cis-1,2,3,6-Tetrahydro-4-methylphthalic anhydride

Base Information

• Chemical Name: cis-1,2,3,6-Tetrahydro-4-methylphthalic anhydride
• CAS No.: 1694-82-2
• Molecular Formula: C9H10 O3
• Molecular Weight: 166.177
• European Community (EC) Number: 216-906-6
• Nikkaji Number: J415.385E
• Wikidata: Q76005921
• Mol file: 1694-82-2.mol

Synonyms:cis-1,2,3,6-Tetrahydro-4-methylphthalic anhydride;EINECS 216-906-6;SCHEMBL2265750;LS-84336;W-109697;5-Methyl-1,3,3aalpha,4,7,7aalpha-hexahydroisobenzofuran-1,3-dione

Chemical Property of cis-1,2,3,6-Tetrahydro-4-methylphthalic anhydride

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 64-65 °C
• Boiling Point: 308.9°Cat760mmHg
• Flash Point: 146.8°C
• PSA: 43.37000
• Density: 1.221g/cm³
• LogP: 1.04230
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 278

Purity/Quality:

99% ^*data from raw suppliers

cis-4-Methyl-1,2-3,6-tetrahydrophthalicAnhydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCC2C(C1)C(=O)OC2=O
• Isomeric SMILES: CC1=CC[C@@H]2[C@H](C1)C(=O)OC2=O
• Uses: cis-4-Methyl-1,2-3,6-tetrahydrophthalic Anhydride is a potential antigen in animals.

Technology Process of cis-1,2,3,6-Tetrahydro-4-methylphthalic anhydride

There total 7 articles about cis-1,2,3,6-Tetrahydro-4-methylphthalic 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: 98.0%

maleic anhydride (108-31-6) + isoprene (78-79-5,9003-31-0) → cis-3a,4,7,7a-tetrahydro-5-methyl-1,3-isobenzofurandione (1694-82-2)

Guidance literature:

In acetonitrile; at 60 ℃; Flow reactor; Large scale;

DOI:10.1021/op700015f

Reference yield:

→ cis-3a,4,7,7a-tetrahydro-5-methyl-1,3-isobenzofurandione (1694-82-2)

Guidance literature:

With acetic anhydride;

Reference yield:

(+/-)-4-methyl-cyclohex-4-ene-1r,2t-dicarboxylic acid-anhydride (1694-82-2,3425-89-6,58863-19-7,135184-96-2) → cis-3a,4,7,7a-tetrahydro-5-methyl-1,3-isobenzofurandione (1694-82-2)

Guidance literature:

at 200 ℃; unter Stickstoff;

upstream raw materials:

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

maleic anhydride

isoprene

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

Downstream raw materials:

(+/-)-4c-methyl-cyclohexane-1r,2t-dicarboxylic acid-anhydride

(+/-)-4t-methyl-cyclohexane-1r,2t-dicarboxylic acid-anhydride

(+/-)-4r,5c-bis-hydroxymethyl-1-methyl-cyclohexene

4-Methylcyclohexen-4-cis-1,2-dicarboximid

Refernces

• 1、 Fringuelli, Francesco,Girotti, Rugiada,Pizzo, Ferdinando,Vaccaro, Luigi. "[AlCl3 + 2THF]: A new and efficient catalytic system for Diels-Alder cycloaddition of α,β-unsaturated carbonyl compounds under solvent-free conditions". . p. 2487 - 2489. Retrieved 2007/10/03.
• 2、 Hall, H. K.,Nogues, P.,Rhoades, J. W.,Sentman, R. C.,Detar, M.. "(Carbomethoxy)maleic Anhydride, a Highly Reactive New Dienophile and Comonomer". . p. 1451 - 1455. Retrieved 2007/10/02.