1-Chloro-4-isocyanobenzene

Base Information

• Chemical Name: 1-Chloro-4-isocyanobenzene
• CAS No.: 1885-81-0
• Molecular Formula: C7H4ClN
• Molecular Weight: 137.568
• European Community (EC) Number: 621-114-2
• DSSTox Substance ID: DTXSID50172206
• Nikkaji Number: J101.240A
• Wikidata: Q83042325
• Mol file: 1885-81-0.mol

Synonyms:1-chloro-4-isocyanobenzene;1885-81-0;4-Chlorophenyl isocyanide;p-Chlorophenyl isonitrile;BENZENE, 1-CHLORO-4-ISOCYANO-;p-Chlorphenylisocyanid;4-Chlor-phenylisocyanid;4-chlorophenylisonitrile;4-chlorophenyl-isonitrile;SCHEMBL325454;DTXSID50172206;BAA88581;BBL021362;GEO-03705;MFCD05664317;STK894074;AKOS005144103;AKOS015889262;MB03556;BS-22002;LS-191079;EN300-1177124

Chemical Property of 1-Chloro-4-isocyanobenzene

Chemical Property:

• Melting Point: 71-75 °C(lit.)
• PSA: 0.00000
• LogP: 2.12150
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 137.0032268
• Heavy Atom Count: 9
• Complexity: 127

Purity/Quality:

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

PN100343:4-Chlorphenylisocyanide 95 ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-Chloro-4-isocyanobenzene

There total 14 articles about 1-Chloro-4-isocyanobenzene 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: 98.0%

C21H14N2O2 → benzophenone (119-61-9) + hexachloroethane (67-72-1) + p-chlorophenyl isocyanide (1885-81-0) + benzophenone azine (983-79-9)

Guidance literature:

With tetrachloromethane; Yields of byproduct given; Ambient temperature; Irradiation;

DOI:10.1016/S0040-4039(00)82327-8

Reference yield: 94.0%

N-dichloromethylene-4-chloroaniline (2771-67-7) → p-chlorophenyl isocyanide (1885-81-0)

Guidance literature:

With lithium perchlorate; sodium carbonate; In N,N-dimethyl-formamide; at 15 ℃; cathodic reduction at -1.40 V (vs. SCE);

DOI:10.1016/S0040-4039(00)61284-4

Reference yield: 90.0%

N-(4-chlorophenyl)formamide (2617-79-0) → p-chlorophenyl isocyanide (1885-81-0)

Guidance literature:

With benzene-1,3-disulfonyl chloride; triethylamine; In dichloromethane; at 110 ℃; for 3h;

upstream raw materials:

N-(4-chlorophenyl)formamide

chloroform

4-chloro-aniline

Dichlormethansulfonsaeure-<4-chlor-anilid>

Downstream raw materials:

4-Cyanochlorobenzene

[1-Aziridin-1-yl-meth-(Z)-ylidene]-(4-chloro-phenyl)-amine

(4-Chloro-phenyl)-[1-pyrrolidin-1-yl-meth-(Z)-ylidene]-amine

(4-Chloro-phenyl)-[1-piperidin-1-yl-meth-(Z)-ylidene]-amine

Refernces

• 1、 Ahmadian-Moghaddam, Maryam,D?mling, Alexander,Patil, Pravin. "Isocyanide 2.0". supporting information. p. 6902 - 6911. Retrieved 2020/11/09.
• 2、 Tran, Cong Chi,Kawaguchi, Shin-Ichi,Kobiki, Yohsuke,Matsubara, Hitomi,Tran, Dat Phuc,Kodama, Shintaro,Nomoto, Akihiro,Ogawa, Akiya. "Palladium-Catalyzed Diarylation of Isocyanides with Tetraarylleads for the Selective Synthesis of Imines and α-Diimines". . p. 11741 - 11751. Retrieved 2019/10/02.