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

Loudi Xinjiyuan Chemistry Co., Ltd.
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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:


  • (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
  • <i>cis</i>-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
  • <i>cis</i>-5-Norbornene-<i>exo</i>-2,3-dicarboxylic anhydride
  • 2746-19-2
  • Chiral Reagents
  • Heterocycles
  • Miscellaneous Reagents
  • Alicyclic/Etch-Resistant Monomers
  • Lithography Monomers
  • Self Assembly&Contact Printing