ChemicalBook > CAS DataBase List > CIS-5-NORBORNENE-EXO-2,3-DICARBOXYLIC ANHYDRIDE

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

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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)

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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

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 548006
Product name: cis-5-Norbornene-exo-2,3-dicarboxylic anhydride
Purity: 95%
Packaging: 5g
Price: $219.6
Updated: 2025/07/31

TCI Chemical

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

TCI Chemical

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

TRC

Product number: N661260
Product name: cis-Norbornene-exo-2,3-dicarboxylicAnhydride
Packaging: 5g
Price: $145
Updated: 2021/12/16

Oakwood

Product number: 209364
Product name: cis-5-Norbornene-exo-2,3-dicarboxylic anhydride
Packaging: 1g
Price: $10
Updated: 2021/12/16

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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

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View Lastest Price from CIS-5-NORBORNENE-EXO-2,3-DICARBOXYLIC ANHYDRIDE manufacturers

Hefei Lbao Physical & Chemical Science Co.,Ltd

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

WUHAN FORTUNA CHEMICAL CO., LTD

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

Hebei Chuanghai Biotechnology Co., Ltd

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

2746-19-2, CIS-5-NORBORNENE-EXO-2,3-DICARBOXYLIC ANHYDRIDERelated Search:

Carbic anhydride Poly(vinyl alcohol) Trifluoroacetic acid Calcium oxide Urea Benzyl alcohol Benzoyl chloride Resorcinol CIS-BICYCLO[3.3.0]OCTANE-3,7-DIONE CIS-1,5-DIMETHYLBICYCLO[3.3.0]OCTANE-3,7-DIONE cis-3-Hydroxycyclobutanecarboxylic acid 2-Methyl-octahydro-pyrrolo[3,4-c]pyrrole (1s,3s)-methyl 3-aminocyclobutane carboxylate hydrochloride cis-1,2-Cyclopropane dicarboxylic acid cis-1,2-Bis-bromomethyl-cyclopropane cis-Ethyl 4-hydroxycyclohexanecarboxylate cis-3,4-Dihydroxypyrrolid... Nitric acid

(3aR,7aS)-3a,4,7,7a-tetrahydro-4,7-Methanoisobenzofuran-1,3-dione

(2-exo,3-exo)-Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid anhydride

(2-exo,3-exo)-Norborn-5-ene-2,3-dicarboxylic acid anhydride, exo-cis-Himic anhydride

4,7-Methanoisobenzofuran-1,3-dione,3a,4,7,7a-tetrahydro-, (3

cis-5-Norbornene-exo-2,3-dicarboxylic anhydride

CIS-5-NORBORNENE-EXO-2,3-DICARBOXYLIC ANHYDRIDE

BICYCLO[2.2.1]HEPT-5-ENE-EXO-2,3-DICARBOXYLIC ANHYDRIDE

(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

cis-Norbornene-exo-2,3-dicarboxylic Anhydride

(3aR,4R,7S,7aS)-3a,4,7,7a-tetrahydro-4,7-Methanoisobenzofurn-1,3-dione

(3aR,4R,7S,7aS)-rel-3a,4,7,7a-Tetrahydro-4,7-Methanoisobenzofuran-1,3-dione

exo-3,6-Methylene-4-cyclohexene-1,2-dicarboxylic Anhydride

(1S,2R,6S,7S)-4-oxatricyclo[5.2.1.0^{2,6}]dec-8-ene-3,5-dione

(2-exo,3-exo)-Norborn-5-ene-2,3-dicarboxylic acid anhydride, exo-cis-H

(2-exo,3-exo)-Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid anhydride 98%

3at,7at-3a,4,7,7a-tetrahydro-4r,7c-methano-isobenzofuran-1,3-dione

4,7-Methanoisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydro-, (3aalpha,4beta,7beta,7aalpha)-

5-Norbornene-2,3-dicarboxylic anhydride, cis-exo-

bicyclo(2.2.1)heptene-5-exo-2,3-dicarboxylicanhydride

exo-3,6-Methylene-1,2,3,6-tetrahydrophthalic anhydride

exo-cis-5-Norbornene-2,3-dicarboxylic anhydride

Norborn-5-ene-2,3-dicarboxylicanhydride2-exo,3-exoisomere

norborn-5-ene-2exo,3exo-dicarboxylicacidanhydride

(1alpha,2alpha,3beta,6beta)-1,2,3,6-tetrahydro-3,6-methanophthalic anhydride

CIS-5-NORBORNENE-EXO-2,3-DICARBOXYLIC AN

(1R,1β,4S)-Norborna-5-ene-2β,3β-dicarboxylic anhydride

(1R,2α,6α,7S)-4-Oxatricyclo[5.2.1.02,6]deca-8-ene-3,5-dione

(1α,2β,6β,7α)-4-Oxatricyclo[5.2.1.02,6]deca-8-ene-3,5-dione

(1β,2α,6α,7β)-4-Oxatricyclo[5.2.1.02,6]decane-8-ene-3,5-dione

(3aR)-3aβ,4,7,7aβ-Tetrahydro-4α,7α-methanoisobenzofuran-1,3-dione

(3aS)-3aα,4,7,7aα-Tetrahydro-4β,7β-methanoisobenzofuran-1,3-dione

cis-5-Norbornene-exo-2,3-dicarboxylic anhydride,95%

Exo-5-norbornene-2,3-dicarboxylic anhydride

Nsc110659

cis-5-Norbornene-exo-2,3-dicarboxylicAnhydride&gt

cis-5-Norbornene-exo-2,3-dicarboxyL

4,7-Methanoisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydro-,(3aR,4R,7S,7aS)-rel-

EXO-NA

CIS-5-NORENE-EXO-2,3-DICARBOXYLIC ANHYDRIDE

Nadic Anhydride (NA)

5-norbornene-2-exo-3-exo-dicarboxylic anhydride

cis-himic anhydride

(1α,2α,3β,6β)-1,2,3,6-tetrahydro-3,6-methanophthalic anh...

(1α,2α,3β,6β)-1,2,3,6-tetrahydro-3,6-methanophthalic anhydride

Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid exo-anhydride

rel-(1R,2R,6S,7S)-4-oxatricyclo[5.2.1.02?]dec-8-ene-3,5-dione

cis-5-Norbornene-exo-2,3-dicarboxylic

Cis-5-norbornene ecto2, 3-dicarboxylic anhydride

cis-5-Norbornene-exo-2,3-dicarboxylic anhydride

2746-19-2

Chiral Reagents

Heterocycles

Miscellaneous Reagents

Alicyclic/Etch-Resistant Monomers

Lithography Monomers

Self Assembly&Contact Printing