adamantane-1,3-dicarboxaldehyde

Base Information

• Chemical Name: adamantane-1,3-dicarboxaldehyde
• CAS No.: 178406-02-5
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.258
• Mol file: 178406-02-5.mol

Synonyms:adamantane-1,3-dicarboxaldehyde

Chemical Property of adamantane-1,3-dicarboxaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of adamantane-1,3-dicarboxaldehyde

There total 2 articles about adamantane-1,3-dicarboxaldehyde 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: 87.0%

adamantane-1,3-dicarbonitrile (62472-38-2) → 3-formyladamantane-1-carbonitrile (348636-34-0) + adamantane-1,3-dicarboxaldehyde (178406-02-5)

Guidance literature:

adamantane-1,3-dicarbonitrile; With hydrogenchloride; tin(ll) chloride; In diethyl ether; at 0 - 25 ℃; for 22h;

With water; In diethyl ether; at 20 - 60 ℃;

DOI:10.1023/A:1013178326353

Reference yield:

adamantane-1,3-dicarbonitrile (62472-38-2) → adamantane-1,3-dicarboxaldehyde (178406-02-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tin(II) chloride; hydrogen chloride / diethyl ether / 22 h / 0 - 25 °C

1.2: 87 percent / H₂O / diethyl ether / 20 - 60 °C

2.1: tin(II) chloride; hydrogen chloride / diethyl ether / 22 h / 0 - 25 °C

2.2: 65 percent / H₂O / diethyl ether / 20 - 60 °C

With hydrogenchloride; tin(ll) chloride; In diethyl ether; 1.1: Stephen reduction / 2.1: Stephen reduction;

DOI:10.1023/A:1013178326353

Reference yield: 92.0%

toluene-4-sulfonic acid hydrazide (1576-35-8) + adamantane-1,3-dicarboxaldehyde (178406-02-5) → adamantane-1,3-dicarbaldehyde ditosylhydrazone (1036278-82-6)

Guidance literature:

In methanol; at 20 ℃; for 48h;

DOI:10.1002/poc.1319

upstream raw materials:

adamantane-1,3-dicarbonitrile

Downstream raw materials:

adamantane-1,3-dicarbaldehyde ditosylhydrazone

Refernces