| 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 |
| Chemical Properties | Back Directory | [Appearance]
WHITE FLAKES | [Melting point ]
98 °C | [Boiling point ]
234.6°C (rough estimate) | [density ]
1.2143 (rough estimate) | [vapor density ]
5.2 (vs air)
| [vapor pressure ]
<0.01 mm Hg ( 20 °C)
| [refractive index ]
1.4447 (estimate) | [Fp ]
156 °C
| [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
soluble in Toluene,Benzene | [form ]
powder to crystal | [color ]
White to Almost white | [Water Solubility ]
REACTS | [Sensitive ]
Moisture Sensitive | [BRN ]
82341 | [Exposure limits]
ACGIH: TWA 0.01 mg/m3
OSHA: TWA 0.25 ppm(1 mg/m3)
NIOSH: IDLH 10 mg/m3; TWA 0.25 ppm(1 mg/m3) | [InChI]
1S/C8H8O3/c9-7-5-3-1-2-4-6(5)8(10)11-7/h1-2,5-6H,3-4H2/t5-,6+ | [InChIKey]
KMOUUZVZFBCRAM-OLQVQODUSA-N | [SMILES]
[H][C@@]12CC=CC[C@]1([H])C(=O)OC2=O | [CAS DataBase Reference]
935-79-5(CAS DataBase Reference) | [NIST Chemistry Reference]
cis-1,2,3,6-Tetrahydrophthalic anhydride(935-79-5) | [EPA Substance Registry System]
935-79-5(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS05,GHS08 | [Signal word ]
Danger | [Hazard statements ]
H317-H318-H334-H412 | [Precautionary statements ]
P261-P273-P280-P302+P352-P304+P340+P312-P305+P351+P338 | [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 | [Storage Class]
8A - Combustible corrosive hazardous materials | [Hazard Classifications]
Aquatic Chronic 3
Eye Dam. 1
Resp. Sens. 1
Skin Sens. 1 |
| 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.
|
| 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
|
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
|