3-Chlorophenyl isocyanate

Base Information

• Chemical Name: 3-Chlorophenyl isocyanate
• CAS No.: 2909-38-8
• Molecular Formula: C7H4ClNO
• Molecular Weight: 153.568
• Hs Code.: 29291090
• European Community (EC) Number: 220-822-5
• NSC Number: 76588
• UNII: Y54698FM83
• DSSTox Substance ID: DTXSID1062702
• Nikkaji Number: J30.179E
• Wikidata: Q26840975
• Mol file: 2909-38-8.mol

Synonyms:3-CHLOROPHENYL ISOCYANATE;2909-38-8;1-Chloro-3-isocyanatobenzene;m-Chlorophenyl isocyanate;Benzene, 1-chloro-3-isocyanato-;3-Chlorophenylisocyanate;3-Chloroisocyanatobenzene;Isocyanic acid, m-chlorophenyl ester;m-Chlorfenylisokyanat;Isocyanic Acid 3-Chlorophenyl Ester;m-Chlorfenylisokyanat [Czech];EINECS 220-822-5;NSC 76588;1-chloro-3-isocyanato-benzene;UNII-Y54698FM83;NSC-76588;Y54698FM83;EC 220-822-5;m-chlorophenylisocyanate;m-chlorophenyliso-cyanate;3-chlorophenyl-isocyanate;3chloro-phenyl isocyanate;WLN: OCNR CG;3-chloro phenyl isocyanate;3-chloro-phenyl isocyanate;3-chloro-phenyl-isocyanate;3- Chlorophenyl isocyanate;meta-chlorophenyl isocyanate;3-chlorophenylisocyanic acid;SCHEMBL58110;1-chloro-3-isocyanato benzene;3-chloro-1-isocyanato benzene;3-chloro-1-isocyanato-benzene;DTXSID1062702;3-Chlorophenyl isocyanate, 99%;NSC76588;BBL013128;MFCD00002016;STK399778;AKOS000119286;BP-12958;LS-84438;VS-03684;A5462;FT-0615511;I0119;EN300-21284;E78077;J-017387;Q26840975;F2190-0545

Chemical Property of 3-Chlorophenyl isocyanate

Chemical Property:

• Appearance/Colour: clear colourless to slightly yellow liquid
• Vapor Pressure: 0.294mmHg at 25°C
• Melting Point: -4 °C
• Refractive Index: n20/D 1.559(lit.)
• Boiling Point: 202.4 °C at 760 mmHg
• Flash Point: 86.7 °C
• PSA: 29.43000
• Density: 1.2 g/cm³
• LogP: 2.30730
• Storage Temp.: 0-10°C
• Sensitive.: Moisture Sensitive
• Solubility.: Decomposes
• Water Solubility.: Decomposes
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 152.9981414
• Heavy Atom Count: 10
• Complexity: 154

Purity/Quality:

99.9% ^*data from raw suppliers

3-Chlorophenyl Isocyanate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+
• Hazard Codes: T+
• Statements: 26-35-37-42-36/37/38
• Safety Statements: 23-26-28-36/37/39-45-38-37/39-28A-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Cl)N=C=O
• Uses: 3-Chlorophenyl Isocyanate is an intermediate product in the manufacture of monuron, and m-chlorophenyl isocyanate (II). A useful research chemical. 3-Chlorophenyl isocyanate (3-isocyanato chlorobenzene) was used in the preparation of cis-4-[N-(3-chlorophenyl)carbamoloxyl]-2-butenyl-trimethylammoniumiodide.

Technology Process of 3-Chlorophenyl isocyanate

There total 21 articles about 3-Chlorophenyl isocyanate 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: 91.0%

bis(trichloromethyl) carbonate (32315-10-9) + 3-chloro-aniline (108-42-9) → m-chlorophenyl isocyanate (2909-38-8)

Guidance literature:

In 1,2-dichloro-ethane; at 70 - 83 ℃;

Reference yield: 20.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + carbon monoxide (201230-82-2) + 3-Nitrochlorobenzene (121-73-3) → N-(3-chlorophenyl)-2-phenylpropanamide (59960-68-8) + m-chlorophenyl isocyanate (2909-38-8)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; boric acid; palladium diacetate; In tetrahydrofuran; at 80 ℃; for 20h; under 26252.6 Torr; chemoselective reaction;

DOI:10.1016/S1872-2067(20)63561-6

Reference yield: 20.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + carbon monoxide (201230-82-2) + 3-Nitrochlorobenzene (121-73-3) → 3-chloro-aniline (108-42-9) + m-chlorophenyl isocyanate (2909-38-8)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; boric acid; palladium(II) acetylacetonate; In tetrahydrofuran; at 80 ℃; for 20h; under 26252.6 Torr; Reagent/catalyst; chemoselective reaction;

DOI:10.1016/S1872-2067(20)63561-6

upstream raw materials:

benzyl 3-(chloro)phenylcarbamate

ethanolamine

phosgene

3-chloro-aniline

Downstream raw materials:

3,3-diethoxy-acrylic acid-(3-chloro-anilide)

4-(3-chloro-phenyl)-1,1-dimethyl semicarbazide

N',N'''-bis-(3-chloro-phenyl)-N,N''-ethanediyl-di-urea

chloro-3 carbanilate de dimethyl-1,1 propyne-2 yle

Refernces

• 1、 Hu, Min,Meng, Nana,Xia, Yong,Xu, Youzhi,Yu, Luoting,Zeng, Xiuxiu,Zhou, Shuyan. "Synthesis and biological evaluation of novel 4-(4-formamidophenylamino)-N-methylpicolinamide derivatives as potential antitumor agents". . . Retrieved 2021/06/11.
• 2、 Lakkaniga, Naga Rajiv,Zhang, Lingtian,Belachew, Binyam,Gunaganti, Naresh,Frett, Brendan,Li, Hong-yu. "Discovery of SP-96, the first non-ATP-competitive Aurora Kinase B inhibitor, for reduced myelosuppression". . . Retrieved 2020/07/25.