57110-29-9

Basic information

• Product Name: hexahydro-3-methylphthalic anhydride
• Synonyms: 1,3-Isobenzofurandione, hexahydro-4-methyl-;3-Isobenzofurandione, hexahydro-4-methyl-1;3-Methylhexahydrophthalic anhydride;hexahydro-4-methyl-3-isobenzofurandione;HEXAHYDRO-4-METHYL 1,3-ISOBENZOFURANDIONE);3-METHYL-1,2-CYCLOHEXANEDICARBOXLIC ANHYDRIDE;4-methyl-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione;4-methyl-3a,4,5,6,7,7a-hexahydroisobenzofuran-1,3-quinone
• CAS NO: 57110-29-9
• Molecular Formula: C₉H₁₂O₃
• Molecular Weight: 168.19
• EINECS: 260-566-1
• Mol File: 57110-29-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 300 °C at 760 mmHg
• Flash Point: 140 °C
• Appearance: /
• Density: 1.162 g/cm³
• Refractive Index: 1.515
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility: Chloroform (Slightly)
• Stability: Extremely Moisture Sensitive, Hygroscopic
• CAS DataBase Reference: hexahydro-3-methylphthalic anhydride(CAS DataBase Reference)
• NIST Chemistry Reference: hexahydro-3-methylphthalic anhydride(57110-29-9)
• EPA Substance Registry System: hexahydro-3-methylphthalic anhydride(57110-29-9)

Safety Data

• Hazardous Substances Data: 57110-29-9(Hazardous Substances Data)

Usage

Uses

3-Methylhexahydrophthalic Anhydride?is a useful reagent for the synthesis of?geometrical isomers of 1,2,3-trimethylcyclohexane. It can also be used to prepare?hydroxycarbamoyl carboxylic acids for the flotation of diaspore and aluminosilicate minerals

InChI:InChI=1/C18H26O7/c1-9-5-3-7-11(13(9)15(19)20)17(23)25-18(24)12-8-4-6-10(2)14(12)16(21)22/h9-14H,3-8H2,1-2H3,(H,19,20)(H,21,22)

Upstream product

• 84132-36-5 (+/-)-3c-methyl-cyclohexane-1r,2c-dicarboxylic acid-anhydride 
• 5333-84-6 3-methyl-Δ⁴-tetrahydrophthalic anhydride 
• 1574-41-0 Z-piperylene 
• 35438-81-4 (3-methyl)tetrahydrophthalic anhydride 
• 2004-70-8 1-methylbuta-1,3-diene 
• 35438-82-5 trans-3-methylcyclohex-4-ene-cis-1,2-dicarboxylic anhydride 

Downstream Products

• 86396-48-7 (+/-)-3t-methyl-cyclohexane-1r,2c-dicarboxylic acid diethyl ester 
• 100705-13-3 (+/-)-1r,2c-bis-hydroxymethyl-3t-methyl-cyclohexane 
• 23667-48-3 (+/-)-3t-methyl-cyclohexane-1r,2c-dicarboxylic acid 
• 102590-15-8 (+/-)-1r-methyl-2t,3t-bis-(toluene-4-sulfonyloxymethyl)-cyclohexane 

Relevant articles and documents

Use of an acetylenic sulfone as an alkene dipole equivalent in the synthesis of (±)-pumiliotoxin C

The cycloaddition of methyl cis-2-amino-trans-6-methylcyclohexanecarboxylate (3) with 1-p-(toluenesulfonyl)-1-pentyne (4) afforded the corresponding enaminone 2, that was in turn reduced to (±)-pumiliotoxin C (1). The acetylenic sulfone 4 thus functions as the synthetic equivalent of the alkene dipole 5 in this process.

Process for stereoisomerization of cis-3-methyl-Δ4 -tetrahydro-cis,cis-phthalic anhydride

A process is provided for isomerizing (1) cis-3-methyl-Δ4 -tetrahydro-cis,cis-phthalic anhydride into (2) trans-3-methyl-Δ4 -tetrahydro-cis,cis-phthalic anhydride, which is its stereoisomer, by heating the compound (1) preferably at a temperature of 100° to 250° C. in the presence of an alkali metal compound such as lithium hydroxide, sodium hydroxide or sodium acetate. A mixture of said compounds (1) and (2) in a ratio by weight of 7:3 to 2:8 obtained by the isomerization reaction is liquid at room temperature and can be used advantageously as a curing agent for epoxy resins.