(2,2-Dimethyl-1,3-dioxolan-4-yl)methyl methacrylate

Base Information

• Chemical Name: (2,2-Dimethyl-1,3-dioxolan-4-yl)methyl methacrylate
• CAS No.: 7098-80-8
• Deprecated CAS: 96614-23-2,1106851-48-2,1174669-92-1
• Molecular Formula: C10H16O4
• Molecular Weight: 200.235
• European Community (EC) Number: 230-408-6
• UNII: C58H6JXO5L
• DSSTox Substance ID: DTXSID40884285
• Nikkaji Number: J227.378K
• Wikidata: Q27275207
• Mol file: 7098-80-8.mol

Synonyms:(2,2-Dimethyl-1,3-dioxolan-4-yl)methyl methacrylate;7098-80-8;Solketal methacrylate;isopropylideneglyceryl methacrylate;2-Propenoic acid, 2-methyl-, (2,2-dimethyl-1,3-dioxolan-4-yl)methyl ester;(2,2-dimethyl-1,3-dioxolan-4-yl)methyl 2-methylprop-2-enoate;UNII-C58H6JXO5L;C58H6JXO5L;EINECS 230-408-6;GMAK;BISOMER IPGMA;MMDOL 30;SCHEMBL378537;DTXSID40884285;AM90232;BS-53320;FT-0696013;E83818;ISOPROPYLIDENEGLYCERYL METHACRYLATE [INCI];(2,2-Dimethyl-1,3-dioxolan-4-yl)methylmethacrylate;Q27275207;2-Propenoic acid, 2-methyl-, (2,2-dimethyl-1,3-dioxolan-4-yl)methylester;Solketal methacrylate, 50 wt. % in dichloromethane, contains ~280 ppm 4-tert-Butylcatechol as inhibitor;Solketal methacrylate, 50wt.% in dichloromethane, contains ~280 ppm 4-tert-Butylcatechol as inhibitor

Chemical Property of (2,2-Dimethyl-1,3-dioxolan-4-yl)methyl methacrylate

Chemical Property:

• Vapor Pressure: 0.00537mmHg at 25°C
• Refractive Index: 1.436
• Boiling Point: 275℃
• Flash Point: 116℃
• PSA: 44.76000
• Density: 1.028
• LogP: 1.25720
• Storage Temp.: ?20°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 200.10485899
• Heavy Atom Count: 14
• Complexity: 245

Purity/Quality:

99.9% ^*data from raw suppliers

Solketal methacrylate 50wt. % in dichloromethane, contains ~280ppm 4- ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 10-37/38-40-41
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)C(=O)OCC1COC(O1)(C)C

Technology Process of (2,2-Dimethyl-1,3-dioxolan-4-yl)methyl methacrylate

There total 4 articles about (2,2-Dimethyl-1,3-dioxolan-4-yl)methyl 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: 67.0%

methacrylic acid methyl ester (80-62-6,114512-63-9,143476-91-9,25188-98-1,9011-14-7) + (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol (100-79-8,36543-79-0) → 2-methyl-acrylic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester (7098-80-8)

Guidance literature:

With titanium(IV) isopropylate; 1,4-phenylenediamine; In cyclohexane; for 15h; Heating;

DOI:10.1021/jo00213a020

Reference yield: 64.0%

10H-phenothiazine (92-84-2) + (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol (100-79-8,36543-79-0) → 2-methyl-acrylic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester (7098-80-8)

Guidance literature:

With sodium carbonate;

Reference yield: 64.0%

(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol (100-79-8,36543-79-0) + Methacryloyl chloride (920-46-7,26937-45-1) → 2-methyl-acrylic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester (7098-80-8)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 48h;

DOI:10.1039/b618079e

upstream raw materials:

methacrylic acid methyl ester

(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol

2,3-Epoxypropyl methacrylate

acetone

Downstream raw materials:

2,3-dihydroxypropyl methacrylate

Refernces

• 1、 -. "Process for the Production of Diols". Page/Page column 3; 4. . Retrieved 2010/10/19.
• 2、 Shevchuk,Gorokhova,Podgornova. "Effect of various factors on the reaction of glycidyl methacrylate with some carbonyl compounds". . p. 832 - 834. Retrieved 2007/10/03.