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5-Norbornene-2,3-dicarboxylic acid

Product Name
5-Norbornene-2,3-dicarboxylic acid
CAS No.
3813-52-3
Chemical Name
5-Norbornene-2,3-dicarboxylic acid
Synonyms
Nadic acid;5-Norbornene-2;Einecs 223-301-0;3-dicarboxylic acid;CIS,ENDO-BICYCLO[2.2.1]-5-;5-NORBORENE-2,3-DICARBOXYLICACID;5-Norbornene-2,3-dicarboxylicaci;5-NORBORNENE-2,3-DICARBOXYLIC ACID;ENDOMETHYLENETETRAHYDROPHTHALICACID;Norborna-5-ene-2,3-dicarboxylic acid
CBNumber
CB8350255
Molecular Formula
C9H10O4
Formula Weight
182.17
MOL File
3813-52-3.mol
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5-Norbornene-2,3-dicarboxylic acid Property

Melting point:
175 °C (dec.)(lit.)
Boiling point:
275.56°C (rough estimate)
Density 
1.2481 (rough estimate)
refractive index 
1.4345 (estimate)
storage temp. 
Sealed in dry,Room Temperature
form 
solid
pka
3.91±0.40(Predicted)
color 
White
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
20/21/22-36/37/38
Safety Statements 
26-37/39
WGK Germany 
3
HS Code 
2917399590
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
216704
Product name
cis-5-Norbornene-endo-2,3-dicarboxylic acid
Purity
98%
Packaging
5g
Price
$162
Updated
2025/07/31
Sigma-Aldrich
Product number
216704
Product name
cis-5-Norbornene-endo-2,3-dicarboxylic acid
Purity
98%
Packaging
25g
Price
$522.9
Updated
2025/07/31
TCI Chemical
Product number
N1029
Product name
5-Norbornene-2,3-dicarboxylic Acid
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$64
Updated
2025/07/31
TCI Chemical
Product number
N1029
Product name
5-Norbornene-2,3-dicarboxylic Acid
Purity
>98.0%(GC)(T)
Packaging
25g
Price
$317
Updated
2025/07/31
TRC
Product number
B789405
Product name
Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylicAcid
Packaging
50mg
Price
$45
Updated
2021/12/16
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5-Norbornene-2,3-dicarboxylic acid Chemical Properties,Usage,Production

Chemical Properties

white powder

Uses

5-Norbornene-2,3-dicarboxylic acid is used to prepare cyclic olefin copolymers and is also an important raw material for the synthesis of the antidepressant drug lurasidone.

Health Hazard

5-Norbornene-2,3-dicarboxylic acid Causes skin irritation and serious eye irritation, it may cause respiratory irritation, it is harmful if swallowed, in contact with skin or if inhaled.

Synthesis

826-62-0

3813-52-3

The general procedure for the synthesis of 5-norbornene-2,3-dicarboxylic acid from nadic anhydride was as follows: in a 125 mL three-necked flask, 8 g of maleic anhydride and 26 mL of ethyl acetate were added, and the mixture was heated through a hot water bath until all solids were completely dissolved. Subsequently, 26 mL of petroleum ether (boiling range 60-90 °C) was added and the mixture was cooled to room temperature. Next, the mixture was further cooled using an ice water bath and 6 mL of freshly distilled cyclopentadiene was slowly added. The reaction mixture was placed in an ice-water bath with continuous stirring until a white solid precipitate precipitated, forming white needle-like crystals. The product was collected by diafiltration and washed with 15 mL of a mixture of ethyl acetate and petroleum ether. 12 g of Bicyclo[2.2.1]-2-heptene-5,6-dicarboxylic anhydride was finally obtained in about 84% yield with a melting point of 163.5-165.5 °C. 12 g of the above product was dissolved in 35 mL of 20% sodium hydroxide solution and heated to reflux for 1.5 h. The color of the solution changed from colorless to yellow. After continuing to reflux for 2 hours, the heating was stopped and cooled to room temperature. The reaction solution was transferred to a 100 mL beaker and filtered while hot. After the filtrate was cooled, it was acidified with concentrated hydrochloric acid to pH 2-3, and white needle-like crystals were precipitated. The crystals were collected by filtration and dried to give 10 g of 5-norbornene-2,3-dicarboxylic acid in 84% yield with a melting point of 167-168 °C.

References

[1] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1989, vol. 38, # 4.2, p. 789 - 792
[2] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1989, # 4, p. 878 - 882
[3] Patent: CN106905377, 2017, A. Location in patent: Paragraph 0038; 0039; 0040

5-Norbornene-2,3-dicarboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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5-Norbornene-2,3-dicarboxylic acid Suppliers

TCI AMERICA
Tel
800-4238616
Fax
+1-888-520-1075 / +1-503-283-1987
Email
sales@tciamerica.com
Country
Americas
ProdList
23653
Advantage
75
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View Lastest Price from 5-Norbornene-2,3-dicarboxylic acid manufacturers

Henan Research New Materials Co., Ltd.
Product
5-Norbornene-2,3-dicarboxylic acid 3813-52-3
Price
US $985.00/Kg/Drum
Min. Order
1KG
Purity
99%
Supply Ability
1000000KG
Release date
2021-12-08
Shaanxi Dideu Medichem Co. Ltd
Product
5-Norbornene-2,3-dicarboxylic acid 3813-52-3
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20t
Release date
2024-07-16
Henan Fengda Chemical Co., Ltd
Product
Nadic acid 3813-52-3
Price
US $200.00-1.00/KG
Min. Order
1KG
Purity
99%, 99.5% Sublimated
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-30

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