4,4'-DIAZIDODIPHENYL ETHER

Base Information

• Chemical Name: 4,4'-DIAZIDODIPHENYL ETHER
• CAS No.: 48180-65-0
• Molecular Formula: C12H8 N6 O
• Molecular Weight: 252.235
• Hs Code.: 2909301000
• Mol file: 48180-65-0.mol

Synonyms:4,4'-Diazidodiphenylether

Chemical Property of 4,4'-DIAZIDODIPHENYL ETHER

Chemical Property:

• PSA: 108.73000
• LogP: 4.26802

Purity/Quality:

99% ^*data from raw suppliers

4,4'-Diazidodiphenylether 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4,4'-DIAZIDODIPHENYL ETHER

There total 5 articles about 4,4'-DIAZIDODIPHENYL ETHER 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: 96.0%

4,4'-oxydiphenylene diamine (101-80-4,121509-79-3) → 1-azido-4-(4-azidophenoxy)benzene (48180-65-0)

Guidance literature:

4,4'-oxydiphenylene diamine; With toluene-4-sulfonic acid; In water; for 0.0166667h;

With sodium nitrite; In water;

With sodium azide; In water;

DOI:10.1021/acs.joc.8b01631

Reference yield:

4-Fluoronitrobenzene (350-46-9,178603-76-4) → 1-azido-4-(4-azidophenoxy)benzene (48180-65-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / dimethyl sulfoxide / 0.17 h / 20 °C

1.2: 80 °C

2.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C

3.1: toluene-4-sulfonic acid / water / 0.02 h

With palladium 10% on activated carbon; hydrogen; sodium hydride; toluene-4-sulfonic acid; In methanol; water; dimethyl sulfoxide;

DOI:10.1021/acs.joc.8b01631

Reference yield:

4-chlorobenzonitrile (100-00-5) → 1-azido-4-(4-azidophenoxy)benzene (48180-65-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / dimethyl sulfoxide / 0.17 h / 20 °C

1.2: 80 °C

2.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C

3.1: toluene-4-sulfonic acid / water / 0.02 h

With palladium 10% on activated carbon; hydrogen; sodium hydride; toluene-4-sulfonic acid; In methanol; water; dimethyl sulfoxide;

DOI:10.1021/acs.joc.8b01631

upstream raw materials:

4,4'-oxydiphenylene diamine

bis(4-nitrophenyl)ether

4-Fluoronitrobenzene

4-chlorobenzonitrile

Refernces

• 1、 Munín-Cruz, Paula,Ortigueira, Juan M.,Pereira, M. Teresa,Rúa-Sueiro, Marcos,Reigosa, Francisco,Vila, José M.. "Chemistry of Tetradentate [C,N : C,N] Iminophosphorane Palladacycles: Preparation, Reactivity and Theoretical Calculations". . p. 1190 - 1194. Retrieved 2020/12/03.
• 2、 Hajipour, Abdol Reza,Mohammadsaleh, Fatemeh. "Preparation of aryl azides from aromatic amines in N-methyl-2-pyrrolidonium bisulfate". experimental part. p. 451 - 455. Retrieved 2011/11/29.