CIS-5-NORBORNENE-EXO-2,3-DICARBOXYLIC ANHYDRIDE
- Product Name
- CIS-5-NORBORNENE-EXO-2,3-DICARBOXYLIC ANHYDRIDE
- CAS No.
- 2746-19-2
- Chemical Name
- CIS-5-NORBORNENE-EXO-2,3-DICARBOXYLIC ANHYDRIDE
- Synonyms
- EXO-NA;Exo-5-norbornene-2,3-dicarboxylic anhydride;5-norbornene-2-exo-3-exo-dicarboxylic anhydride;(3aR,7aS)-3a,4,7,7a-tetrahydro-4,7-Methanoisobenzofuran-1,3-dione;(1α,2α,3β,6{f1b})-1,2,3,6-tetrahydro-3,6-methanophthalicanhydride;(3at,7at)-3a,4,7,7a-tetrahydro-4r,7c-methano-isobenzofuran-1,3-dione;(3aR,4R,7S,7aS)-3a,4,7,7a-tetrahydro-4,7-Methanoisobenzofurn-1,3-dione;Nsc110659;cis-himic anhydride;Nadic Anhydride (NA)
- CBNumber
- CB0782465
- Molecular Formula
- C9H8O3
- Formula Weight
- 164.16
- MOL File
- 2746-19-2.mol
CIS-5-NORBORNENE-EXO-2,3-DICARBOXYLIC ANHYDRIDE Property
- Melting point:
- 140-145 °C(lit.)
- Boiling point:
- 331.1±42.0 °C(Predicted)
- Density
- 1.405±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,2-8°C
- solubility
- Chloroform
- form
- Solid
- color
- White to Off-White
- InChI
- InChI=1/C9H8O3/c10-8-6-4-1-2-5(3-4)7(6)9(11)12-8/h1-2,4-7H,3H2/t4-,5+,6+,7-
- InChIKey
- KNDQHSIWLOJIGP-RNGGSSJXSA-N
- SMILES
- C1(=O)[C@]2([H])[C@@]([H])([C@]3([H])C[C@@]2([H])C=C3)C(=O)O1 |&1:2,4,6,9,r|
- LogP
- -0.102 (est)
- CAS DataBase Reference
- 2746-19-2
- EPA Substance Registry System
- 4,7-Methanoisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydro-, (3aR,4R,7S,7aS)-rel- (2746-19-2)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 37/38-41-42/43
- Safety Statements
- 26-36-37/39-24-22
- WGK Germany
- 3
- TSCA
- Yes
- HS Code
- 29189900
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
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P342+P311IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
N-Bromosuccinimide Price
- Product number
- 548006
- Product name
- cis-5-Norbornene-exo-2,3-dicarboxylic anhydride
- Purity
- 95%
- Packaging
- 5g
- Price
- $219.6
- Updated
- 2025/07/31
- Product number
- N0767
- Product name
- cis-5-Norbornene-exo-2,3-dicarboxylic Anhydride
- Purity
- >97.0%(GC)(T)
- Packaging
- 1g
- Price
- $39
- Updated
- 2025/07/31
- Product number
- N0767
- Product name
- cis-5-Norbornene-exo-2,3-dicarboxylic Anhydride
- Purity
- >97.0%(GC)(T)
- Packaging
- 5g
- Price
- $111
- Updated
- 2025/07/31
- Product number
- N661260
- Product name
- cis-Norbornene-exo-2,3-dicarboxylicAnhydride
- Packaging
- 5g
- Price
- $145
- Updated
- 2021/12/16
- Product number
- 209364
- Product name
- cis-5-Norbornene-exo-2,3-dicarboxylic anhydride
- Packaging
- 1g
- Price
- $10
- Updated
- 2021/12/16
CIS-5-NORBORNENE-EXO-2,3-DICARBOXYLIC ANHYDRIDE Chemical Properties,Usage,Production
Chemical Properties
Off-white to tan solid
Uses
cis-5-Norbornene-exo-2,3-dicarboxylic anhydride is used as an organic chemical synthesis intermediate.
Application
Cis-5-norbornene-exo-2,3-dicarboxylic anhydride is an important curing agent for epoxy resins. During the curing process, the anhydride groups react with the epoxy groups to form a cross-linked network structure. Using this compound as a curing agent can significantly improve the heat resistance, mechanical strength, and electrical insulation properties of epoxy resins. Therefore, it is widely used in the manufacture of high-performance coatings, adhesives, composite materials, and packaging materials for electronic components.
Synthesis
129-64-6
2746-19-2
A method for preparing high-purity cis-5-norbornene-exo-2,3-dicarboxylic anhydride by microwave reaction is disclosed. The method comprises the following steps: using cis-5-norbornene-endo-2,3-dicarboxylic anhydride as a raw material, as follows:(1) In a 1L reaction flask, 200g of cis-5-norbornene-endo-2,3-dicarboxylic anhydride and 600mL of toluene were added, stirred and mixed, and transferred to a microwave autoclave. The reaction system was warmed up to 200 °C and heated under microwave radiation at 100-200 GHz for 8 min; (2) After the reaction, the reactor was cooled to 110 °C and stirred continuously in an oil bath for 30 min to promote crystallization. Subsequent cooling to room temperature, filtration and drying were performed to obtain the target product cis-5-norbornene-exo-2,3-dicarboxylic anhydride 160.2 g; the yield was 80.1%; the purity was 98.2%; and the content of oxidized impurities was 0.06%.
References
[1] Organic Letters, 2016, vol. 18, # 8, p. 1808 - 1811
[2] Chemistry Letters, 1991, # 7, p. 1173 - 1176
[3] Chemistry Letters, 1991, # 7, p. 1173 - 1176
[4] Patent: CN104130228, 2016, B. Location in patent: Paragraph 0038-0040
[5] Journal of Organic Chemistry, 1982, vol. 47, # 20, p. 3953 - 3959
CIS-5-NORBORNENE-EXO-2,3-DICARBOXYLIC ANHYDRIDE Preparation Products And Raw materials
Raw materials
Preparation Products
CIS-5-NORBORNENE-EXO-2,3-DICARBOXYLIC ANHYDRIDE Suppliers
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- Switzerland
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View Lastest Price from CIS-5-NORBORNENE-EXO-2,3-DICARBOXYLIC ANHYDRIDE manufacturers
- Product
- CIS-5-NORBORNENE-EXO-2,3-DICARBOXYLIC ANHYDRIDE 2746-19-2
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- Customise
- Release date
- 2025-09-20
- Product
- cis-5-Norbornene-exo-2,3-dicarboxylic anhydride 2746-19-2
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 30tons/month
- Release date
- 2023-02-06
- Product
- CIS-5-NORBORNENE-EXO-2,3-DICARBOXYLIC ANHYDRIDE 2746-19-2
- Price
- US $9.90/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 5tons
- Release date
- 2024-10-31