1,4-Diisocyanobenzene

Base Information

• Chemical Name: 1,4-Diisocyanobenzene
• CAS No.: 935-16-0
• Molecular Formula: C8H4N2
• Molecular Weight: 128.133
• Hs Code.: 2926909090
• European Community (EC) Number: 624-019-4
• DSSTox Substance ID: DTXSID10377957
• Nikkaji Number: J265.442C
• Wikidata: Q82167364
• Mol file: 935-16-0.mol

Synonyms:1,4-phenylene diisocyanide;1,4-phenylenediisocyanide

Chemical Property of 1,4-Diisocyanobenzene

Chemical Property:

• Melting Point: 160 °C (dec.)(lit.)
• PSA: 0.00000
• LogP: 1.24960
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 128.037448136
• Heavy Atom Count: 10
• Complexity: 170

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,4-Phenylene diisocyanide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [C-]#[N+]C1=CC=C(C=C1)[N+]#[C-]

Technology Process of 1,4-Diisocyanobenzene

There total 7 articles about 1,4-Diisocyanobenzene 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: 94.0%

C8H4Cl2N2 → 1,4-phenylenediisocyanide (935-16-0)

Guidance literature:

With lithium perchlorate; In N,N-dimethyl-formamide; at 15 ℃; Electrolysis;

DOI:10.1016/S0040-4020(99)00509-8

Reference yield: 76.0%

N-(4-formylaminophenyl)formamide (6262-22-2) + trichloromethyl chloroformate (503-38-8) → 1,4-phenylenediisocyanide (935-16-0)

Guidance literature:

With triethylamine; In dichloromethane; for 0.5h; Heating;

DOI:10.1021/jo01308a027

Reference yield: 35.0%

chloroform (67-66-3,8013-54-5) + 1,4-phenylenediamine (106-50-3) → 1,4-phenylenediisocyanide (935-16-0)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide; In dichloromethane; water; at 40 ℃; for 12h;

DOI:10.1021/jacs.1c06732

upstream raw materials:

chloroform

p-aminophenyl isocyanide

1,4-phenylenediamine

N-(4-formylaminophenyl)formamide

Refernces

• 1、 Wu, Xiuying,He, Junxia,Hu, Rongrong,Tang, Ben Zhong. "Room-Temperature Metal-Free Multicomponent Polymerizations of Elemental Selenium toward Stable Alicyclic Poly(oxaselenolane)s with High Refractive Index". supporting information. p. 15723 - 15731. Retrieved 2021/10/01.
• 2、 Goldeman, Waldemar,Nasulewicz-Goldeman, Anna. "Synthesis and antiproliferative activity of aromatic and aliphatic bis[aminomethylidene(bisphosphonic)] acids". . p. 3475 - 3479. Retrieved 2014/07/22.