Methyl 2-(acetoxymethyl)acrylate

Base Information

• Chemical Name: Methyl 2-(acetoxymethyl)acrylate
• CAS No.: 30982-08-2
• Molecular Formula: C7H10 O4
• Molecular Weight: 158.154
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID20437970
• Nikkaji Number: J623.579D
• Wikidata: Q72486484
• Mol file: 30982-08-2.mol

Synonyms:METHYL 2-(ACETOXYMETHYL)ACRYLATE;30982-08-2;Methyl 2-(acetyloxymethyl)prop-2-enoate;2-[(Acetyloxy)methyl]-2-propenoic acid methyl ester;SCHEMBL351718;2-Propenoic acid, 2-[(acetyloxy)methyl]-, methyl ester;DTXSID20437970;AMY38462;MFCD00129934;METHYL2-(ACETOXYMETHYL)ACRYLATE;methyl2-(acetyloxymethyl)prop-2-enoate;DS-14570;2-(Acetoxymethyl)acrylic acid methyl ester;CS-0132287;FT-0698206;C74591

Chemical Property of Methyl 2-(acetoxymethyl)acrylate

Chemical Property:

• Boiling Point: 212℃
• Flash Point: 100℃
• PSA: 52.60000
• Density: 1.083
• LogP: 0.27870
• Storage Temp.: 2-8°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 158.05790880
• Heavy Atom Count: 11
• Complexity: 183

Purity/Quality:

98%Min ^*data from raw suppliers

Methyl2-(acetoxymethyl)acrylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC(=C)C(=O)OC

Technology Process of Methyl 2-(acetoxymethyl)acrylate

There total 7 articles about Methyl 2-(acetoxymethyl)acrylate 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: 100.0%

methyl 2-hydroxymethylacrylate (15484-46-5) + acetyl chloride (75-36-5) → methyl 2-(1-acetoxymethyl)acrylate (30982-08-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 18h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.1c00711

Reference yield: 78.0%

methyl 2-hydroxymethylacrylate (15484-46-5) + acetic anhydride (108-24-7) → methyl 2-(1-acetoxymethyl)acrylate (30982-08-2)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b03522

Reference yield:

methanol (67-56-1) + Propargyl acetate (627-09-8) + carbon monoxide (201230-82-2) → methyl 2-(1-acetoxymethyl)acrylate (30982-08-2)

Guidance literature:

With diphenyl-(6-methyl-pyridin-2-yl)phosphine; In 1,2-dichloro-ethane; at 50 ℃; for 4h; under 22801.5 Torr; Reagent/catalyst; Temperature; Pressure; Catalytic behavior; Autoclave; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.mcat.2020.111179

upstream raw materials:

C₈H₁₁N₃O₆

acetic acid

methyl 2-hydroxymethylacrylate

acetic anhydride

Downstream raw materials:

2-[((E)-Hexa-3,5-dienyl)oxymethyl]-acrylic acid methyl ester

methyl α-(methoxycarbonylaminomethyl)acrylate

(1R,2S,6R,7R,9S)-(-)-9-(tert-butyldiphenylsilyloxy)-6-<(1S)-1-hydroxy-3-methylene-4-(tert-butyldimethylsilyloxy)butyl>-3,5,8-trioxa-10-azatricyclo<7.3.1.0^2,7>tridecan-11-one

3-(2'-methoxycarbonyl-2'-propenyl)-5-methylindole