35233-69-3

Basic information

• Product Name: METHYL METHACRYLATE-D8
• Synonyms: METHYL-D3 METHACRYLATE-D5;METHYL METHACRYLATE-D8;3-d2acid,2-(methyl-d3)-2-propenoic-methyl-d3ester;(2H3)methyl (3,3,alpha,alpha,alpha-2H5)methacrylate;METHYL-D3 METHACRYLATE-D5, 99 ATOM % D;2-Propenoic-3,3-d2 acid, 2-(methyl-d3)-, methyl-d3 ester;Methyl methacrylate-D8 99.50 Atom % D;METHYL-D3 METHACRYLATE-D5, STABILIZED, 99.5 ATOM% D, FOR NMR
• CAS NO: 35233-69-3
• Molecular Formula: C₅H₈O₂
• Molecular Weight: 108.17
• EINECS: 252-449-9
• Mol File: 35233-69-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: −48 °C(lit.)
• Boiling Point: 100 °C(lit.)
• Flash Point: 50 °F
• Appearance: colourless liquid
• Density: 1.011 g/mL at 25 °C
• Refractive Index: n20/D 1.413(lit.)
• Storage Temp.: 0-6°C
• Stability: Stable, but may polymerize upon exposure to light. Highly flammable - store cold. Hygroscopic. Incompatible with oxidizing agent
• CAS DataBase Reference: METHYL METHACRYLATE-D8(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL METHACRYLATE-D8(35233-69-3)
• EPA Substance Registry System: METHYL METHACRYLATE-D8(35233-69-3)

Safety Data

• Hazard Codes: F,Xi
• Statements: 11-37/38-43
• Safety Statements: 24-37-46
• RIDADR: UN 1247 3/PG 2
• WGK Germany: 1
• RTECS: OZ5075000
• Hazardous Substances Data: 35233-69-3(Hazardous Substances Data)

Usage

Chemical Properties

colourless liquid

Uses

Methyl Methacrylate-d8 (CAS# 35233-69-3) is a useful isotopically labeled research compound.

Upstream product

• 811-98-3 d⁽⁴⁾-methanol 
• 645411-28-5 2-(hydroxy-d1)-2-(methyl-d3)-propanenitrile-3,3,3-d3 
• 865-49-6 chloroform-d1 
• 666-52-4 [⁽²⁾H₆]acetone 
• 75-25-2 Bromoform 
• 1849-29-2 1,1,1-trideuteromethanol 
• 40662-43-9 2-hydroxy-2-[²H₃]methyl-[²H₃]propionitrile 

Downstream Products

• 1411119-84-0 5-(3-methoxy-2-methyl-3-oxopropyl)-1,3,4-triphenyl-4H-1,2,4-triazol-1-ium chloride 
• 1450925-46-8 C₂₅H₂₃⁽²⁾HN₃O₂⁽¹⁺⁾*Cl^(1-) 

Relevant articles and documents

Cyanide-Free One-Pot Synthesis of Methacrylic Esters from Acetone

Methacrylic esters, represented by methyl methacrylate (MMA), are widely used as commodity chemicals. Here, the one-pot synthesis of methacrylic esters from acetone, a haloform and alcohols in the presence of an organic base is described. Using DBU as the organic base for the reaction of acetone, chloroform and methanol in acetonitrile afforded MMA in 66 % yield. When the solvent was replaced by benzonitrile, the product MMA was successfully purified by distillation. Applicability of this process to various alcohols was also investigated to show ethyl, phenyl, CF3CH2, and n-C6F13CH2CH2 esters were obtained in moderate yields. The use of bromoform instead of chloroform resulted in the improvement of the yield, for example, methyl and n-C6F13CH2CH2 esters up to 81 and 70 %, respectively. The reaction with deuterated starting materials acetone-d6 and MeOH-d4, with DBU in acetonitrile afforded deuterated MMA (MMA-d8) in 70 % yield.

METHOD FOR PRODUCING DEUTERATED METHYL METHACRYLATE

A method for producing MMA-d8 which includes a step of exchanging D in hydroxyl group of methanol-d4 represented by the formula: CD3OD with H to prepare the methanol-d3 represented by the formula CD3OH and simultaneously recovering a deuterium-containing compound, and a step of reacting methanol-d3 with sulfuric acid salt of methacrylic acid amide represented by the formula CD2=(CD3)CO(NH2·H2SO4) to prepare MMA-d8 represented by the formula: CD2=(CD3)COOCD3.

LIVING POLYMERIZATION OF METHACRYLIC ESTERS WITH ALUMINIUM PORPHYRIN INITIATORS. AXIAL LIGAND EXCHANGE ACTIVITIES OF ALKYL- AND ENOLATE-ALUMINIUM PORPHYRINS IN RELATION TO THE POLYMERIZATION MECHANISM

Polymerization of methacrylic esters such as benzyl methacrylate using as initiator an-equimolar mixture of methylaluminium 5,10,15,20-tetraphenylporphine and 2,7,12,17-tetramethyl-3,8,13,18-tetramethylporphine proceeded from both initiators, affording a unimodal polymer of narrow molecular weight distribution, although the reactivities of (TPP)AlMe and (EtioP)AlMe are very different from each other. 1H NMR studies on a mixture of two different (porphinato)aluminium enolates, the growing species, and a mixture of a (porphinato)aluminium enolate and an alcoholate, in the absence and presence of methyl methacrylate (MMA or MMA-d8), indicated an acyclic transition state polymerization mechanism by the participation of two aluminium porphyrin molecules, where the growing species always exchange their enolate ligands whenever it grows.