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935-79-5

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935-79-5 Usage

Description

Tetrahydrophthalic anhydride is an organic compound with the formula C6H8C2O3. The compound exists as two isomers, this article being focused on the more common cis isomer. It is a precursor to other compounds including the dicarboxylic acid tetrahydrophthalic acid as well the tetrahydrophthalimide, which is a precursor to the fungicide Captan. It is a white solid that is soluble in organic solvents.Tetrahydrophthalic anhydride, the cis isomer, is prepared by the Diels-Alder reaction of butadiene and maleic anhydride.

Chemical Properties

Tetrahydrophthalic Anhydride (THPA) is a white crystalline powder or FLAKES. It is slightly soluble in benzene and acetone and it is also sensitive to moisture.

Uses

Different sources of media describe the Uses of 935-79-5 differently. You can refer to the following data:
1. Tetrahydrophthalic Anhydride is an anhydride hardener mainly used in the fields of coatings, epoxy resin curing agents, polyester resins, adhesives, plasticizers, pesticides, etc. It is also used as a chemical intermediate for light colored alkyds.Tetrahydrophthalic Anhydride is an organic compound obtained from the reaction of Maleic Anhydride and Butadiene.
2. cis-1,2,3,6-Tetrahydrophthalic anhydride (THPA) can be used as: A curing agent for epoxides. A chemical modifier in the modification of polystyrene via Friedel-Crafts acylation for enhancing the thermal stability of the polymer. A reactant for the synthesis of cis-tetrahydroisoindole-1,3-dione derivatives and cyclic diimides.

Preparation

A flask containing 500 ml of dry benzene and 196 gm (2 moles) of maleic anhydride is heated with a pan of hot water while butadiene is introduced rapidly (0.6-0.8 liter/min) from a commercial cylinder. The solution is stirred rapidly and the heating is stopped after 3-5 min when the temperature reaches 50°C. In 15-25 min the reaction causes the temperature of the solution to reach 70-75°C. The absorption of the rapid stream of butadiene is nearly complete in 30-40 min. The addition of butadiene is continued at a slower rate for a total of 2\ hr. The solution is poured into a 1-liter beaker which is covered and kept at 0-5°C overnight. The product is collected on a large Buchner funnel and washed with 250 ml of b.p. 35-60°C petroleum ether. A second crop is obtained by diluting the filtrate with an additional 250 ml of petroleum ether. Both crops are dried to constant weight in an oven at 70-80°C to yield 281.5-294.5 gm (96- 97%, m.p. 99-102°C). Recrystallization from ligroin or ether raises the melting point to 103-104°C.

Synthesis Reference(s)

Journal of the American Chemical Society, 64, p. 802, 1942 DOI: 10.1021/ja01256a018

Check Digit Verification of cas no

The CAS Registry Mumber 935-79-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 9,3 and 5 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 935-79:
(5*9)+(4*3)+(3*5)+(2*7)+(1*9)=95
95 % 10 = 5
So 935-79-5 is a valid CAS Registry Number.
InChI:InChI=1/C8H8O3/c9-7-5-3-1-2-4-6(5)8(10)11-7/h1,3,5-6H,2,4H2

935-79-5 Well-known Company Product Price

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  • Alfa Aesar

  • (B21431)  cis-4-Cyclohexene-1,2-dicarboxylic anhydride, 95%   

  • 935-79-5

  • 250g

  • 191.0CNY

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  • Alfa Aesar

  • (B21431)  cis-4-Cyclohexene-1,2-dicarboxylic anhydride, 95%   

  • 935-79-5

  • 1000g

  • 266.0CNY

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  • Aldrich

  • (136891)  cis-1,2,3,6-Tetrahydrophthalicanhydride  95%

  • 935-79-5

  • 136891-100G

  • 478.53CNY

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  • Aldrich

  • (136891)  cis-1,2,3,6-Tetrahydrophthalicanhydride  95%

  • 935-79-5

  • 136891-1KG

  • 731.25CNY

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  • Aldrich

  • (136891)  cis-1,2,3,6-Tetrahydrophthalicanhydride  95%

  • 935-79-5

  • 136891-2.5KG

  • 822.51CNY

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935-79-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Cis-1,2,3,6-Tetrahydrophthalic Anhydride

1.2 Other means of identification

Product number -
Other names (3aS,7aR)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Ion exchange agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:935-79-5 SDS

935-79-5Relevant articles and documents

cis-1,2,3,6-Tetrahydrophthalic anhydride at 173 K

Bolte, Michael,Bauch, Christian

, p. 226 - 228 (1999)

The title compound, C8H8O1, (I), crystallizes with two nearly identical molecules in the asymmetric unit. Each molecule has a boat conformation and non-crystallographic mirror symmetry. The structure was determined in connection with a study of the possible chemical decomposition of the compound in different solvents and in contact with the atmosphere. A similar boat conformation was found in five of six structures retrieved from the Cambridge Structural Database which contain (I) as a moiety. The present structure exhibits nearly the same packing motif as the recently found monoclinic polymorph.

Novel 1,2,3-triazole compounds: Synthesis, In vitro xanthine oxidase inhibitory activity, and molecular docking studies

Tan, Ayse

, (2020/03/25)

In this study, novel 1,2,3-triazole compounds containing carbasugar frameworks (5 and 6) were synthesized by the copper-catalyzed azide-alkyne cycloaddition reactions and their in vitro inhibition effects on the enzyme xanthine oxidase were investigated. All of the synthesized compounds were characterized by spectroscopic methods. According to the enzyme inhibition results, compounds 5 (IC50 = 0.586 ± 0.017 μM) and 6 (IC50 = 0.751 ± 0.021 μM) showed stronger inhibition effects than allopurinol (IC50 = 1.143 ± 0.019 μM), which is a standard drug used for inhibition of xanthine oxidase. The binding modes of the 1,2,3-triazole compounds (5 and 6) with the active site of xanthine oxidase were explained based on molecular docking studies. The molecular docking studies showed that the aromatic structure, π-π interactions and hydrophobic interactions play a major role in xanthine oxidase inhibition for compounds 5 and 6.

Access to amphiphilic cis-configurated polyamide-3 using alcohols as initiators

Maiatska, Olga,Belkin, Alexander,Ritter, Helmut

, p. 2367 - 2369 (2015/05/13)

The synthesis of polyamide-3 from 4a,5,8,8a-tetrahydro-1H-benzo[d][1,3]oxazine-2,4-dione (β-NCA, 1) using methanol, dye (Disperse Red 13), and poly(ethylene glycol) as initiator is described. The ring-opening polymerization under release of CO2 produces polyamides-3 with definite terminal groups, high purity, and relatively narrow dispersity. This route was used for preparation of block copolymers from as an example.

Synthesis of diazacrown compounds with polyfunctional cyclohexane fragments

Shabanov,Mamedov,Mamedov

, p. 589 - 592 (2007/10/03)

A convenient synthetic method was developed for new diazacrown compounds that contained at polyether cavity polyfunctional cyclohexene or cyclohexane fragments of definite configuration. The synthetic procedure consists in fusion in toluene of equimolar quantities of anhydrides of 4-cyclohexene and 4,5-trans-dibromocyclohexane-cis-1,2-dicarboxylic acids with hydroxy-substituted diazacrown ether. The crown compounds synthesized under complexing conditions with AgBF4 undergo disproportionation yielding bis-crown compounds.

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