4,4'-Biphenyldiisocyanate

Base Information

• Chemical Name: 4,4'-Biphenyldiisocyanate
• CAS No.: 2761-22-0
• Molecular Formula: C14H8 N2 O2
• Molecular Weight: 236.23
• Hs Code.: 2929109000
• NSC Number: 511732
• DSSTox Substance ID: DTXSID90182001
• Nikkaji Number: J633.151C
• Mol file: 2761-22-0.mol

Synonyms:4,4'-Biphenyldiisocyanate;2761-22-0;NSC511732;SCHEMBL241534;DTXSID90182001;NSC 511732;NSC-511732

Chemical Property of 4,4'-Biphenyldiisocyanate

Chemical Property:

• Melting Point: 107.5-109 °C
• Boiling Point: 362.2°Cat760mmHg
• Flash Point: 149.3°C
• PSA: 58.86000
• Density: 1.15g/cm³
• LogP: 3.28820
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 236.058577502
• Heavy Atom Count: 18
• Complexity: 318

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC=C(C=C2)N=C=O)N=C=O

Technology Process of 4,4'-Biphenyldiisocyanate

There total 7 articles about 4,4'-Biphenyldiisocyanate 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: 0.54%

phosgene (75-44-5) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → 2,2'-diisocyanato-biphenyl + 4.4'-Biphenylen-diisocyanat (2761-22-0) + biphenyl-2,4'-diyl diisocyanate (46881-07-6)

Guidance literature:

formaldehyd; aniline; With hydrogenchloride; In water; at 40 - 100 ℃; for 13h; reflux;

phosgene; In chlorobenzene; at 0 - 210 ℃; for 2h; under 2.25023 Torr; Product distribution / selectivity; Heating / reflux;

Reference yield: 0.07%

→ 2,2'-diisocyanato-biphenyl + 4.4'-Biphenylen-diisocyanat (2761-22-0) + biphenyl-2,4'-diyl diisocyanate (46881-07-6)

Guidance literature:

Purification / work up;

Reference yield:

dimethyl biphenyl-4,4'-diyldiurethane (147169-82-2) → 4.4'-Biphenylen-diisocyanat (2761-22-0)

Guidance literature:

With 2-chloro-1,3,2-benzodioxaborole; triethylamine; In toluene; 1.) reflux, 5 min, 2.) 0.5 h;

DOI:10.1021/jo00106a044

upstream raw materials:

phosgene

4,4'-diaminobiphenyl hydrochloride

benzidine dihydrochloride

p,p'-diaminobiphenyl

Downstream raw materials:

4,4'-Bis-(phenyl-trans-azo)-biphenyl

1,1'-(4,4'-biphenylene)bis(3-phenylurea)

N,N'-bis-(aziridine-1-carbonyl)-benzidine

Refernces

• 1、 Valli, V. L. K.,Alper, H.. "A Simple, Convenient, and Efficient Method for the Synthesis of Isocyanates from Urethanes". . p. 257 - 258. Retrieved 2007/10/02.