylpropenal 

Downstream Products

• 63535-50-2 (S)-2-(O²,O³-isopropylidene-β-D-ribofuranosyl)-5-methyl-isoxazolidine-5-carboxylic acid cyclohexyl ester 
• 63535-49-9 (R)-2-(O²,O³-isopropylidene-β-D-ribofuranosyl)-5-methyl-isoxazolidine-5-carboxylic acid cyclohexyl ester 
• 119039-12-2 3-Dimethylcarbamoyl-1-methyl-cyclopent-3-enecarboxylic acid cyclohexyl ester 
• 119039-10-0 3-Diisopropylcarbamoyl-1,4-dimethyl-cyclopent-3-enecarboxylic acid cyclohexyl ester 
• 110426-81-8 N,N-diisopropyl-4-<(cyclohexyloxy)carbonyl>-4-methylcyclopent-1-ene-carboxamide 
• 119039-13-3 1-Methyl-3-phenylcarbamoyl-cyclopent-3-enecarboxylic acid cyclohexyl ester 
• 34900-11-3 α-hydroxy-isobutyric acid cyclohexyl ester 
• 16149-89-6 8-methylbicyclo[4.3.0]non-1⁶-en-7-one 
• 663155-50-8 2-methyl-3a,4,5,6,7,7a-hexahydro-inden-1-one 
• 100351-41-5 MoH(CHC(CH₃)C(O)OC₆H₁₁)((C₆H₅)2PCH₂CH₂P(C₆H₅)2)2 
• 1310686-73-7 cyclohexyl 2-methyl-3-nitroacrylate 

Relevant articles and documents

Ester manufacturing method (by machine translation)

PROBLEM TO BE SOLVED: To produce an ester compound by transesterification using an inexpensive and low toxic inorganic compound. SOLUTION: Transesterification of an ester compound and an alcohol compound is carried out under the presence of lanthanum nitrate (for example, lanthanum nitrate hexahydrate) and a phosphine compound (for example, tri-n-octylphosphine), thereby obtaining the ester product. For example, transesterification of dimethyl carbonate and benzyl alcohol is carried out under the presence of 1 mol% of lanthanum nitrate hexahydrate, and 2 mol% of tri-n-octylphosphine, thereby obtaining benzyl methylcarbonate at a yield of >99%. COPYRIGHT: (C)2012,JPO&INPIT

Ligand-assisted rate acceleration in lanthanum

The transesterification of an equimolar mixture of carboxylic esters and primary (1°), secondary (2°), and tertiary (3°) alcohols in hydrocarbon solvents was promoted with high efficiency by a lanthanum(III) complex, which was prepared in situ from lanthanum (III) isopropoxide (1 mol %) and 2-(2-methoxyethoxy)ethanol (2 mol %). The present La(III) catalyst was highly effective for the chemoselective transesterification in the presence of competitive 1°-and 2°-amines. Remarkably, esters were obtained in good to excellent yields as colorless materials without an inconvenient workup procedure.

CONTINUOUS METHOD FOR PRODUCING CYCLOHEXYL(METH)ACRYLATE

The invention relates to a continuous method for producing cyclohexyl(meth)acrylate by acid catalyst esterification of a pure (meth)acrylate in the presence of an esterification water entrainer and a polymerisation inhibitor consisting in esterificating a (meth)acrylic acid (1) with a cyclohexanol (2) in the presence of an acid catalyst (3), the polymerisation inhibitor (4) and the esterification water entrainer (5) in a reaction area (A), in withdrawing said esterification water in the azeotrope form with the entrainer and the thus obtained product (stage A) to a distillation area which is close-coupled to the reaction area (A), in neutralising the reaction product, wherein the acid catalyst (3) and the (meth)acrylic acid (1) are neutralised by the reaction product resulting from the esterification by means of an alkali solution in such a way that a raw cyclohexyl (meth)acrylate is obtained (stage B), in washing the raw cyclohexyl (meth)acrylate obtained at the stage (B), wherein salt rests are separated from the raw cyclohexyl (meth)acrylate (stage C)and in subsequently separating by distillation the raw cyclohexyl(meth)acrylate (stages from D to G).

Process for the conversion of aldehydes to esters

A process for the conversion of aldehydes to esters, specifically acrolein or methacrolein to methyl acrylate or methyl methacrylate, respectively. Essentially in the absence of water, an aldehyde is contacted with an oxidizing agent to form an intermediate and then the intermediate is contacted with a diol or an alcohol to form an ester or diester. Preferably, the oxidizing agent is also a chlorinating agent. Specifically, acrolein or methacrolein is contacted with an oxidizing/chlorinating agent, such as t-butyl hypochlorite, and the chlorinated compound is contacted with an alcohol, such as methanol, to form methyl acrylate or methyl methacrylate, respectively. Generally, the order of addition is for the oxidizing agent to be added to the aldehyde, specifically for t-butyl hypochlorite to be added to acrolein or methacrolein, and for the diol or alcohol to be added to the intermediate, specifically for the methanol to be added to the reaction product of acrolein or methacrolein and t-butyl hypochlorite. The process of the present invention can be carried out in the absence or in the presence of solvent. Generally, better methyl acrylate or methyl methacrylate yields are obtained at lower reaction temperatures.

Production of methacrylates

Methacrylates, particularly, esters of methacrylic acid with an alcohol having two or more carbon atoms or a polyhydric alcohol are produced by a one-stage reaction of α-hydroxyisobutyric acid and/or its ester with an alcoholic compound in the presence of a solid catalyst.

Production of methacrylates

Methacrylates, particularly, esters of methacrylic acid with an alcohol having two or more carbon atoms or a polyhydric alcohol are produced by a one-stage reaction of α-hydroxyisobutyric acid and/or its ester with an alcoholic compound in the presence of a solid catalyst.

N-oxyl compounds, process for the preparation thereof, and process for inhibiting the polymerization of vinyl monomers with the same

Disclosed are novel N-oxyl compounds of the following formula (1). wherein n is an integer of 1 to 18; R1and R2are each hydrogen or methyl, but at least one of them is hydrogen; R3, R4, R5and R6are each a straight-chain or branched alkyl group; and R7is hydrogen or (meth)acryloyl. When these compounds are added to vinyl monomers such as α,β-unsaturated carboxylic acids and esters thereof, they exhibit a satisfactory polymerization-inhibiting effect even at low contents and even at elevated temperatures.

Process for producing methacrylic acid esters

In a process for producing a methacrylic acid ester by subjecting methyl methacrylate and an alcohol to a transesterification reaction in the presence of a catalyst and a polymerization inhibitor, the filtration time of catalyst and the like can be shortened by making a total water content in the catalyst, alcohol and methyl methacrylate 1000 ppm or less, or the generation of large bubbles during the reaction can be prevented by adding the starting alcohol to the reaction system at the alcohol conversion of 40% or more, or high catalytic activity is obtained even if a secondary or tertiary alcohol is used as a starting material by using as a catalyst that obtained by drying lithium hydroxide monohydrate with heating, these effects being also obtained by combining individual conditions.