cis-1,2,3,6-Tetrahydrophthalic anhydride
- Product Name
- cis-1,2,3,6-Tetrahydrophthalic anhydride
- CAS No.
- 935-79-5
- Chemical Name
- cis-1,2,3,6-Tetrahydrophthalic anhydride
- Synonyms
- THPA;CIS-4-CYCLOHEXENE-1,2-DICARBOXYLIC ANHYDRIDE;4-CYCLOHEXENE-1,2-DICARBOXYLIC ANHYDRIDE;CIS-4-CYCLOHEXEN-1,2-DIMETHANOIC ANHYDRIDE;(3aR,7aS)-3a,4,7,7a-tetrahydroisobenzofuran-1,3-dione;CIS-THPA;cis-1,2,3,6-Tetrahyd;cis-1,2,3,6-TetrahydrophthaL;Cis-1,2,3,6-Tetrahydrophthalic;6-Tetrahydrophthalic anhydride
- CBNumber
- CB5728570
- Molecular Formula
- C8H8O3
- Formula Weight
- 152.15
- MOL File
- 935-79-5.mol
cis-1,2,3,6-Tetrahydrophthalic anhydride Property
- 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)
- Flash point:
- 156 °C
- storage temp.
- under inert gas (nitrogen or Argon) at 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) - 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
- 1,3-Isobenzofurandione, 3a,4,7,7a-tetrahydro-, (3aR,7aS)-rel- (935-79-5)
Safety
- Hazard Codes
- Xn
- Risk Statements
- 41-42/43-52/53
- Safety Statements
- 22-24-26-37/39-61-52/53-42/43-41
- RIDADR
- UN 2698 8/PG 3
- WGK Germany
- 3
- RTECS
- GW5775000
- TSCA
- Yes
- HazardClass
- 8
- PackingGroup
- III
- HS Code
- 29173990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H317May cause an allergic skin reaction
H318Causes serious eye damage
H334May cause allergy or asthma symptoms or breathing difficulties if inhaled
H412Harmful to aquatic life with long lasting effects
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P273Avoid release to the environment.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 136891
- Product name
- cis-1,2,3,6-Tetrahydrophthalic anhydride
- Purity
- 95%
- Packaging
- 1kg
- Price
- $53.82
- Updated
- 2024/03/01
- Product number
- 136891
- Product name
- cis-1,2,3,6-Tetrahydrophthalic anhydride
- Purity
- 95%
- Packaging
- 100g
- Price
- $57.5
- Updated
- 2023/06/20
- Product number
- C0493
- Product name
- cis-4-Cyclohexene-1,2-dicarboxylic Anhydride
- Purity
- >98.0%(GC)(T)
- Packaging
- 25g
- Price
- $21
- Updated
- 2024/03/01
- Product number
- C0493
- Product name
- cis-4-Cyclohexene-1,2-dicarboxylic Anhydride
- Purity
- >98.0%(GC)(T)
- Packaging
- 500g
- Price
- $36
- Updated
- 2024/03/01
- Product number
- B21431
- Product name
- cis-4-Cyclohexene-1,2-dicarboxylic anhydride, 95%
- Packaging
- 250g
- Price
- $29.5
- Updated
- 2024/03/01
cis-1,2,3,6-Tetrahydrophthalic anhydride Chemical Properties,Usage,Production
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
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.
Uses
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
cis-1,2,3,6-Tetrahydrophthalic anhydride Preparation Products And Raw materials
Raw materials
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View Lastest Price from cis-1,2,3,6-Tetrahydrophthalic anhydride manufacturers
- Product
- cis-1,2,3,6-Tetrahydrophthalic anhydride 935-79-5
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2021-08-09
- Product
- cis-1,2,3,6-Tetrahydrophthalic anhydride 935-79-5
- Price
- US $30.00-10.00/kg
- Min. Order
- 10kg
- Purity
- 99%
- Supply Ability
- 100000kg
- Release date
- 2023-04-17
- Product
- Tetrahydrophthalic anhydride 935-79-5
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-09