6-Hydroxybicyclo[2.2.2]octane-2-carboxylic acid

Base Information

Chemical Name:6-Hydroxybicyclo[2.2.2]octane-2-carboxylic acid
CAS No.:257932-17-5
Molecular Formula:C₉H₁₄O₃
Molecular Weight:170.208
Hs Code.:
DSSTox Substance ID:DTXSID40371428
Mol file:257932-17-5.mol

Synonyms:6-HYDROXYBICYCLO[2.2.2]OCTANE-2-CARBOXYLIC ACID;257932-17-5;CDS1_000152;Maybridge1_002440;Oprea1_669186;DivK1c_001192;SCHEMBL2531731;HMS548G20;DTXSID40371428;FT-0621163;6-HYDROXYBICYCLO[2.2.2]OCTANE-2-CARBOXYLICACID

Suppliers and Price of 6-Hydroxybicyclo[2.2.2]octane-2-carboxylic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

American Custom Chemicals Corporation
6-HYDROXYBICYCLO[2.2.2]OCTANE-2-CARBOXYLIC ACID 95.00%
10G
$ 1368.83

American Custom Chemicals Corporation
6-HYDROXYBICYCLO[2.2.2]OCTANE-2-CARBOXYLIC ACID 95.00%
1G
$ 652.70

Total 1 raw suppliers

Chemical Property of 6-Hydroxybicyclo[2.2.2]octane-2-carboxylic acid

Chemical Property:

Vapor Pressure:4.56E-06mmHg at 25°C
XLogP3:0.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:170.094294304
Heavy Atom Count:12
Complexity:202

Purity/Quality:

98%Min ^*data from raw suppliers

6-HYDROXYBICYCLO[2.2.2]OCTANE-2-CARBOXYLIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C1CC2C(CC1CC2O)C(=O)O

Technology Process of 6-Hydroxybicyclo[2.2.2]octane-2-carboxylic acid

There total 19 articles about 6-Hydroxybicyclo[2.2.2]octane-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: 95.0%

: methyl 6-exo-hydroxybicyclo<2.2.2>octane-2-exo-carboxylate

: 257932-17-5
6-exo-hydroxybicyclo<2.2.2>octane-2-exo-carboxylic acid

Guidance literature:: With sodium hydroxide; In water; at 50 ℃; for 12h;
DOI:10.1002/hlca.19840670723

Reference yield:

: 40335-77-1,69778-99-0,91739-66-1,91739-70-7,91739-71-8,103000-84-6
endo-5-hydroxy-exo-6-iodo-endo-3-carboxybicyclo<2.2.2>octane-γ-lactone

: 257932-17-5
6-exo-hydroxybicyclo<2.2.2>octane-2-exo-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: Et₃N / 12 h

2: TsOH / CH₂Cl₂ / 14 h / 20 °C

3: Et₃N, H₂ / 10percent Pd/C / methanol

4: 1.) MeOK; 2.) 2N NaOH / 1.) 18-crown-6 / 1.) benzene, MeOH, reflux, 45 min.; 2.) acetone, 12 h.

5: 89 percent / Jones' reagent / acetone / 2.5 h / 0 °C

6: 1.) 1N NaOH, NaBH₄ / 1.) water, 0-10 deg C, 4 h.; 2.) Et₂O

7: 95 percent / 3N NaOH / H₂O / 12 h / 50 °C

With sodium hydroxide; sodium tetrahydroborate; jones' reagent; potassium methanolate; hydrogen; triethylamine; palladium on activated charcoal; 18-crown-6 ether; toluene-4-sulfonic acid; In methanol; dichloromethane; water; acetone;
DOI:10.1002/hlca.19840670723

Reference yield:

: ethyl exo-bicyclo<2.2.2>oct-5-ene-2-carboxylate

: 257932-17-5
6-exo-hydroxybicyclo<2.2.2>octane-2-exo-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) NaOH; 2.) 4N HCl, KI, I₂ / 1.) H₂O, MeOH, 60 deg C, 4 h.; 2.) H₂O, CH₂Cl₂

2: Et₃N / 12 h

3: TsOH / CH₂Cl₂ / 14 h / 20 °C

4: Et₃N, H₂ / 10percent Pd/C / methanol

5: 1.) MeOK; 2.) 2N NaOH / 1.) 18-crown-6 / 1.) benzene, MeOH, reflux, 45 min.; 2.) acetone, 12 h.

6: 89 percent / Jones' reagent / acetone / 2.5 h / 0 °C

7: 1.) 1N NaOH, NaBH₄ / 1.) water, 0-10 deg C, 4 h.; 2.) Et₂O

8: 95 percent / 3N NaOH / H₂O / 12 h / 50 °C

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; jones' reagent; potassium methanolate; hydrogen; iodine; triethylamine; potassium iodide; palladium on activated charcoal; 18-crown-6 ether; toluene-4-sulfonic acid; In methanol; dichloromethane; water; acetone;
DOI:10.1002/hlca.19840670723