| Identification | More | [Name]
Tetrahydromethyl-1,3-isobenzofurandione | [CAS]
11070-44-3 | [Synonyms]
1,2,3,6-TETRAHYDRO-3-METHYLPHTHALIC ANHYDRIDE
1,2,3,6-tetrahydro-4-methylphthalic anhydride
1-METHYL-5-CYCLOHEXENE-2,3-DICARBOXYLIC ANHYDRIDE
3a,4,7,7a-tetrahydromethyl-1,3-isobenzofurandione
3-METHYL-4-CYCLOHEXEN-1,2-DICARBOXYLIC ANHYDRIDE
3-METHYL-4-CYCLOHEXENE-1,2-DICARBOXYLIC ANHYDRIDE
3-METHYL-DELTA4-TETRAHYDROPHTHALIC ANHYDRIDE
3-METHYLTETRAHYDROPHTHALIC ANHYDRIDE
4-METHYL TETRAHYDROPHTHALIC ANHYDRIDE
AC-METHYL
METHYL-1,2,3,6-TETRAHYDROPHTHALIC ANHYDRIDE
METHYLCYCLOHEXENE-1,2-DICARBOXYLIC ANHYDRIDE
METHYLTETRAHYDROPHTHALIC ANHYDRIDE
MTHPA
MTHPA-600
MTHPA-EG
3-Isobenzofurandione,tetrahydromethyl-1
tetrahydromethyl-3-isobenzofurandione
1,3-Isobenzofurandione, tetrahydromethyl
tetrahydromethylphthalic anhydride | [EINECS(EC#)]
247-830-1 | [Molecular Formula]
C9H10O3 | [MDL Number]
MFCD00014585 | [Molecular Weight]
166.17 | [MOL File]
11070-44-3.mol |
| Questions And Answer | Back Directory | [Synthesis]
3.7 g (0.015 mol) of 4-bromophthalic anhydride was added to 50 ml of acetic acid solution containing a small amount (one drop) of sulfuric acid. After reflux for 2 h, the reaction mixture was evaporated to dryness to obtain crude 4-bromophthalic anhydride. Then, 2.8 g (0.015 mol) of 2-naphthaleneacetic acid and 50 mg of anhydrous sodium acetate were added to the crude product. The resulting solid mixture was heated to 275 °C under nitrogen impingement and reacted for 2 h. After cooling, a brown solid reactant was obtained. This solid was then ground with 10% sodium bicarbonate and dried under vacuum. The dried solid mixture was then added to 1 ml of a methanol solution containing 2.1 g (0.039 mol) sodium methoxide. The solution was refluxed, and after 1 h, the reaction mixture was evaporated to dryness, dissolved in water, and the solution was extracted multiple times with ether. The aqueous layer was acidified with 6 mol HCl to obtain a red precipitate, which was then recrystallized in ethanol to give 2.5 g of the product, Tetrahydromethyl-1,3-isobenzofurandione (47%). Melting point 180.5–181.5 °C. |
| Chemical Properties | Back Directory | [Melting point ]
<-100.00°C | [Boiling point ]
120 °C/3 mmHg | [density ]
1,21 g/cm3 | [vapor pressure ]
0.373Pa at 24.85℃ | [refractive index ]
1.4970 to 1.5020 | [Fp ]
157 °C | [storage temp. ]
Storage temp. 2-8°C | [Water Solubility ]
Soluble in water | [form ]
clear liquid | [color ]
Colorless to Light yellow | [InChI]
InChI=1S/C9H10O3/c1-5-3-2-4-6-7(5)9(11)12-8(6)10/h2-3,5-7H,4H2,1H3 | [InChIKey]
XPEKVUUBSDFMDR-UHFFFAOYSA-N | [SMILES]
C12C(C)C=CCC1C(OC2=O)=O | [LogP]
2.45 at 20℃ | [CAS DataBase Reference]
11070-44-3(CAS DataBase Reference) | [EPA Substance Registry System]
11070-44-3(EPA Substance) |
| Hazard Information | Back Directory | [Chemical Properties]
colorless or light yellow liquid | [Uses]
Methyltetrahydrophthalic Anhydride (abbreviation:MTHPA) has been used in the curing agents for epoxy resins, solvent-free paints,laminated boards, epoxy adhesives and so on. When used in the curing agent for epoxy resins, there are many excellent performances such as the long-term storage at room temperature, low freezing point, low volatility and low toxicity. Also widely used in motors, dry-type transformers, appliances capacitors, power capacitors, integrated circuits impregnation, casting and winding. | [Flammability and Explosibility]
Nonflammable |
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