5333-84-6

Basic information

• Product Name: 3-Methyltetrahydrophthalic anhydride
• Synonyms: 3-Isobenzofurandione,3a,4,7,7a-tetrahydro-4-methyl-1;3-Methyl-1,2,3,6-tetrahydrophthalic anhydride;4-Cyclohexene-1,2-dicarboxylic anhydride, 3-methyl-;4-Methyl-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione;Maleic anhydride and 1,3-pentadiene adduct;Maleicanhydrideand1,3-pentadieneadduct;MTHPA;MTHPA-EG
• CAS NO: 5333-84-6
• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.17
• EINECS: 226-247-6
• Product Categories: Diels-Alder Adducts
• Mol File: 5333-84-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 62°C
• Boiling Point: 308.893 °C at 760 mmHg
• Flash Point: 146.752 °C
• Appearance: /
• Density: 1.222 g/cm³
• Vapor Pressure: 0.000957mmHg at 25°C
• Refractive Index: 1.507
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 3.82[at 20 ℃]
• Water Solubility: 3646g/L at 25℃
• CAS DataBase Reference: 3-Methyltetrahydrophthalic anhydride(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methyltetrahydrophthalic anhydride(5333-84-6)
• EPA Substance Registry System: 3-Methyltetrahydrophthalic anhydride(5333-84-6)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 5333-84-6(Hazardous Substances Data)

Usage

Chemical Properties

white solid

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C9H10O3/c1-5-3-2-4-6-7(5)9(11)12-8(6)10/h2,4-7H,3H2,1H3

Upstream product

• 108-31-6 maleic anhydride 
• 2004-70-8 1-methylbuta-1,3-diene 
• 504-60-9 penta-1,3-diene 
• 110-17-8 (2E)-but-2-enedioic acid 
• 613-29-6 N-Dibutylaniline 
• 35438-81-4 (3-methyl)tetrahydrophthalic anhydride 
• 15941-50-1 (+/-)-3c-methyl-cyclohex-4-ene-1r,2t-dicarboxylic acid 

Downstream Products

• 15941-50-1 (+/-)-3c-methyl-cyclohex-4-ene-1r,2t-dicarboxylic acid 
• 15941-50-1 (+/-)-3t-methyl-cyclohex-4-ene-1r,2t-dicarboxylic acid 
• 59805-85-5 3-methyl-cyclohex-4-ene-1,2-dicarboxylic acid diallyl ester 
• 76927-94-1 3-Methyl-cyclohex-4-ene-1,2-dicarboxylic acid 1-allyl ester 
• 4792-30-7 3-methylphthalic acid anhydride 
• 57110-29-9 cis-3-methyl-hexahydro-phthalic anhydride 
• 5333-84-6 cis-3-methyl-Δ⁴-tetrahydrophthalic anhydride 
• 83844-42-2 2,3-Dihydro-2,4-dimethyl-1H-isoindole-1,3-dione 
• 122993-63-9 2,3-Dihydro-4-hydroxymethyl-2-methyl-1H-isoindole 

Relevant articles and documents

Catalysis by lithium cation: Lithium trifluoromethanesulfonate as a substitute for lithium perchlorate in cycloadditions

Lithium trifluoromethanesulfonate, an easily accessible lithium salt, is shown to be a safe alternative to lithium perchlorate as a promotor in organic Diels-Alder and hetero Diels-Alder reactions.

Reaktivity of Substituted 1,3-Butadienes in Diels-Alder-Reactions

Kinetic data for the reaction of substituted 1,3-dienes with tetracyanoethylene (TCNE) and other dienophiles are interpreted in terms of the FMO-model.While the expectations are fulfilled qualitatively, the kinetic data cannot be correlated quantitatively.This shows that in Diels-Alder reactions besides HOMO-LUMO separation other factors play an important role, for instance the 1,4-distance in the diene and the conformational equilibrium cisoid transoid of the diene.The kinetic data are in accord with a one-step mechanism of the cycloaddition reaction.