(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptane-2-carboxylic acid

Base Information

• Chemical Name: (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptane-2-carboxylic acid
• CAS No.: 6703-30-6
• Molecular Formula: C11H18O2
• Molecular Weight: 182.2594
• Mol file: 6703-30-6.mol

Synonyms:

Chemical Property of (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptane-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 0.00154mmHg at 25°C
• Boiling Point: 273.9°C at 760 mmHg
• Flash Point: 131.4°C
• Density: 1.068g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptane-2-carboxylic acid

There total 14 articles about (1R,2R,4R)-1,7,7-trimethylbicyclo[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:

1,8,8-trimethylbicyclo<3.2.1>oct-6-en-2-one (170509-18-9) → exo-1,7,7-trimethylbicyclo<2.2.1>heptane-2-carboxylic acid (6703-30-6,6811-76-3,13705-55-0,13705-56-1,18444-68-3,52491-97-1,62280-85-7,85954-56-9,85954-57-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / H₂ / 5percent Pt-C / ethyl acetate / 2.5 h

2: 96 percent / t-BuOK, 2,4,6-triisopropylbenzenesulfonyl azide / tetrahydrofuran / 0.33 h / -78 °C

3: aq. NaHCO₃ / tetrahydrofuran / 1 h / Irradiation

With 2,4,6-Triisopropylbenzenesulfonyl azide; potassium tert-butylate; hydrogen; sodium hydrogencarbonate; platinum on activated charcoal; In tetrahydrofuran; ethyl acetate;

DOI:10.1246/bcsj.68.2687

Reference yield:

1,8,8-trimethylbicyclo<3.2.1>oct-6-en-2-one (170509-18-9) → Bornylcarbonsaeure (6703-30-6,6811-76-3,13705-55-0,13705-56-1,18444-68-3,52491-97-1,62280-85-7,85954-56-9,85954-57-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / H₂ / 5percent Pt-C / ethyl acetate / 2.5 h

2: 96 percent / t-BuOK, 2,4,6-triisopropylbenzenesulfonyl azide / tetrahydrofuran / 0.33 h / -78 °C

3: aq. NaHCO₃ / tetrahydrofuran / 1 h / Irradiation

With 2,4,6-Triisopropylbenzenesulfonyl azide; potassium tert-butylate; hydrogen; sodium hydrogencarbonate; platinum on activated charcoal; In tetrahydrofuran; ethyl acetate;

DOI:10.1246/bcsj.68.2687

Reference yield:

1,8,8-Trimethyl-bicyclo[3.2.1]oct-6-en-2-ol → exo-1,7,7-trimethylbicyclo<2.2.1>heptane-2-carboxylic acid (6703-30-6,6811-76-3,13705-55-0,13705-56-1,18444-68-3,52491-97-1,62280-85-7,85954-56-9,85954-57-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / p-toluenesulfonic acid monohydrate / benzene / 0.5 h / Heating

2: 94 percent / H₂ / 5percent Pt-C / ethyl acetate / 2.5 h

3: 96 percent / t-BuOK, 2,4,6-triisopropylbenzenesulfonyl azide / tetrahydrofuran / 0.33 h / -78 °C

4: aq. NaHCO₃ / tetrahydrofuran / 1 h / Irradiation

With 2,4,6-Triisopropylbenzenesulfonyl azide; potassium tert-butylate; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; platinum on activated charcoal; In tetrahydrofuran; ethyl acetate; benzene;

DOI:10.1246/bcsj.68.2687

upstream raw materials:

3-diazo-1,8,8-trimethylbicyclo<3.2.1>octan-2-one

1,8,8-trimethylbicyclo<3.2.1>octan-2-one

1,8,8-trimethylbicyclo<3.2.1>oct-6-en-2-one

carbon dioxide

Refernces