Cis-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid

Base Information

• Chemical Name: Cis-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid
• CAS No.: 3853-88-1
• Molecular Formula: C9H10O4
• Molecular Weight: 182.176
• Hs Code.: 29172090
• European Community (EC) Number: 689-908-1
• Nikkaji Number: J2.398.383D
• Mol file: 3853-88-1.mol

Synonyms:Cis-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid;3853-88-1;cis-5-Norbornene-endo-2,3-dicarboxylic acid;SCHEMBL381246;(1R,4S)-BICYCLO[2.2.1]HEPT-5-ENE-2,3-DICARBOXYLIC ACID;AKOS006238835;(1S,4R)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid

Chemical Property of Cis-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid

Chemical Property:

• Appearance/Colour: white to cream fine crystalline powder
• Vapor Pressure: 3.18E-08mmHg at 25°C
• Melting Point: 175 °C (dec.)(lit.)
• Refractive Index: 1.601
• Boiling Point: 419.796 °C at 760 mmHg
• PKA: 3.91±0.40(Predicted)
• Flash Point: 221.833 °C
• PSA: 74.60000
• Density: 1.481 g/cm³
• LogP: 0.59390
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 182.05790880
• Heavy Atom Count: 13
• Complexity: 266

Purity/Quality:

98% Min. ^*data from raw suppliers

cis-5-Norbornene-endo-2,3-dicarboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2C=CC1C(C2C(=O)O)C(=O)O
• Isomeric SMILES: C1[C@@H]2C=C[C@H]1C(C2C(=O)O)C(=O)O

Technology Process of Cis-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid

There total 7 articles about Cis-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.0%

(2R,4S,8R)-2-((S)-hydroxy(quinolin-4-yl)methyl)-8-vinyl-1-azoniabicyclo[2.2.2]octane-(2S,3S)-3-carboxybicyclo[2.2.1]hept-5-ene-2-carboxylate → (+)-bicyclo[2.2.1]hept-5-ene-trans-2,3-dicarboxylic acid (1200-88-0,3813-52-3,3853-88-1,21196-51-0,32216-02-7,70095-09-9,70190-87-3)

Guidance literature:

With hydrogen bromide; In water;

DOI:10.1007/s10870-016-0640-4

Reference yield:

→ 5-norbornane-2,3-dicarboxylic acid (1200-88-0,3813-52-3,3853-88-1,21196-51-0,32216-02-7,70095-09-9,70190-87-3)

Guidance literature:

1,4-Endomethylen-cyclohex-5-en-endo,cis-2,3-dicarbonsaeureanhydrid, h. W.;

DOI:10.1007/BF00902103

Reference yield:

→ trans-Bicycl<2.2.1>hepten-(5)-dicarbonsaeure-(2,3) (1200-88-0,3813-52-3,3853-88-1,21196-51-0,32216-02-7,70095-09-9,70190-87-3)

Guidance literature:

Cyclopentadien, Fumarsaeure, wss. Acn. (Sd.);

DOI:10.1007/BF00902103

upstream raw materials:

norbornene-5,6-dicarboxylic acid

Downstream raw materials:

cis,cis,cis,cis-1,2,3,4-cyclopentanetetracarboxylic acid

oxalic acid

endo-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic dimethyl ester

5-oxo-4-oxatricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid

Refernces

• 1、 -. "Chiral rhodium-diphosphine catalyst capable of catalytic reduction of a tetramisole precursor to give a significant excess of the desired S-(-)isomer, levamisole". . . Retrieved 2008/06/13.