3813-52-3

Basic information

• Product Name: 5-Norbornene-2,3-dicarboxylic acid
• Synonyms: (2R,3S)-Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid;cis-5-Norbornene-endo-2,3-dicarboxylic acid 98%;5-Norbornene-2,3-dicarboxylic acid, >=98%;5-NORBORNENE-2,3-DICARBOXYLIC ACID;BICYCLO[2.2.1]HEPT-5-ENE-2,3-DICARBOXYLIC ACID;CIS-5-NORBORNENE-ENDO-2,3-DICARBOXYLIC ACID;CIS,ENDO-5-NORBORNENE-2,3-DICARBOXYLIC ACID;CIS,ENDO-BICYCLO[2.2.1]-5-HEPTENE-2,3-DICARBOXYLIC ACID
• CAS NO: 3813-52-3
• Molecular Formula: C₉H₁₀O₄
• Molecular Weight: 182.17
• EINECS: 223-301-0
• Product Categories: Norbornene Derivatives
• Mol File: 3813-52-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 175 °C (dec.)(lit.)
• Boiling Point: 275.56°C (rough estimate)
• Flash Point: 221.8 °C
• Appearance: /
• Density: 1.2481 (rough estimate)
• Vapor Pressure: 3.18E-08mmHg at 25°C
• Refractive Index: 1.4345 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.91±0.40(Predicted)
• CAS DataBase Reference: 5-Norbornene-2,3-dicarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Norbornene-2,3-dicarboxylic acid(3813-52-3)
• EPA Substance Registry System: 5-Norbornene-2,3-dicarboxylic acid(3813-52-3)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 3813-52-3(Hazardous Substances Data)

Usage

Chemical Properties

white powder

InChI:InChI=1/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+

Upstream product

• 542-92-7 cyclopenta-1,3-diene 
• 110-17-8 (2E)-but-2-enedioic acid 
• 1200-88-0 norbornene-5,6-dicarboxylic acid 
• 79-10-7 acrylic acid 
• 109005-04-1 Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid bis-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) ester 
• 826-62-0 5-norbornene-2,3-dicarboxylic anhydride 

Downstream Products

• 5826-73-3 dimethyl carbate 
• 85-39-2 5,6-bis(hydroxymethyl)bicyclo<2.2.1>hept-2-ene 
• 38339-47-8 C₂₃H₂₆O₆S₂ 

Relevant articles and documents

Norbornanyl rosin resin and process for preparing same

This invention relates to the new norbornanyl rosin resin compositions which are easily obtainable by reacting the norbornenyl compounds or their alpha, beta-unsaturated esters with rosin derivative. In particular, this invention relates to a new process for making hybrid rosin resin suitable for production adhesive, ink, coating, plasticizer, thermoplastic or thermosetting plastic and functional polymers.

Resolution of (±)-Bicyclo[2.2.1]hept-5-ene-trans-2,3-dicarboxylic Acid: Crystal Structure of Its Cinchoninium Salt

Abstract: Single crystals of (+)-cinchoninium (+)-bicyclo[2.2.1]hept-5-ene-trans-2-carboxyl-3-carboxylate (S,S)-2 were obtained upon resolution of racemic (±)-bicyclo[2.2.1]hept-5-ene-trans-2,3-dicarboxylic acid rac-1 with (+)-cinchonine. An X ray diffraction analysis established the most important secondary interactions between the ions that are deemed responsible for the diastereomeric separation process. From (S,S)-2 enantiomerically pure (+)-bicyclo[2.2.1]hept-5-ene-trans-2,3-dicarboxylic acid (S,S)-1 was isolated in 72 % yield. Graphical Abstract: An X-ray diffraction analysis of (+)-cinchoninium (+)-bicyclo[2.2.1]hept-5-ene-trans-2-carboxyl-3-carboxylate (S,S)-2 established the most important secondary interactions between the ions that are deemed responsible for the diastereomeric separation process.[Figure not available: see fulltext.]