4-Methyl-1,2,3,6-tetrahydrophthalic anhydride

Base Information

• Chemical Name: 4-Methyl-1,2,3,6-tetrahydrophthalic anhydride
• CAS No.: 3425-89-6
• Deprecated CAS: 101466-43-7,110617-56-6,110617-56-6
• Molecular Formula: C9H10O3
• Molecular Weight: 166.177
• Hs Code.: 2932999099
• European Community (EC) Number: 222-323-8
• NSC Number: 52669
• DSSTox Substance ID: DTXSID6058714
• Nikkaji Number: J169.054J
• Mol file: 3425-89-6.mol

Synonyms:3425-89-6;5-methyl-3a,4,7,7a-tetrahydroisobenzofuran-1,3-dione;4-Methyl-4-cyclohexene-1,2-dicarboxylic anhydride;4-Methyl-1,2,3,6-tetrahydrophthalic anhydride;1,2,3,6-Tetrahydro-4-methylphthalic anhydride;5-Methyl-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione;Isomethyltetrahydrophthalic anhydride;1,3-Isobenzofurandione, 3a,4,7,7a-tetrahydro-5-methyl-;4-Methyl-.DELTA.4-tetrahydrophthalic anhydride;EINECS 222-323-8;MFCD00023106;NSC 52669;4-Methyl-delta-4-tetrahydrophthalic anhydride;EC 222-323-8;4-Cyclohexene-1,2-dicarboxylic anhydride, 4-methyl-;EINECS 216-906-6;NSC-52669;SCHEMBL354462;1,3-Isobenzofurandione, 3a,4,7,7a-tetrahydro-5-methyl-, cis-;4-Cyclohexene-1, 4-methyl-;5-METHYL-3A,4,7,7A-TETRAHYDRO-ISOBENZOFURAN-1,3-DIONE;DTXSID6058714;KBH-1089;NSC52669;BBL009750;STK796835;AKOS002262973;AKOS016038452;AC-9647;1, 3a,4,7,7a-tetrahydro-5-methyl-;AC-19636;SY036890;4-Methyl-1,3,6-tetrahydrophthalic anhydride;FT-0623924;M1192;4-Methyl-DELTA.4-tetrahydrophthalic anhydride;4-Methyl-DELTA4-tetrahydrophthalic Anhydride;4-Methyltetrahydrophthalic anhydride, 4-MTHPA;T72335;4-Methyl-.delta.-4-tetrahydrophthalic anhydride;4-methyl-4-cyclohexene-1,2dicarboxylic anhydride;(E)-4-Methyl-1,2,3,4-tetrahydrophthalic anhydride;cis-4-Methyl-1,2-3,6-tetrahydrophthalic Anhydride;J-019527;W-107163;1,3-Isobenzofurandione, tetrahydro-5-methyl-, trans-;4-Methyl-cis-4-cyclohexene-1,2-decarboxylic Anhydride;cis-4-Methyl-4-cyclohexene-1,2-dicarboxylic Anhydride;3a,4,7,7a-Tetrahydro-5-methyl-1,3-isobenzofurandione;1,3-Isobenzofurandione, 3a,4,7,7a-tetrahydro-5-methyl-, trans-

Chemical Property of 4-Methyl-1,2,3,6-tetrahydrophthalic anhydride

Chemical Property:

• Appearance/Colour: Crystalline powder
• Vapor Pressure: 0.000957mmHg at 25°C
• Melting Point: 59-60 °C
• Refractive Index: 1.507
• Boiling Point: 303 °C at 760 mmHg
• Flash Point: 142.9 °C
• PSA: 43.37000
• Density: 1.204 g/cm³
• LogP: 1.04230
• Storage Temp.: 2-8°C
• Water Solubility.: 13.2g/L at 20℃
• 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

4-Methyl-4-cyclohexene-1,2-dicarboxylic Anhydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R41:Risks of serious damage to eyes.; R42/43:May cause sensitization by inhalation and skin contact.
• Hazard Codes: R41:Risks of serious damage to eyes.; R42/43:May cause sensitization by inhalation and skin contact.
• Statements: 41-42/43
• Safety Statements: 22-24-26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCC2C(C1)C(=O)OC2=O

Technology Process of 4-Methyl-1,2,3,6-tetrahydrophthalic anhydride

There total 6 articles about 4-Methyl-1,2,3,6-tetrahydrophthalic 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: 99.0%

maleic anhydride (108-31-6) + isoprene (78-79-5,9003-31-0) → 4-methyl-1,2,3,6-tetrahydrophthalic anhydride (3425-89-6)

Guidance literature:

for 0.0833333h; stereoselective reaction; Microwave irradiation; Sealed tube;

DOI:10.3390/molecules26071923

Reference yield:

isoprene (78-79-5,9003-31-0) → 4-methyl-1,2,3,6-tetrahydrophthalic anhydride (3425-89-6)

Guidance literature:

Reference yield:

→ 4-methyl-1,2,3,6-tetrahydrophthalic anhydride (3425-89-6)

Guidance literature:

DOI:10.1007/BF00947393

upstream raw materials:

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

maleic anhydride

isoprene

Downstream raw materials:

cis-3a,4,7,7a-tetrahydro-5-methyl-1,3-isobenzofurandione

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

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

4-Methyl-cyclohex-4-en-cis-1,2-dicarbonsaeure

Refernces

• 1、 Krasnoperov,Glebov,Krishtopa,Stepanov. "Kinetics of Diels-Alder reaction of maleic anhydride and isoprene in supercritical CO2". . p. 9427 - 9435. Retrieved 2001.
• 2、 Ikushima, Yutaka,Saito, Norio,Arai, Masahiko. "High-Pressure Fourier Transform Infrared Spectroscopy Study of the Diels-Alder Reaction of Isoprene and Maleic Anhydride in Supercritical Carbon Dioxide". . p. 282 - 284. Retrieved 1991.
• 3、 Chrobok, Anna,Jarz?bski, Andrzej,Latos, Piotr,Markiton, Magdalena,Matuszek, Karolina,Swad?ba-Kwa?ny, Ma?gorzata,Szymańska, Katarzyna. "Silica-supported chlorometallate(iii) ionic liquids as recyclable catalysts for Diels-Alder reaction under solventless conditions". . p. 8129 - 8137. Retrieved 2020/10/19.