Tetrahydrophthalic anhydride

Base Information

• Chemical Name: Tetrahydrophthalic anhydride
• CAS No.: 85-43-8
• Deprecated CAS: 27936-16-9,57570-09-9,1312159-69-5,1431295-16-7,2377923-09-4,54181-75-8,690269-32-0,1312159-69-5,1431295-16-7,57570-09-9
• Molecular Formula: C8H8O3
• Molecular Weight: 152.15
• European Community (EC) Number: 201-605-4,247-570-9
• ICSC Number: 1372
• NSC Number: 292900,82642
• UN Number: 2698
• DSSTox Substance ID: DTXSID3026516
• Nikkaji Number: J34.015D
• Wikipedia: Tetrahydrophthalic_anhydride
• Wikidata: Q26840954
• Metabolomics Workbench ID: 143500
• ChEMBL ID: CHEMBL8001
• Mol file: 85-43-8.mol

Synonyms:85-43-8;TETRAHYDROPHTHALIC ANHYDRIDE;1,2,3,6-Tetrahydrophthalic anhydride;3a,4,7,7a-Tetrahydroisobenzofuran-1,3-dione;THPA;Tetrahydroftalanhydrid;Rikacid TH;Tetrahydrophthalic acid anhydride;1,3-Isobenzofurandione, 3a,4,7,7a-tetrahydro-;Memtetrahydro phtalic anhydride;3a,4,7,7a-Tetrahydro-2-benzofuran-1,3-dione;4-Cyclohexene-1,2-dicarboxylic acid anhydride;4-Cyclohexene-1,2-dicarboxylic anhydride;Anhydrid kyseliny tetrahydroftalove;1,2,3,6-Tetrahydrophthalic acid anhydride;1,3-Isobenzofurandione, tetrahydro-;NSC 82642;Tetrahydroftalanhydrid [Czech];HSDB 846;Phthalic anhydride, 1,2,3,6-tetrahydro-;EINECS 201-605-4;EINECS 247-570-9;delta(4)-Tetrahydrophthalic anhydride;BRN 0082340;delta(sup 4)-Tetrahydrophthalic anhydride;delta-(sup4)-Tetrahydrophthalic anhydride;AI3-22626;Anhydrid kyseliny tetrahydroftalove [Czech];DTXSID3026516;1,3,3a,4,7,7a-hexahydro-2-benzofuran-1,3-dione;MFCD00065335;EC 201-605-4;26266-63-7;5-17-11-00134 (Beilstein Handbook Reference);Tetrahydrophthalic Anhydride(THPA);NSC-82642;Rikacid THPA;Epiclon B 570H;4,7,3a,7a-tetrahydroisobenzofuran-1,3-dione;4-Cyclohexene-1, trans-;CHEMBL8001;NCIOpen2_001003;Tetrahydrophthalsaeureanhydrid;UN 2698 (Salt/Mix);SCHEMBL169100;WLN: T56 BVOV GUTJ;3a,4,7,7a-Tetrahydro-isobenzofuran-1,3-dione;DTXCID306516;1, 3a,4,7,7a-tetrahydro-;CHEBI:180650;1,3,6-Tetrahydrophthalic anhydride;KBH 1098;NSC82642;Delta 4-Tetrahydrophthalic anhydride;Tox21_202210;B 570H;BBL011743;HK 019;NSC292900;STL163382;.DELTA.4-Tetrahydrophthalic anhydride;1 2 3 6-Tetrahydrophthalic anhydride;AKOS000119224;Phthalic anhydride,2,3,6-tetrahydro-;.delta.-4-Tetrahydrophthalic anhydride;1236-Tetrahydrophthalic acid anhydride;CS-W019332;Cyclohexene-4 5-dicarboxylic anhydride;NSC-292900;1, 3a,4,7,7a-tetrahydro-, trans-;CAS-85-43-8;cis-DELTA4-Tetrahydrophthalic Anhydride;1,3,6-Tetrahydrophthalic acid anhydride;NCGC00249188-01;NCGC00259759-01;AC-19634;LS-57502;trans-1,3,6-Tetrahydrophthalic anhydride;1 2 3 6-Tetrahydrophthalic acid anhydride;LS-166032;.delta.-(sup4)-Tetrahydrophthalic anhydride;FT-0623919;FT-0631398;FT-0675042;3a,4,7,7a-tetrahydro-1,3-isobenzofurandione;4-Cyclohexene-1 2-dicarboxylic acid anhydride;EN300-18012;3a 4 7 7a-Tetrahydro-1 3-isobenzofurandione;4-Cyclohexene-12-dicarboxylic anhydride (8CI);Cyclohex-4-en-1,2-dicarboxylic acid anhydride;D77853;4-Cyclohexene-1 2-dicarboxylic anhydride (8CI);3a,4,7,7a-Tetrahydro-2-benzofuran-1,3-dione #;AB-131/40207535;1,3-isobenzofurandiona, 3a, 4,7,7 a-tetrahidro-;Q-201815;Q26840954;F0001-2250

Chemical Property of Tetrahydrophthalic anhydride

Chemical Property:

• Appearance/Colour: WHITE CRYSTALLINE POWDER
• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 101-102 °C
• Refractive Index: 1.529
• Boiling Point: 305.6 °C at 760 mmHg
• PKA: 3.84[at 20 ℃]
• Flash Point: 148.2 °C
• PSA: 43.37000
• Density: 1.289 g/cm³
• LogP: 0.65220
• Storage Temp.: Store below +30°C.
• Water Solubility.: REACTS
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 152.047344113
• Heavy Atom Count: 11
• Complexity: 218
• Transport DOT Label: Corrosive

Purity/Quality:

98% ^*data from raw suppliers

1,2,3,6-TetrahydrophthalicAnhydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R41:; R42/43:; R52/53:
• Hazard Codes: Xn:Harmful
• Statements: 41-42/43-52/53
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Plastics & Rubber -> Acid Anhydrides, Cyclic
• Canonical SMILES: C1C=CCC2C1C(=O)OC2=O
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly when dispersed.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization. Repeated or prolonged inhalation may cause asthma.
• Uses: Chemical intermediate for light-colored alkyds, polyesters, plasticizers, and adhesives; intermediate for pesticides; hardener for resins.

Technology Process of Tetrahydrophthalic anhydride

There total 15 articles about Tetrahydrophthalic anhydride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.1%

maleic anhydride (108-31-6) + buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → 1,2,3,6-Tetrahydrophthalic anhydride (85-43-8)

Guidance literature:

at 80 - 110 ℃; for 4h; Temperature; Large scale;

Reference yield: 96.0%

cyclohex-4-ene-1,2-dicarboxylic acid (88-98-2) → 1,2,3,6-Tetrahydrophthalic anhydride (85-43-8)

Guidance literature:

With niobium(V) oxide hydrate; In o-xylene; at 160 ℃; for 60h; Inert atmosphere; Molecular sieve;

DOI:10.1039/c7gc00538e

Reference yield: 92.2%

o-xylene (95-47-6) + dimethyl cyclohex-4-ene-1,2-dicarboxylate (7500-55-2) → 3,4-dimethoxycarbonylcyclohexyl-3′,4′-dimethylbenzene (1352221-13-6) + 1,2,3,6-Tetrahydrophthalic anhydride (85-43-8)

Guidance literature:

With Tridecane; In methanol; at 180 ℃; for 2h; Reagent/catalyst; Concentration; Inert atmosphere;

upstream raw materials:

maleic anhydride

2,3-dimethylbutene

buta-1,3-diene

3-Sulfolene

Downstream raw materials:

dimethyl trans-cyclohex-4-ene-1,2-dicarboxylate

cis-1,2,3,6-tetrahydrophthalic anhydride

(+/-)-trans-1,2-cyclohexanedicarboxylic anhydride

6-thiazol-2-ylcarbamoyl-cyclohex-3-enecarboxylic acid

Refernces

• 1、 Rashed, Md. N.,Siddiki,Ali, Md. A.,Moromi, Sondomoyee K.,Touchy, Abeda S.,Kon, Kenichi,Toyao, Takashi,Shimizu, Ken-Ichi. "Heterogeneous catalysts for the cyclization of dicarboxylic acids to cyclic anhydrides as monomers for bioplastic production". . p. 3238 - 3242. Retrieved 2017/07/28.
• 2、 -. "CATALYST FOR ALKYLATION AND PROCESS FOR PRODUCING ALKYLAROMATIC HYDROCARBON COMPOUND USING THE CATALYST". Paragraph 0051; 0072. . Retrieved 2013/03/26.