3853-88-1

Basic information

• Product Name: CIS-5-NORBORNENE-ENDO-2,3-DICARBOXYLIC ACID
• Synonyms: NORBORNYLENE-2,3-DICARBOXYLIC ACID;3,6-ENDOMETHYLENE-1,2,3,6-TETRAHYDROPHTHALIC ACID;CIS,ENDO-5-NORBORNENE-2,3-DICARBOXYLIC ACID;CIS,ENDO-BICYCLO[2.2.1]-5-HEPTENE-2,3-DICARBOXYLIC ACID;CIS-5-NORBORNENE-ENDO-2,3-DICARBOXYLIC ACID;EXO,EXO BICYCLO(2.2.1)HEPT-2-EN-5,6-DICARBOXYLIC ACID;(1S,2R,3R,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid;(1α,4α)-Bicyclo[2.2.1]hepta-2-ene-5β,6β-dicarboxylic acid
• CAS NO: 3853-88-1
• Molecular Formula: C₉H₁₀O₄
• Molecular Weight: 182.17
• EINECS: 223-301-0
• Product Categories: Alicyclic/Etch-Resistant Monomers;Lithography Monomers;Self Assembly&Contact Printing
• Mol File: 3853-88-1.mol
• Article Data: 2

Chemical Properties

• Melting Point: 175 °C (dec.)(lit.)
• Boiling Point: 419.796 °C at 760 mmHg
• Flash Point: 221.833 °C
• Appearance: white to cream fine crystalline powder
• Density: 1.481 g/cm³
• Vapor Pressure: 3.18E-08mmHg at 25°C
• Refractive Index: 1.601
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.91±0.40(Predicted)
• CAS DataBase Reference: CIS-5-NORBORNENE-ENDO-2,3-DICARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: CIS-5-NORBORNENE-ENDO-2,3-DICARBOXYLIC ACID(3853-88-1)
• EPA Substance Registry System: CIS-5-NORBORNENE-ENDO-2,3-DICARBOXYLIC ACID(3853-88-1)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39-36/37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 3853-88-1(Hazardous Substances Data)

Usage

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

• 1200-88-0 norbornene-5,6-dicarboxylic acid 

Downstream Products

• 941567-71-1 (1R,2S,3R,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dimethanol 
• 5826-27-7 endo,endo-5,6-dihydroxybicyclo<2.2.1>heptane-endo,endo-2,3-dicarboxylic acid dilactone 
• 104-15-4 toluene-4-sulfonic acid 
• 3786-91-2 cis,cis,cis,cis-1,2,3,4-cyclopentanetetracarboxylic acid 
• 144-62-7 oxalic acid 
• 70116-05-1 5endo,6endo-bis-(toluene-4-sulfonyloxymethyl)-norborn-2-ene 
• 39589-98-5 endo-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic dimethyl ester 
• 4582-20-1 5-oxo-4-oxatricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid 
• 1212145-57-7 (1S,2R,3S,4R,5R)-5-Phenyl-bicyclo[2.2.1]heptane-2,3-dicarboxylic acid 
• 129-64-6 3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride 
• 2435-37-2 norbornane-2endo,3endo-dicarboxylic acid 
• 1200-88-0 norbornene-5,6-dicarboxylic acid 
• 2628-74-2 (+/-)-5exo-bromo-6endo-hydroxy-norbornane-2endo,3endo-dicarboxylic acid-2-lactone 
• 61800-57-5 2-exo-hydroxy-5-oxo-4-oxatricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid 

Relevant articles and documents

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.]