11-hydroxy-5,11-dihydro-10H-5,10-methanodibenzo[a,d][7]annulene-10,12-dicarboxylic acid

Base Information

• Chemical Name: 11-hydroxy-5,11-dihydro-10H-5,10-methanodibenzo[a,d][7]annulene-10,12-dicarboxylic acid
• CAS No.: 5469-60-3
• Molecular Formula: C₁₈H₁₄O₅
• Molecular Weight: 310.306

Synonyms:5,10-Methano-5H-dibenzo[a,d]cycloheptene-10(11H),12-dicarboxylicacid, 11-hydroxy- (5CI); NSC 25353

Chemical Property of 11-hydroxy-5,11-dihydro-10H-5,10-methanodibenzo[a,d][7]annulene-10,12-dicarboxylic acid

Chemical Property:

• Vapor Pressure: 9.73E-15mmHg at 25°C
• Boiling Point: 589.4°Cat760mmHg
• Flash Point: 324.3°C
• Density: 1.56g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 11-hydroxy-5,11-dihydro-10H-5,10-methanodibenzo[a,d][7]annulene-10,12-dicarboxylic acid

There total 4 articles about 11-hydroxy-5,11-dihydro-10H-5,10-methanodibenzo[a,d][7]annulene-10,12-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:

(+/-)-11-bromo-9,10-dihydro-9,10-ethano-anthracene-11r,12t-dicarboxylic acid → (+/-)-11c-hydroxy-5,11-dihydro-5r,10c-methano-dibenzo[a,d]cycloheptene-10,12syn-dicarboxylic acid (5469-60-3,70774-14-0)

Guidance literature:

With potassium hydroxide;

DOI:10.1021/ja01142a026 DOI:10.1021/ja01636a009

Reference yield:

9,10-dihydro-9,10-diethylanthracene-11,12-dicarboxylic acid (1625-81-6) → (+/-)-11c-hydroxy-5,11-dihydro-5r,10c-methano-dibenzo[a,d]cycloheptene-10,12syn-dicarboxylic acid (5469-60-3,70774-14-0)

Guidance literature:

Multi-step reaction with 2 steps

1: HBr

2: aqueous KOH

With potassium hydroxide; hydrogen bromide;

DOI:10.1021/ja01142a026 DOI:10.1021/ja01636a009

Reference yield:

→ (+/-)-11-hydroxy-9,10-dihydro-9,10-ethano-anthracene-11r,12t-dicarboxylic acid + (+/-)-11t-hydroxy-5,11-dihydro-5r,10c-methano-dibenzo[a,d]cycloheptene-10,12anti-dicarboxylic acid (5469-60-3,70774-14-0)

Guidance literature:

With silver nitrate; acetone;

DOI:10.1021/ja01645a023

upstream raw materials:

9,10-dihydro-9,10-diethylanthracene-11,12-dicarboxylic acid

anthracene

Downstream raw materials:

(+/-)-11-oxo-5,11-dihydro-5r,10c-methano-dibenzo[a,d]cycloheptene-10,12syn-dicarboxylic acid

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