2-Methyl-5-methyleneadipic acid

Base Information

• Chemical Name: 2-Methyl-5-methyleneadipic acid
• CAS No.: 5363-70-2
• Molecular Formula: C8H12 O4
• Molecular Weight: 172.181
• Hs Code.: 2917190090
• European Community (EC) Number: 226-352-7
• DSSTox Substance ID: DTXSID10968400
• Nikkaji Number: J217.929F
• Mol file: 5363-70-2.mol

Synonyms:2-Methyl-5-methyleneadipic acid;5363-70-2;2-methyl-5-methylenehexanedioic acid;EINECS 226-352-7;2-methyl-5-methylidenehexanedioic acid;SCHEMBL194542;DTXSID10968400

Chemical Property of 2-Methyl-5-methyleneadipic acid

Chemical Property:

• Vapor Pressure: 9.57E-07mmHg at 25°C
• Boiling Point: 377.6°Cat760mmHg
• Flash Point: 196.4°C
• PSA: 74.60000
• Density: 1.186g/cm³
• LogP: 1.12810
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 172.07355886
• Heavy Atom Count: 12
• Complexity: 207

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC(=C)C(=O)O)C(=O)O

Technology Process of 2-Methyl-5-methyleneadipic acid

There total 11 articles about 2-Methyl-5-methyleneadipic acid 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: 97.0%

poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) + methacryloyl anhydride (760-93-0) + hydroquinone (123-31-9,8027-02-9) → hex-1-ene-2,5-dicarboxylic acid (5363-70-2) + 4-hydroxyphenyl methacrylate (31480-93-0)

Guidance literature:

at 120 ℃; for 4h; Product distribution / selectivity;

Reference yield: 10.4%

poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) → 2-methyllactic acid (594-61-6) + hex-1-ene-2,5-dicarboxylic acid (5363-70-2) + isopropyl alcohol (67-63-0,8013-70-5) + acetone (67-64-1)

Guidance literature:

With water; at 230 ℃; for 1h; Further byproducts given; sealed tube;

Reference yield:

→ hex-1-ene-2,5-dicarboxylic acid (5363-70-2)

Guidance literature:

With sulfuric acid;

DOI:10.1021/ja01583a060

upstream raw materials:

dimethyl 2-methyl-5-methylenehexanodioate

Methacrylamide

poly(methacrylic acid)

crotonic acid sodium salt

Downstream raw materials:

2,5-dimethyladipic acid

meso-2,5-dimethyl-adipic acid

Refernces

• 1、 Akutsu, Fumihiko,Aoyagi, Kaoru,Nishimura, Nozomu,Kudoh, Masaaki,Kasashima, Yoshio,Inoki, Mari,Naruchi, Kiyoshi. "Thermal dimerization of alkali and alkaline earth acrylate-but-3-enoate and methacrylate-but-3-enoate binary systems in the solid state". . p. 889 - 892. Retrieved 2007/10/03.
• 2、 Zil'berman, E. N.,Salov, V. N.,Krasnov, V. L.,Gredniger, M. V.. "HIGH-TEMPERATURE HYDRATION OF ACRYLIC AND METHACRYLIC ACIDS". . p. 29 - 32. Retrieved 2007/10/02.