1694-82-2

Basic information

• Product Name: cis-1,2,3,6-tetrahydro-4-methylphthalic anhydride
• Synonyms: cis-1,2,3,6-tetrahydro-4-methylphthalic anhydride;cis-1,2,3,6-Tetrahydro-4-methylphthalsureanhydrid;(3aS,7aR)-5-methyl-3a,4,7,7a-tetrahydroisobenzofuran-1,3-dione;rel-3aα*,4,7,7aα*-Tetrahydro-5-methyl-1,3-isobenzofurandione;(3aR,7aS)-5-methyl-3a,4,7,7a-tetrahydroisobenzofuran-1,3-dione
• CAS NO: 1694-82-2
• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.1739
• EINECS: 216-906-6
• Product Categories: Aromatics, Heterocycles, Miscellaneous Reagents
• Mol File: 1694-82-2.mol

Chemical Properties

• Melting Point: 64-65 °C
• Boiling Point: 308.9°Cat760mmHg
• Flash Point: 146.8°C
• Appearance: /
• Density: 1.221g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.517
• CAS DataBase Reference: cis-1,2,3,6-tetrahydro-4-methylphthalic anhydride(CAS DataBase Reference)
• NIST Chemistry Reference: cis-1,2,3,6-tetrahydro-4-methylphthalic anhydride(1694-82-2)
• EPA Substance Registry System: cis-1,2,3,6-tetrahydro-4-methylphthalic anhydride(1694-82-2)

Safety Data

• Hazardous Substances Data: 1694-82-2(Hazardous Substances Data)

Usage

Uses

cis-4-Methyl-1,2-3,6-tetrahydrophthalic Anhydride is a potential antigen in animals.

InChI:InChI=1/C9H10O3/c1-5-2-3-6-7(4-5)9(11)12-8(6)10/h2,6-7H,3-4H2,1H3/t6-,7+/m0/s1

Upstream product

• 108-31-6 maleic anhydride 
• 78-79-5 isoprene 
• 1694-82-2 (+/-)-4-methyl-cyclohex-4-ene-1r,2t-dicarboxylic acid-anhydride 
• 32187-82-9 (+/-)-4-methyl-cyclohex-4-ene-1r,2t-dicarbonitrile 

Downstream Products

• 19438-60-9 (+/-)-4c-methyl-cyclohexane-1r,2t-dicarboxylic acid-anhydride 
• 19438-60-9 (+/-)-4t-methyl-cyclohexane-1r,2t-dicarboxylic acid-anhydride 
• 19309-12-7 (+/-)-4r,5c-bis-hydroxymethyl-1-methyl-cyclohexene 
• 2028-11-7 4-Methylcyclohexen-4-cis-1,2-dicarboximid 
• 19438-60-9 (+/-)-4t-methyl-cyclohexane-1r,2c-dicarboxylic acid-anhydride 
• 19438-60-9 (+/-)-4c-methyl-cyclohexane-1r,2c-dicarboxylic acid-anhydride 
• 19438-61-0 4-methylphthalic anhydride 
• 19438-60-9 4-methylhexahydrophtalic anhydride 
• 99-94-5 p-Toluic acid 
• 99-04-7 m-Toluic acid 
• 1071525-05-7 4-Methyl-cyclohex-4-en-cis-1,2-dicarbonsaeure 
• 19491-57-7 dimethyl (1R*,2S*,5R*)-5-methyl-cyclohexane-1,2-dicarboxylate 
• 19438-59-6 4-Methyl-Δ¹-tetrahydrophthalic anhydride 
• 91906-35-3 4-methyl-1,2,3,4-tetrahydrophthalic acid diethyl ester 

Relevant articles and documents

A microcapillary flow disc reactor for organic synthesis

This paper reports proof of concept, development, and trials for a novel plastic microcapillary flow disc (MFD) reactor. The MFD was constructed from a flexible, plastic microcapillary film (MCF), comprising parallel capillary channels with diameters in the range of 80-250 μm. MCFs were wound into spirals and heat treated to form solid discs, which were then capable of carrying out continuous flow reactions at elevated temperatures and pressures and with a controlled residence time. Three reaction schemes were conducted in the system, namely the synthesis of oxazoles, the formation of an allyl-ether, and a Diels - Alder reaction. Reaction scales of up to four kilograms per day could be achieved. The potential benefits of the MFD technology are compared against those of other reactor geometries including both conventional lab-scale and other microscale devices.

[AlCl3 + 2THF]: A new and efficient catalytic system for Diels-Alder cycloaddition of α,β-unsaturated carbonyl compounds under solvent-free conditions

[AlCl3 + 2THF] is a new catalytic system for the Diels-Alder cycloaddition under SFC and air atmosphere. By using equimolar amounts of reactants, this catalyst prevents the polymerization of the diene and allows the corresponding adducts to be isolated with high regio- and stereocontrol and in excellent yields.

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.

(Carbomethoxy)maleic Anhydride, a Highly Reactive New Dienophile and Comonomer

(Carbomethoxy)maleic anhydride (CMA), is an extremely reactive dienophile in cycloadditions with butadiene, isoprene, and chloroprene.The second-order rate constants prove it to be more reactive than tetracyanoethylene.Diels-Alder reaction with anthracene gives the normal addition product.With cyclopentadiene, the endo adduct is obtained and with furan the exo adduct.With p-metoxystyrene, anethole, and diphenylethylene, the 2:1 Wagner-Jauregg-type adducts are obtained, while with styrene both Wagner-Jauregg and Diels-Alder ene adduct are formed.Copolymers form in certain conditions.With isobutyl and phenyl vinyl ether, an inverse-lectron-demand Diels-Alder reaction with CMA yields 2-isobutoxy- or 2-phenoxy-6-methoxy-3,4-dihydro-2H-pyran-3,4-dicarboxylic anhydride.These labile dihydropyrans revert to copolymers.