2-Hydroxybicyclo[2.2.1]heptane-2-carboxylic acid

Base Information

• Chemical Name: 2-Hydroxybicyclo[2.2.1]heptane-2-carboxylic acid
• CAS No.: 41248-20-8
• Molecular Formula: C8H12O3
• Molecular Weight: 156.181
• European Community (EC) Number: 899-822-8
• DSSTox Substance ID: DTXSID40495794
• Mol file: 41248-20-8.mol

Synonyms:2-Hydroxybicyclo[2.2.1]heptane-2-carboxylic acid;41248-20-8;SCHEMBL8733039;DTXSID40495794;NLJMUWHNMKOGBO-UHFFFAOYSA-N;2-hydroxy-2-norbornanecarboxylic acid;2-hydroxynorbornane-2-carboxylic acid;AKOS017531321;EN300-1241599;2-Hydroxybicyclo[2.2.1]heptane-2-carboxylicacid;Z1262516246

Chemical Property of 2-Hydroxybicyclo[2.2.1]heptane-2-carboxylic acid

Chemical Property:

• Melting Point: 90 °C
• Boiling Point: 323.8±25.0 °C(Predicted)
• PSA: 57.53000
• Density: 1.383±0.06 g/cm3(Predicted)
• LogP: 0.62210
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 156.078644241
• Heavy Atom Count: 11
• Complexity: 202

Purity/Quality:

99% ^*data from raw suppliers

2-Hydroxybicyclo[2.2.1]heptane-2-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CC1CC2(C(=O)O)O

Technology Process of 2-Hydroxybicyclo[2.2.1]heptane-2-carboxylic acid

There total 13 articles about 2-Hydroxybicyclo[2.2.1]heptane-2-carboxylic 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: 92.0%

norbornane-2-carboxylic acid (934-28-1,934-29-2,2566-58-7,2566-59-8,61967-05-3,79026-23-6,117894-69-6,130793-99-6,824-62-4) → 2-hydroxy-2-norbornanecarboxylic acid (41248-20-8)

Guidance literature:

With potassium hydroxide; potassium permanganate; sulfuric acid; sodium hydrogensulfite; In water; Petroleum ether;

Reference yield: 70.0%

(+)-(1S,2R,4R)-bicyclo<2.2.1>heptane-2-carboxylic acid (2566-59-8) → (1S,4R)-2-Hydroxy-bicyclo[2.2.1]heptane-2-carboxylic acid (41248-20-8,77378-98-4,97850-74-3)

Guidance literature:

With potassium permanganate;

DOI:10.1016/S0957-4166(00)80544-3

Reference yield:

6-endo-tosyloxynorbornane-2-carboxylic acid sodium salt (80452-18-2,80483-27-8) → tricyclo<2.2.1.02,6>heptane (279-19-6) + (+/-)-2-hydroxy-norbornane-2endo-carboxylic acid (41248-20-8,77378-98-4,97850-74-3) + carbomethoxy-2 exo hydroxy-6 exo bicyclo <2.2.1> heptane (22664-23-9,22664-24-0,33913-58-5,71358-94-6,258345-33-4,274690-02-7) + (1S,3R,6S,7S)-4-Oxa-tricyclo[4.2.1.03,7]nonan-5-one (6712-12-5,60133-51-9,68035-53-0) + (2R,6R)-Tricyclo[2.2.1.02,6]heptane-1-carboxylic acid

Guidance literature:

With sodium hydroxide; In ethanol; at 70 ℃; Thermodynamic data; Kinetics; other solvent, ΔH(excit.), ΔS(excit.), substituent effect;

DOI:10.1002/hlca.19810640735

upstream raw materials:

norbornane-2-carboxylic acid

2-Hydroxy-bicyclo<2.2.1>bept-5-en-2-carbonsaeure

(+/-)-2-bromo-norbornane-2endo-carbonyl chloride

exo-2-bromobicyclo<2.2.1>heptane-1-carboxylic acid

Downstream raw materials:

Tricyclo[2.2.1.0^2,6]heptane-1-carboxylic acid dimethylamide

(1S,4R)-bicyclo[2.2.1]heptan-2-one

Norbornan-2-on