| Identification | More | [Name]
cis-1,2,3,6-Tetrahydrophthalic anhydride | [CAS]
935-79-5 | [Synonyms]
1,2,3,6-TETRAHYDROPHTHALIC ANHYDRIDE
3A,4,7,7A-TETRAHYDRO-2-BENZOFURAN-1,3-DIONE
4-CYCLOHEXENE-1,2-DICARBOXYLIC ANHYDRIDE
CIS-1,2,3,6-TETRAHYDROPHTHALIC ANHYDRIDE
CIS-4-CYCLOHEXEN-1,2-DIMETHANOIC ANHYDRIDE
CIS-4-CYCLOHEXENE-1,2-DICARBOXYLIC ANHYDRIDE
CIS-4-TETRAHYDROPHTHALIC ANHYDRIDE
CIS-DELTA4-TETRAHYDROPHTHALIC ANHYDRIDE
CIS-THPA
TETRAHYDROPHTHALIC ANHYDRIDE
THPA
1,3-isobenzofurandion,3a,4,7,7a-tetrahydro-,cis-
3-Isobenzofurandione,3a,4,7,7a-tetrahydro-,cis-1
4,7,7a-tetrahydro-3-isobenzofurandioncis-3a
cis-3a,4,7,7a-Tetrahydro-1,3-isobenzofurandione
#ncis-1,2,3,6-Tetrahydrophthalic anhydride
Cis-1,2,3,6-Tetrahydrophthalic
CIS-4-CYCLOHEXENEDICARBOXYLIC ANHYDRIDE: 1,2,3,6-THPA: THPA
CIS-1,2,3,6-TETRAHYDROPHTHALICACIDANHYDRIDE
cis-1,2,3,6-Tetrahydrophthalic anhydride (THPA) | [EINECS(EC#)]
213-308-7 | [Molecular Formula]
C8H8O3 | [MDL Number]
MFCD00065335 | [Molecular Weight]
152.15 | [MOL File]
935-79-5.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R41:Risk of serious damage to eyes.
R42/43:May cause sensitization by inhalation and skin contact .
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S22:Do not breathe dust .
S24:Avoid contact with skin .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN 2698 8/PG 3
| [WGK Germany ]
3
| [RTECS ]
GW5775000 | [TSCA ]
Yes | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29173990 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Maleic anhydride-->1,3-Butadiene-->4-bromo-1,2-butadiene-->3-SULFOLENE | [Preparation Products]
N-Hydroxymethyl-3,4,5,6-tetrahydrophthalimide-->Captan-->1,2,3,4-Butanetetracarboxylic acid-->Di-(2-Ethylhexyl)4,5-Epoxytetrahydrophthalate-->4-Methylphthalic acid-->CIS-4-CYCLOHEXENE-1,2-DICARBOXYLIC ACID-->CIS-1,2-CYCLOHEXANEDICARBOXYLIC ANHYDRIDE-->1H-Isoindole-1,3(2H)-dione, 3a,4,7,7a-tetrahydro-2-(2-hydroxyethyl)-, (3aR,7aS)-rel--->dimethyl cyclohex-3-ene-1,6-dicarboxylate |
| Questions And Answer(Q&A) | Back Directory | [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.
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| Hazard Information | Back Directory | [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]
WHITE FLAKES | [Uses]
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. | [Synthesis Reference(s)]
Journal of the American Chemical Society, 64, p. 802, 1942 DOI: 10.1021/ja01256a018 |
| Spectrum Detail | Back Directory | [Spectrum Detail]
cis-1,2,3,6-Tetrahydrophthalic anhydride(935-79-5)MS
cis-1,2,3,6-Tetrahydrophthalic anhydride(935-79-5)1HNMR
cis-1,2,3,6-Tetrahydrophthalic anhydride(935-79-5)IR1
cis-1,2,3,6-Tetrahydrophthalic anhydride(935-79-5)IR2
cis-1,2,3,6-Tetrahydrophthalic anhydride(935-79-5)Raman
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