ChemicalBook > CAS DataBase List > NORBORNANE-2EXO,3EXO-DICARBOXYLIC ACID-ANHYDRIDE

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

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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|

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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.

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N-Bromosuccinimide Price

TRC

Product number: N661220
Product name: exo-Norbornane-2,3-dicarboxylicAnhydride
Packaging: 10g
Price: $1320
Updated: 2021/12/16

Matrix Scientific

Product number: 085954
Product name: Norborane-2-exo,3-exo-dicarboxylic acid anhydride
Purity: 97%
Packaging: 1g
Price: $727
Updated: 2021/12/16

AK Scientific

Product number: X6722
Product name: Norborane-2-exo,3-exo-dicarboxylicacidanhydride
Packaging: 10g
Price: $833
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CHM0386317
Product name: CIS-EXO-2,3-NORBORNANEDICARBOXYLIC ANHYDRIDE
Purity: 95.00%
Packaging: 5MG
Price: $504.36
Updated: 2021/12/16

Chemenu

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

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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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NORBORNANE-2EXO,3EXO-DICARBOXYLIC ACID-ANHYDRIDE Suppliers

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View Lastest Price from NORBORNANE-2EXO,3EXO-DICARBOXYLIC ACID-ANHYDRIDE manufacturers

Henan Research New Materials Co., Ltd.

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

Henan Research New Materials Co., Ltd.

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

ShenZhen H&D Pharmaceutical Technology Co., LTD

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

14166-28-0, NORBORNANE-2EXO,3EXO-DICARBOXYLIC ACID-ANHYDRIDERelated Search:

CIS-1,4-DIACETOXY-2-BUTENE (2S,4S)-4-METHOXY-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER cis-[2-(2,4-Dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methyl-4-methylbenzenesulphonate cis-3-Hexenyl tiglate (3S,4S)-1-benzyl-N,4-dimethylpiperidin-3-amine hydrochloride Z-2-Buten-1-yl-boronic acid pinacol ester, Z-Crotylboronic acid pinacol ester, cis-2-(2-Buten-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 3,5-DIMETHYLPIPERIDINE (CIS) cis-3-Hexenyl lactate (3aR,4R,7S,7aS)-2-[4-(4-pyrimidin-2-ylpiperazin-1-yl)butyl]hexahydro-1H-4,7-methanoisoindole-1,3-dione endo-2,3-NorbornanedicarboxiMide Norbornane CIS-1,2-CYCLOHEXANEDICARBOXYLIC ANHYDRIDE CYCLOPENTANE-1,2-DICARBOXYLIC ACID ANHYDRIDE NORBORNANE-2EXO,3EXO-DICARBOXYLIC ACID-ANHYDRIDE

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

(3aα,4β,7β,7aα)-Hexahydro-4,7-Methanoisobenzofuran-1,3-dione

NSC 59061

Norborane-2-exo,3-exo-dicarboxylic acid anhydride

(3aR,4S,7R,7aS)-Hexahydro-4,7-Methanoisobenzofuran-1,3-dione

(3aR,7aS)-hexahydro-4,7-methano-2-benzofuran-1,3-dione

2,3-Norbornanedicarboxylic anhydride

NORBORNANE-2EXO,3EXO-DICARBOXYLIC ACID-ANHYDRIDE

2,3-Norbornanedicarboxylic anhydride, cis-exo- (8CI)

exo-Norbornane-2,3-dicarboxylic Anhydride

cis-exo-2,3-Norbornanedicarboxylic anhydride

2,3-NORBORNANEDICARBOXYLIC ANHYDRIDE, CIS-EXO-

lurasidone interMediate

Tandospirone impurity 2

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

Lurasidone Impurity 74

"4-Cis-exo-2,3-Norbornanedicarboxylic anhydride"

(3aR,3a'R,4S,4'S,7R,7aS,7'R,7a'S)-2,2'-(butane-1,4-diyl)bis(hexahydro-1H-4,7-methanoisoindole-1,3(2H)-dione)

rel-(3aR,4S,7R,7aS)-Hexahydro-4,7-methanoisobenzofuran-1,3-dione

14166-28-0

Heterocycles

Miscellaneous Reagents