4,4'-Diisocyanato-3,3'-dimethylbiphenyl

Base Information

• Chemical Name: 4,4'-Diisocyanato-3,3'-dimethylbiphenyl
• CAS No.: 91-97-4
• Deprecated CAS: 137534-82-8,119684-28-5,119684-28-5
• Molecular Formula: C16H12N2O2
• Molecular Weight: 264.283
• Hs Code.: 29291090
• European Community (EC) Number: 202-112-7
• NSC Number: 9599
• UN Number: 2206
• UNII: 9L950NB0HN
• DSSTox Substance ID: DTXSID7041463
• Nikkaji Number: J41.830G
• Wikidata: Q27272702
• Mol file: 91-97-4.mol

Synonyms:91-97-4;4,4'-Diisocyanato-3,3'-dimethylbiphenyl;3,3'-Dimethyl-4,4'-biphenylene diisocyanate;Bitolylene diisocyanate;Nacconate 200;3,3'-Dimethylbiphenyl-4,4'-diyl diisocyanate;3,3'-Bitolylene-4,4'-diisocyanate;4,4'-Diisocyanato-3,3'-dimethyl-1,1'-biphenyl;1,1'-BIPHENYL, 4,4'-DIISOCYANATO-3,3'-DIMETHYL-;3,3'-Dimethyl-4,4'-diphenylene diisocyanate;4,4'-Diisocyanato-3,3'-bitolyl;NSC 9599;4,4-Diisocyanato-3,3-dimethyl-1,1-biphenyl;CCRIS 8907;1-isocyanato-4-(4-isocyanato-3-methylphenyl)-2-methylbenzene;3,3'-Dimethylbiphenyl 4,4'-diisocyanate;3,3'-Dimethyl-4,4'-biphenylene isocyanate;EINECS 202-112-7;3,3'-Dimethyl-4,4'-biphenylylene diisocyanate;BRN 2743710;UNII-9L950NB0HN;Isocyanic acid, 3,3'-dimethyl-4,4'-biphenylene ester;9L950NB0HN;NSC-9599;Isocyanic acid, 3,3'-dimethyl-4,4'-biphenylylene ester;3,3'-Dimethyl-4,4'-diphenylenediisocyanate;EC 202-112-7;4-13-00-00424 (Beilstein Handbook Reference);3,3'-Dimethyl-4,4'-diphenylenediisocyanate [Diisocyanates];3,3'-DIMETHYL-4,4'-DIPHENYLENEDIISOCYANATE (DIISOCYANATES);TODI;4,3'-bitolyl;3,4'-biphenylene isocyanate;SCHEMBL48414;3,4'-diphenylene diisocyanate;3,4'-biphenylylene diisocyanate;DTXSID7041463;NSC9599;WLN: OCNR B1 DR C1 DNCO;MFCD00019908;AKOS015841996;1, 4,4'-diisocyanato-3,3'-dimethyl-;3,3'-dimethyl-4,4'-diisocyanatobiphenyl;3,3-dimethyl-4,4-biphenylenediisocyanate;AS-65379;LS-44327;3,3'-dimethyl-4,4'-diisocyanatobi-phenyl;3,3'-dimethylbiphenyl-4,4'-diyldiisocyanat;3,3-Dimethyl-4,4'-biphenylene diisocyanate;D2051;FT-0654060;D89984;4,4'-Diisocyanato-3,3'-dimethyl-1,1'-biphenyl #;Isocyanic acid,3'-dimethyl-4,4'-biphenylene ester;W-100299;4,4\'-Diisocyanato-3,3\'-dimethyl-1,1\'-biphenyl;Isocyanic acid,3'-dimethyl-4,4'-biphenylylene ester;Q27272702;isocyanic acid, 3,3'-dimethyl-4,4'-biphenylylene ester (7CI,8CI)

Chemical Property of 4,4'-Diisocyanato-3,3'-dimethylbiphenyl

Chemical Property:

• Appearance/Colour: White chips/Powder
• Vapor Pressure: 0.003Pa at 25℃
• Melting Point: 70-72 °C
• Refractive Index: 1.5800 (estimate)
• Boiling Point: 384.755 °C at 760 mmHg
• Flash Point: 158.83 °C
• PSA: 58.86000
• Density: 1.123 g/cm³
• LogP: 3.90500
• Storage Temp.: 0-10°C
• Solubility.: soluble in Toluene
• Water Solubility.: 594.08μg/L at 25℃
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 264.089877630
• Heavy Atom Count: 20
• Complexity: 384
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

4,4''-Diisocyanato-3,3''-dimethylbiphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)C2=CC(=C(C=C2)N=C=O)C)N=C=O
• Uses: 4,4''-Diisocyanato-3,3''-dimethylbiphenyl is used in preparation method of high-thixotropy single-component modified silane polymer sealant comprising thixotropic agent.

Technology Process of 4,4'-Diisocyanato-3,3'-dimethylbiphenyl

There total 8 articles about 4,4'-Diisocyanato-3,3'-dimethylbiphenyl 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: 74.0%

3,3'-dimethylbiphenyl-4,4'-dicarbamayl fluoride → 4,4'-diisocyanato-3,3'-dimethylbiphenyl (91-97-4)

Guidance literature:

In chlorobenzene; acetone; at 132 ℃; for 2h; Glovebox;

DOI:10.1016/j.jfluchem.2015.05.007

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + o-tolidin (119-93-7) → 4,4'-diisocyanato-3,3'-dimethylbiphenyl (91-97-4)

Guidance literature:

With phenylsilane; triethylamine; trichlorophosphate; In acetonitrile; at 30 ℃; for 12h; Reagent/catalyst; Temperature; Solvent;

Reference yield:

phosgene (75-44-5) + o-tolidin (119-93-7) → 4,4'-diisocyanato-3,3'-dimethylbiphenyl (91-97-4)

Guidance literature:

at 0 - 120 ℃; for 0.1h; Concentration; Temperature; Time;

upstream raw materials:

phosgene

3,3'-dimethylbenzidine diammonium chloride

N,N'-(3,3'-dimethyl-biphenyl-4,4'-diyl)-bis-carbamic acid dimethyl ester

o-tolidin

Downstream raw materials:

4,4'-bis-(aziridine-1-carbonylamino)-3,3'-dimethyl-biphenyl

N',N'''-diphenyl-N,N''-(3,3'-dimethyl-biphenyl-4,4'-diyl)-di-urea

N,N'-(3,3'-dimethyl-biphenyl-4,4'-diyl)-bis-carbamic acid diphenyl ester

1-Cyclohexyl-3-[4'-(3-cyclohexyl-3-{[(E)-cyclohexylimino]-morpholin-4-yl-methyl}-ureido)-3,3'-dimethyl-biphenyl-4-yl]-1-{[(E)-cyclohexylimino]-morpholin-4-yl-methyl}-urea

Refernces

• 1、 -. "Preparation method of dimethyl-biphenyl diisocyanate". Paragraph 0027-0058. . Retrieved 2019/08/14.
• 2、 Quan, Hengdao,Zhang, Ni,Zhou, Xiaomeng,Qian, Hua,Sekiya, Akira. "Syntheses of isocyanates via amines and carbonyl fluoride". supporting information. p. 26 - 30. Retrieved 2015/06/08.