1,2,3,6-Tetrahydromethylphthalic anhydride

Base Information

• Chemical Name: 1,2,3,6-Tetrahydromethylphthalic anhydride
• CAS No.: 42498-58-8
• Deprecated CAS: 106043-39-4,107845-04-5,126968-21-6,162355-24-0,162774-69-8,39363-65-0,39475-52-0,78214-29-6,79217-82-6,83712-43-0,111366-44-0,118772-35-3,243130-22-5,1291057-60-7,923924-50-9,1383442-73-6,179607-42-2,851379-03-8,886841-11-8,2003180-25-2,2098834-71-8
• Molecular Formula: C9H10 O3
• Molecular Weight: 166.177
• Hs Code.: 2932999099
• European Community (EC) Number: 255-853-3
• DSSTox Substance ID: DTXSID40962532
• Nikkaji Number: J169.052C
• Wikidata: Q27095636
• Metabolomics Workbench ID: 58851
• Mol file: 42498-58-8.mol

Synonyms:2-methyl-3-(2,4,5-trihydroxyphenyl)alanine;2-methyl-3-(2,4,5-trihydroxyphenyl)alanine hydrochloride, (D-Tyr)-isomer;2-methyl-3-(2,4,5-trihydroxyphenyl)alanine hydrochloride, (DL-Tyr)-isomer;2-methyl-3-(2,4,5-trihydroxyphenyl)alanine hydrochloride, (L-Tyr)-isomer;2-methyl-3-(2,4,5-trihydroxyphenyl)alanine, (L-Tyr)-isomer;MTHPA

Chemical Property of 1,2,3,6-Tetrahydromethylphthalic anhydride

Chemical Property:

• Boiling Point: 292.4°Cat760mmHg
• Flash Point: 136.1°C
• PSA: 43.37000
• Density: 1.251g/cm³
• LogP: 1.04230
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 280

Purity/Quality:

99% ^*data from raw suppliers

3a-Methyl-3a,4,7,7a-tetrahydroisobenzofuran-1,3-dione 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CC=CCC1C(=O)OC2=O

Technology Process of 1,2,3,6-Tetrahydromethylphthalic anhydride

There total 8 articles about 1,2,3,6-Tetrahydromethylphthalic anhydride 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: 90.0%

3-Sulfolene (77-79-2) + citraconic acid anhydride (616-02-4) → 1-methyl-cis-4-cyclohexene-1,2-dicarboxylic anhydride (25357-31-7,42498-58-8,53526-84-4,74438-01-0)

Guidance literature:

With hydroquinone; In toluene; at 120 ℃; for 4h; in sealed bomb reactor;

DOI:10.1002/mrc.1270160403

Reference yield:

(+/-)-1-methyl-cyclohex-4-ene-1r,2t-dicarboxylic acid (31915-48-7,31916-33-3,31916-34-4,35216-42-3,35216-43-4,84029-85-6) → 1-methyl-cis-4-cyclohexene-1,2-dicarboxylic anhydride (25357-31-7,42498-58-8,53526-84-4,74438-01-0)

Guidance literature:

With acetyl chloride;

DOI:10.1007/s12122-002-1007-5

Reference yield:

Mesaconic acid (498-24-8,7407-59-2) → 1-methyl-cis-4-cyclohexene-1,2-dicarboxylic anhydride (25357-31-7,42498-58-8,53526-84-4,74438-01-0)

Guidance literature:

Multi-step reaction with 2 steps

1: dioxane / 175 °C

2: acetyl chloride

With 1,4-dioxane; acetyl chloride;

DOI:10.1007/s12122-002-1007-5

upstream raw materials:

citraconic acid anhydride

buta-1,3-diene

citraconic acid

(+/-)-1-methyl-cyclohex-4-ene-1r,2t-dicarboxylic acid

Downstream raw materials:

(+/-)-1-methyl-cyclohex-4-ene-1r,2t-dicarboxylic acid-1-methyl ester

(+/-)-1-methyl-cyclohexane-1r,2t-dicarboxylic acid-anhydride

carboxaldehyde

carboxylic acid methyl ester

Refernces