2,3-Norbornanedicarboxylic Acid

Base Information

• Chemical Name: 2,3-Norbornanedicarboxylic Acid
• CAS No.: 1724-08-9
• Molecular Formula: C₉H₁₂O₄
• Molecular Weight: 184.192
• Hs Code.: 2917209090
• European Community (EC) Number: 663-370-8
• NSC Number: 169197,238000,237999,46410
• DSSTox Substance ID: DTXSID90938141
• Nikkaji Number: J2.528.565D
• Mol file: 1724-08-9.mol

Synonyms:2,3-Norbornanedicarboxylic Acid;1724-08-9;bicyclo[2.2.1]heptane-2,3-dicarboxylic acid;2435-37-2;NSC 238000;endo,endo-2,3-Norbornanedicarboxylic acid;2,3-Norbornanedicarboxylic acid, endo,endo-;27862-85-7;Dihydronadic acid;C3ZQ7ZAX9Q;NSC-238000;NSC46410;Maybridge4_000592;UNII-C3ZQ7ZAX9Q;Bicyclo[2.2.1]heptane-2,3-dicarboxylicacid;Oprea1_379166;SCHEMBL187221;DTXSID90938141;HMS1522K20;BAA72408;MFCD00520577;NSC-46410;NSC169197;NSC237999;NSC238000;STK268338;2,3-NORBORNANEDICARBOXYLICACID;trans-2,3-norbornanedicarboxylic acid;AKOS003238897;AKOS022076548;NSC-169197;NSC-237999;IDI1_031174;NCGC00177411-01;BS-22794;LS-97102;2,3-Norbornanedicarboxylic Acid, >/=98%;FT-0693095;N0753;Bicyclo[2.2.1 ]heptane-2,3-dicarboxylic acid;D91771;SR-01000494140;SR-01000494140-1;BICYCLO[2.2.1]HEPTANE-2,3-DICARBOXYLICACID, (1R,2R,3S,4S)-REL-;6343-11-9

Chemical Property of 2,3-Norbornanedicarboxylic Acid

Chemical Property:

• Vapor Pressure: 8.65E-08mmHg at 25°C
• Melting Point: 150 °C(Solv: acetic acid (64-19-7))
• Boiling Point: 407.7°Cat760mmHg
• PKA: 4.12±0.40(Predicted)
• Flash Point: 214.5°C
• PSA: 74.60000
• Density: 1.42g/cm³
• LogP: 0.81790
• Solubility.: soluble in Methanol
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 184.07355886
• Heavy Atom Count: 13
• Complexity: 234

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,3-Norbornanedicarboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CC1C(C2C(=O)O)C(=O)O

Technology Process of 2,3-Norbornanedicarboxylic Acid

There total 21 articles about 2,3-Norbornanedicarboxylic 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: 100.0%

norbornene-5,6-dicarboxylic acid (1200-88-0) → (+/-)-norbornane-2endo,3exo-dicarboxylic acid (1724-08-9,2435-37-2,6343-11-9,27862-85-7,58616-96-9,58616-98-1,70095-10-2)

Guidance literature:

With hydrogen; Rh-Pd on carbon;

Reference yield:

dimethyl (exo,endo)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate (3014-58-2,5826-73-3,7184-07-8,39589-98-5,116404-47-8,117604-28-1,135357-64-1) → (+/-)-norbornane-2endo,3exo-dicarboxylic acid (1724-08-9,2435-37-2,6343-11-9,27862-85-7,58616-96-9,58616-98-1,70095-10-2)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOMe, water / methanol / 1.5 h / Heating

2: 100 percent / H₂ / Rh-Pd/C

With water; hydrogen; sodium methylate; Rh-Pd on carbon; In methanol;

Reference yield:

7-oxo-norbornane-2endo,3endo-dicarboxylic acid (103262-88-0) → (+/-)-norbornane-2endo,3exo-dicarboxylic acid (1724-08-9,2435-37-2,6343-11-9,27862-85-7,58616-96-9,58616-98-1,70095-10-2)

Guidance literature:

With sodium hydroxide; hydrazine; diethylene glycol;

DOI:10.1021/ja01585a044

upstream raw materials:

endo-cis-2,3-dimethoxycarbonylnorbornane

sodium methylate

exo-cis-2,3-dimethoxycarbonylnorbornane

7-oxo-norbornane-2endo,3endo-dicarboxylic acid

Downstream raw materials:

norbornane-2endo,3endo-dicarboxylic acid

cis-5-norbornane-endo-2,3-dicarboxylic acid

bicyclo[2.2.1]heptane-2,3-dimethanol

exo-bicyclo[2.2.1]heptane-2,3-dicarboxylic anhydride

Refernces

• 1、 Hatano, Keiichiro,Takeda, Tadahiro,Saito, Reiko. "Optical Resolution of trans-Bicycloheptane-2,3-diamine: Chiral Recognition in the Crystal of its Complex with (2R,3R)-O,O'-Dibenzoyltartaric Acid". . p. 579 - 584. Retrieved 2007/10/02.
• 2、 -. "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.