NORBORNANE-2EXO,3EXO-DICARBOXYLIC ACID-ANHYDRIDE
- Product Name
- NORBORNANE-2EXO,3EXO-DICARBOXYLIC ACID-ANHYDRIDE
- CAS No.
- 14166-28-0
- Chemical Name
- NORBORNANE-2EXO,3EXO-DICARBOXYLIC ACID-ANHYDRIDE
- Synonyms
- Tandospirone impurity 2;(3aR,4S,7R,7aS)-Hexahydro-4,7-Methanoisobenzofuran-1,3-dione;NSC 59061;Lurasidone Impurity 74;lurasidone interMediate;2,3-Norbornanedicarboxylic anhydride;exo-Norbornane-2,3-dicarboxylic Anhydride;cis-exo-2,3-Norbornanedicarboxylic anhydride;2,3-NORBORNANEDICARBOXYLIC ANHYDRIDE, CIS-EXO-;NORBORNANE-2EXO,3EXO-DICARBOXYLIC ACID-ANHYDRIDE
- CBNumber
- CB02455682
- Molecular Formula
- C9H10O3
- Formula Weight
- 166.17
- MOL File
- 14166-28-0.mol
NORBORNANE-2EXO,3EXO-DICARBOXYLIC ACID-ANHYDRIDE Property
- Melting point:
- 80-82 °C(Solv: ethanol (64-17-5))
- Boiling point:
- 325.2±11.0 °C(Predicted)
- Density
- 1.345
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- Chloroform
- form
- Solid
- color
- Light Yellow
- InChI
- InChI=1/C9H10O3/c10-8-6-4-1-2-5(3-4)7(6)9(11)12-8/h4-7H,1-3H2/t4-,5+,6+,7-
- InChIKey
- LQOPXMZSGSTGMF-RNGGSSJXNA-N
- SMILES
- C1(=O)[C@]2([H])[C@@]([H])([C@]3([H])C[C@@]2([H])CC3)C(=O)O1 |&1:2,4,6,9,r|
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- N661220
- Product name
- exo-Norbornane-2,3-dicarboxylicAnhydride
- Packaging
- 10g
- Price
- $1320
- Updated
- 2021/12/16
- Product number
- 085954
- Product name
- Norborane-2-exo,3-exo-dicarboxylic acid anhydride
- Purity
- 97%
- Packaging
- 1g
- Price
- $727
- Updated
- 2021/12/16
- Product number
- X6722
- Product name
- Norborane-2-exo,3-exo-dicarboxylicacidanhydride
- Packaging
- 10g
- Price
- $833
- Updated
- 2021/12/16
- Product number
- CHM0386317
- Product name
- CIS-EXO-2,3-NORBORNANEDICARBOXYLIC ANHYDRIDE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $504.36
- Updated
- 2021/12/16
- Product number
- CM249329
- Product name
- (3aR,4S,7R,7aS)-Hexahydro-4,7-methanoisobenzofuran-1,3-dione
- Purity
- 95%
- Packaging
- 10g
- Price
- $514
- Updated
- 2021/12/16
NORBORNANE-2EXO,3EXO-DICARBOXYLIC ACID-ANHYDRIDE Chemical Properties,Usage,Production
Chemical Properties
Light Yellow Solid
Uses
exo-Norbornane-2,3-dicarboxylic Anhydride (cas# 14166-28-0) is a compound useful in organic synthesis.
Synthesis
2746-19-2
14166-28-0
General procedure for the synthesis of (3aR,4S,7R,7aS)-rel-hexahydro-4,7-methanoisobenzofuran-1,3-dione from cis-5-norbornene-exo-2,3-dicarboxylic anhydride: 200 g of cis-5-norbornene-exo-2,3-dicarboxylic anhydride (from step 2) was mixed with 1.5 L of toluene, heated until completely dissolved, and then transferred to a 4-L high pressure reactor. 10 g of Pd/Pt catalyst was added to the reactor and the system was purged under 10 bar hydrogen pressure for 5 minutes. After purging, the hydrogen pressure was adjusted to 12 bar and the hydrogenation reaction was carried out at 160°C and 20 bar hydrogen pressure. After the reaction lasted 70 minutes, the catalyst was removed. The reaction mixture was transferred to 5 L of hexane and after filtration and drying, 182 g of white solid product (compound 4) was obtained. The structure of the product was confirmed by NMR (1H and 13C NMR, JEOL JNM-LA400) and IR spectroscopy (AVATAR 360FT-IR). The relevant spectral data are displayed in Figures 1, 2, 4 and 5, respectively.
References
[1] Journal of Organic Chemistry, 1982, vol. 47, # 20, p. 3953 - 3959
[2] Organic Preparations and Procedures International, 1999, vol. 31, # 2, p. 220 - 222
[3] Chemical and Pharmaceutical Bulletin, 1991, vol. 39, # 9, p. 2288 - 2300
[4] Chemical and Pharmaceutical Bulletin, 1995, vol. 43, # 12, p. 2139 - 2151
[5] Monatshefte fur Chemie, 2004, vol. 135, # 7, p. 839 - 847
NORBORNANE-2EXO,3EXO-DICARBOXYLIC ACID-ANHYDRIDE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from NORBORNANE-2EXO,3EXO-DICARBOXYLIC ACID-ANHYDRIDE manufacturers
- Product
- (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione 14166-28-0
- Price
- US $0.00-0.00/kg
- Min. Order
- 0.1kg
- Purity
- 98% 99%
- Supply Ability
- 1000
- Release date
- 2025-04-23
- Product
- (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione 14166-28-0
- Price
- US $0.00-0.00/kg
- Min. Order
- 0.1kg
- Purity
- 98%;99%
- Supply Ability
- 1000
- Release date
- 2025-04-18
- Product
- Lurasidone Impurity 59 14166-28-0
- Price
- US $0.00-0.00/mg
- Min. Order
- 10mg
- Purity
- 98%
- Supply Ability
- 500mg
- Release date
- 2024-07-16