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
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
- pka
- 3.91±0.40(Predicted)
- form
- solid
- color
- White
- InChI
- 1S/C9H10O4/c10-8(11)6-4-1-2-5(3-4)7(6)9(12)13/h1-2,4-7H,3H2,(H,10,11)(H,12,13)/t4-,5+,6-,7+
- InChIKey
- NIDNOXCRFUCAKQ-UMRXKNAASA-N
- SMILES
- OC(=O)[C@@H]1[C@H]2C[C@H](C=C2)[C@@H]1C(O)=O
Safety
- Hazard Codes
- Xn,Xi
- Risk Statements
- 20/21/22-36/37/38
- Safety Statements
- 26-37/39
- WGK Germany
- 3
- HS Code
- 2917399590
- Storage Class
- 11 - Combustible Solids
- Hazard Classifications
- Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
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.
N-Bromosuccinimide Price
- Product number
- 216704
- Product name
- cis-5-Norbornene-endo-2,3-dicarboxylic acid
- Purity
- 98%
- Packaging
- 5g
- Price
- $162
- Updated
- 2025/07/31
- Product number
- 216704
- Product name
- cis-5-Norbornene-endo-2,3-dicarboxylic acid
- Purity
- 98%
- Packaging
- 25g
- Price
- $522.9
- Updated
- 2025/07/31
- Product number
- N1029
- Product name
- 5-Norbornene-2,3-dicarboxylic Acid
- Purity
- >98.0%(GC)(T)
- Packaging
- 5g
- Price
- $64
- Updated
- 2025/07/31
- Product number
- N1029
- Product name
- 5-Norbornene-2,3-dicarboxylic Acid
- Purity
- >98.0%(GC)(T)
- Packaging
- 25g
- Price
- $317
- Updated
- 2025/07/31
- Product number
- B789405
- Product name
- Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylicAcid
- Packaging
- 50mg
- Price
- $45
- Updated
- 2021/12/16
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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View Lastest Price from 5-Norbornene-2,3-dicarboxylic acid manufacturers
- 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
- 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
- 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