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NORBORNANE-2EXO,3EXO-DICARBOXYLIC ACID-ANHYDRIDE, also known as exo-Norbornane-2,3-dicarboxylic Anhydride (CAS# 14166-28-0), is a light yellow solid compound that is useful in organic synthesis. It is a derivative of norbornane, a type of bicyclic compound, and features two carboxyl groups in the exo positions, which are crucial for its reactivity and applications in various chemical processes.

14166-28-0

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14166-28-0 Usage

Uses

Used in Organic Synthesis:
NORBORNANE-2EXO,3EXO-DICARBOXYLIC ACID-ANHYDRIDE is used as a synthetic intermediate for the production of various organic compounds. Its unique structure and reactivity make it a valuable building block in the synthesis of complex molecules, including pharmaceuticals, agrochemicals, and specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, NORBORNANE-2EXO,3EXO-DICARBOXYLIC ACID-ANHYDRIDE is used as a key component in the development of novel drug candidates. Its ability to form diverse chemical structures allows for the creation of new molecules with potential therapeutic properties.
Used in Agrochemical Industry:
NORBORNANE-2EXO,3EXO-DICARBOXYLIC ACID-ANHYDRIDE is also utilized in the agrochemical industry for the synthesis of new pesticides and other crop protection agents. Its unique chemical properties enable the development of innovative products with improved efficacy and selectivity.
Used in Specialty Chemicals:
In the specialty chemicals sector, NORBORNANE-2EXO,3EXO-DICARBOXYLIC ACID-ANHYDRIDE is employed as a starting material for the production of high-value chemicals with specific applications, such as advanced materials, dyes, and additives. Its versatility in organic synthesis contributes to the development of new products with unique properties and performance characteristics.

Check Digit Verification of cas no

The CAS Registry Mumber 14166-28-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,1,6 and 6 respectively; the second part has 2 digits, 2 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 14166-28:
(7*1)+(6*4)+(5*1)+(4*6)+(3*6)+(2*2)+(1*8)=90
90 % 10 = 0
So 14166-28-0 is a valid CAS Registry Number.
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+

14166-28-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

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

1.2 Other means of identification

Product number -
Other names (1R,2S,3R,4S)-2,3-bicyclo<2.2.1>heptanedicarboxylic anhydride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:14166-28-0 SDS

14166-28-0Relevant academic research and scientific papers

PALLADIUM CATALYZED SYNTHESIS OF NEW BICYCLOHEPT-2-ENE-CARBON MONOXIDE COPOLYMERS

Roberto, Dominique,Catellani, Marta,Chiusoli, Gian Paolo

, p. 2115 - 2118 (1988)

New cis, exo bicycloheptene-carbon monoxide copolymers, initiated by H or by a hydrocarbyl group and terminated by a χ-lactone with exocyclic double bond, are prepared at atmospheric pressure under the catalytic action of a palladium(0) complex.

METHOD FOR PRODUCING NORBORNANE DICARBOXYLIC ACID

-

Paragraph 0092; 0099; 0100, (2018/07/28)

The present invention relates to a method for producing norbornane carboxylic acid, and more specifically, to a method for producing norbornane carboxylic acid, which comprises a step for reacting cyclopentadiene obtained by thermal decomposition of dicyclopentadiene with maleic anhydride. The production method according to the present invention utilizes dicyclopentadiene, has excellent reaction efficiency, and has an industrially useful whole reaction process, and thus it is possible to mass-produce the norbornane dicarboxylic acid with high yield and the norbornane dicarboxylic acid can be applied to various industrial fields.COPYRIGHT KIPO 2018

METHOD FOR PRODUCING BICYCLO[2.2.1]HEPTANE-2,3-DIYLDIMETHANOL

-

Paragraph 0107-0108, (2018/07/28)

The present invention refers to bicyclo [2. 2. 1] Heptane - 2, 3 - manufacturing method relates to the d methanol which will be a d, more particularly claw pen hit diene between d and reacting maleic anhydride with pen hit diene obtained by pyrolysis cycles including a number bath is formed on the bicyclo [2. 2. 1] Heptane - 2, 3 - to the d methanol which will be a d manufacturing method are disclosed. The present invention according to manufacturing method is that by the claw pen hit diene between d, reaction efficiency is superior, since the whole reaction process industrially useful bicyclo [2. 2. 1] Heptane - 2, 3 - [...] high yield can be mass produced, industrially nephrophathy intensity applications. (by machine translation)

PROCESS FOR PREPARING BENZISOTHIAZOL-3-YL-PEPERAZIN-L-YL-METHYL-CYCLO HEXYL-METHANISOINDOL-1,3-DIONE AND ITS INTERMEDIATES

-

Page/Page column 29, (2013/08/28)

The present invention discloses process for preparing benzisothiazol-3-yl- piperazin-l-yl-methyl-cyclo hexyl-methanisoindol-l,3-dione and intermediates thereof.

ENDO-METHYLENE HEXAHYDROPHTHALIC ANHYDRIDE AND PRODUCTION METHOD THEREOF

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Page/Page column 4-5, (2012/09/21)

The present invention belongs to the field of organic chemical synthesis, and discloses hexahydro-3,6-methanophthalic anhydride and a method of producing the same. The method uses maleic anhydride and mixed C5s as raw materials, generates Nadic anhydride by absorbing cyclopentadiene with maleic anhydride directly at a temperature of 0-5°C, and crystallizes to obtain a pure product; and a Cu-Ni/ZnO-ZrO2 or Co-Ni/ZnO-ZrO2 catalyst is added to the generated Nadic anhydride, carrying out a catalytic hydrogenation reaction in a high-pressure autoclave for 4-6 hours at a temperature of 100-140°C and under a hydrogen pressure of 1-4 MPa, the catalyst is filtered after cooling, and reduced pressure distilling to obtain the hexahydro-3,6-methanophthalic anhydride. Compared with the prior art, the present invention prepares the Nadic anhydride by using mixed C5s, an inexpensive by-product of ethylene, as a raw material, and further synthesizes hexahydro-3,6-methanophthalic anhydride while obtaining a chemical raw material de-cyclized C5s at the same time, enhances the in-depth processing of mixed C5s, and can be used widely in industrial production.

NOVEL LIQUID TETRACARBOXYLIC DIANHYDRIDES AND PROCESS FOR THE PREPARATION THEREOF

-

, (2011/12/14)

The invention relates to a tetracarboxylic dianhydride represented by the following formula (1). [In formula (1) R1, R2, R3 and R4 each independently represent an alkyl group having from 1 to 5 carbon atoms, m represents a number from 1 to 30, all of the silicon atoms bonding to the norbornane rings are in an exo-configuration with respect to the norbornane rings, and all of the dicarboxylic anhydride groups bonding to the norbornane rings are in an exo-configuration with respect to the norbornane rings.]

METHOD OF SEPARATING STEREOISOMERS OF NORBORNENE, DICARBOXYLIC ACID HAVING NORBORNANE STRUCTURE, OR DERIVATIVE THEREOF

-

Page/Page column 19, (2008/06/13)

A method of efficiently extracting a high-purity stereoisomer from a mixture comprising the endo isomer and the exo isomer of a dicarboxylic acid having a norbomene or norbomane structure, or a derivative thereof. The present invention relates to a method of separating the endo isomer and the exo isomer of a dicarboxylic acid represented by a general formula (1) or (2) or a derivative thereof, and includes the step of stirring and mixing a mixture comprising mainly the endo isomer of the dicarboxylic acid represented by the general formula (1) or (2) or a derivative thereof, and the exo isomer of the dicarboxylic acid represented by the general formula (1) or (2) or a derivative thereof, with a basic compound and a solvent. (wherein, R1 to R8 represent a hydrogen atom, methyl group, ethyl group, or butyl group), (wherein, R'1 to R'10 represent a hydrogen atom, methyl group, ethyl group, or butyl group)

Highly efficient nickel-catalyzed cross-coupling of succinic and glutaric anhydrides with organozinc reagents

Bercot, Eric A.,Rovis, Tomislav

, p. 247 - 254 (2007/10/03)

A nickel-catalyzed alkylation of succinic and glutaric anhydrides with alkyl- and arylzinc reagents has been developed. A dramatic olefin effect has been investigated resulting in the identification of several styrene-based promoters which show pronounced enhancements in reaction rate. The substrate scope with respect to electrophilic and nucleophilic coupling partners has been examined and found to be remarkably broad, allowing for rapid introduction of molecular complexity through the use of functionalized coupling partners. Regioselective alkylation of an unsymmetrical succinic anhydride and a profound effect of pendent coordinating olefins on reaction rate suggest a mechanism involving discrete oxidative addition of the nickel complex into the cyclic anhydride followed by a transmetalation event.

Preparation and structure of di-exo-condensed norbornane heterocycles

Miklos, Ferenc,Hetenyi, Anasztazia,Sohar, Pal,Stajer, Geza

, p. 839 - 847 (2007/10/03)

Cyclization of di-exo-aroylnorbornanecarboxylic acid with bidentate nucleophiles (hydrazine, o-phenylenediamine, o-aminophenol, alkylenediamines, and amino alcohols) yielded heterotri-, tetra-, and pentacycles. Their structures were established by means o

Protein phosphatase 2A inhibition and circumvention of cisplatin cross-resistance by novel TCM-platinum anticancer agents containing demethylcantharidin

To, Kenneth K.W.,Wang, Xinning,Yu, Chun Wing,Ho, Yee-Ping,Au-Yeung, Steve C.F.

, p. 4565 - 4573 (2007/10/03)

The structurea€"activity requirement of the PP2A-inhibiting demethylcantharidin for the circumvention of cisplatin cross-resistance demonstrated by the novel TCMa€"Pt compounds is discussed. Novel TCM-platinum compounds [Pt(C8H8O5)(NH 2R)2] 1-5, derived from integrating demethylcantharidin, a modified component from a traditional Chinese medicine (TCM) with a platinum moiety, possess anticancer and protein phosphatase 2A inhibition properties. The compounds are able to circumvent cisplatin resistance by apparently targeting the DNA repair mechanism. Novel isosteric analogues [Pt(C9H 10O4)(NH2R)2] A and B, devoid of PP2A-inhibitory activity, were found to suffer from an enhanced DNA repair and were cross-resistant to cisplatin. The results advocate a well-defined structure-activity requirement associating the PP2A-inhibiting demethylcantharidin with the circumvention of cisplatin cross-resistance demonstrated by TCM-Pt compounds 1-5.

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