4-Chloronitrosobenzene

Base Information

• Chemical Name: 4-Chloronitrosobenzene
• CAS No.: 932-98-9
• Molecular Formula: C6H4 Cl N O
• Molecular Weight: 141.557
• European Community (EC) Number: 213-263-3
• NSC Number: 202930
• UNII: MD7P76W8KW
• DSSTox Substance ID: DTXSID40239332
• Nikkaji Number: J121.811E
• Wikidata: Q83121676
• Mol file: 932-98-9.mol

Synonyms:4-chloronitrosobenzene;4-chloronitrosobenzene, 14C-labeled

Chemical Property of 4-Chloronitrosobenzene

Chemical Property:

• Vapor Pressure: 0.226mmHg at 25°C
• Melting Point: 26-31℃
• Boiling Point: 214.6°Cat760mmHg
• Flash Point: 91.3°C
• PSA: 29.43000
• Density: 1.26g/cm³
• LogP: 2.73790
• Water Solubility.: DECOMPOSES
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 140.9981414
• Heavy Atom Count: 9
• Complexity: 99.2

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s): R25:; R26:; R37/38:; R41:; R42:; R52/53:
• Hazard Codes: T+:Very toxic
• Statements: R25:; R26:; R37/38:; R41:; R42:; R52/53:
• Safety Statements: S22:; S26:; S28A:; S37/39:; S38:; S45:; S61:

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N=O)Cl

Technology Process of 4-Chloronitrosobenzene

There total 27 articles about 4-Chloronitrosobenzene 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: 95.0%

4-chloro-aniline (106-47-8) → 1-chloro-4-nitroso-benzene (932-98-9)

Guidance literature:

With dihydrogen peroxide; In methanol; water; at 20 ℃; for 1h; chemoselective reaction; Catalytic behavior; Kinetics; Sealed tube;

DOI:10.1002/adsc.201500957

Reference yield: 94.0%

C11H14N2O4 (88867-70-3) + N-(4-chlorophenyl)hydroxylamine (823-86-9) → 1-chloro-4-nitroso-benzene (932-98-9) + 4-nitro-aniline (100-01-6,104810-17-5)

Guidance literature:

With iron(II) chloride; In water; acetonitrile; at 40 ℃; pH=4.7, ionic strength=0.5 M;

DOI:10.1016/S0040-4039(00)99615-1

Reference yield: 73.0%

oxo-(N-(C6H5)hydroxylamido-O,N)(pyridine-2,6-dicarboxylato)(hexamethylphosphoramide)molybdenum(VI) → oxoperoxo-(pyridine-2,6-dicarboxylato)(hexamethylphosphoramide)molybdenum(VI) (67584-07-0) + 1-chloro-4-nitroso-benzene (932-98-9)

Guidance literature:

With H₂O₂; In dichloromethane; water; byproducts: H2O; addn. 2 equiv 35% aq. soln. H2O2 to soln. Mo-complex/CH2Cl2, mixt. left until red-purple col. disappeared (20 min); addn. petroleum ether (pptn.), filtered;

upstream raw materials:

4-chloro-aniline

4-chlorobenzonitrile

Nitrosobenzene

N-(4-chlorophenyl)hydroxylamine

Downstream raw materials:

4,4'-bis(chloro)azoxybenzene

2-(4-chloro-phenyl)-4-methoxy-3,6-dihydro-2H-[1,2]oxazine

2-(4-chloro-phenyl)-4-trifluoromethyl-3,6-dihydro-2H-[1,2]oxazine

2-(4-chloro-phenyl)-3,6-dihydro-2H-[1,2]oxazine-3,6-dicarboxylic acid dimethyl ester

Refernces

• 1、 Bao, Xiaoguang,Fu, Rui,Gao, Ke,Kou, Luyao,Zhou, Shaofang. "Understanding Mechanistic Differences between 3-Diazoindolin-2-Imines and N-Sulfonyl-1,2,3-Triazoles in the Rh2(II)-Catalyzed Reactions with Nitrosoarenes". supporting information. p. 1565 - 1572. Retrieved 2021/05/28.
• 2、 Jadidi Nejad, Masoume,Yazdani, Elahe,Kazemi Miraki, Maryam,Heydari, Akbar. "Tungstate-supported silica-coated magnetite nanoparticles: a novel magnetically recoverable nanocatalyst for green synthesis of nitroso arenes". . p. 1575 - 1583. Retrieved 2019/09/09.