2-Chloro-5-nitroanisole

Base Information

• Chemical Name: 2-Chloro-5-nitroanisole
• CAS No.: 1009-36-5
• Molecular Formula: C7H6ClNO3
• Molecular Weight: 187.583
• Hs Code.: 29093090
• European Community (EC) Number: 213-768-9
• UNII: G4TBP2N4FL
• DSSTox Substance ID: DTXSID5061407
• Nikkaji Number: J160.880K
• Wikidata: Q72455659
• Mol file: 1009-36-5.mol

Synonyms:2-Chloro-5-nitroanisole;1009-36-5;1-chloro-2-methoxy-4-nitrobenzene;2-Methoxy-4-nitrochlorobenzene;4-Chloro-3-methoxynitrobenzene;Benzene, 1-chloro-2-methoxy-4-nitro-;MFCD00079739;EINECS 213-768-9;1-CHLORO-2-METHOXY-4-NITRO-BENZENE;2-Chlor-5-nitroanisol;2-chloro-5-nitroanisol;G4TBP2N4FL;2-chloro-5-nitro-anisole;2-Chloro-5-nitro anisole;SCHEMBL57125;4-chloro-3-methoxy-nitrobenzene;DTXSID5061407;2-Methoxy-4-nitro-1-chlorobenzene;BCP22612;STR02123;BBL002993;STK378743;1-chloro-2-(methyloxy)4-nitrobenzene;AKOS005068087;AC-3777;AM61718;CS-W020612;PS-3400;SY010997;C1773;FT-0611827;1-Chloro-2-methoxy-4-nitrobenzene, AldrichCPR;A19859;EN300-173951;J-508875

Chemical Property of 2-Chloro-5-nitroanisole

Chemical Property:

• Appearance/Colour: White Solid
• Vapor Pressure: 0.00434mmHg at 25°C
• Melting Point: 81-83 °C
• Refractive Index: 1.559
• Boiling Point: 287.3 °C at 760 mmHg
• Flash Point: 127.5 °C
• PSA: 55.05000
• Density: 1.366 g/cm³
• LogP: 2.78000
• Storage Temp.: Room temperature.
• Solubility.: Chloroform, Ethyl Acetate
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 187.0036207
• Heavy Atom Count: 12
• Complexity: 171

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-5-nitroanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N,Xn
• Statements: 36/37/38-51-22-36/38
• Safety Statements: 26-36/37/39-28

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)[N+](=O)[O-])Cl
• Uses: 2-Chloro-5-nitroanisole (cas# 1009-36-5) is a compound useful in organic synthesis.

Technology Process of 2-Chloro-5-nitroanisole

There total 9 articles about 2-Chloro-5-nitroanisole 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: 70.0%

2-methoxy-4-nitrophenylamine (97-52-9) → 2-chloro-5-nitroanisole (1009-36-5)

Guidance literature:

With tert.-butylnitrite; N-benzyl-N,N,N-triethylammonium chloride; copper dichloride; 10-camphorsulfonic acid; In neat (no solvent); Time; Solvent;

DOI:10.1016/j.tet.2013.02.016

Reference yield: 67.0%

→ 2-chloro-5-nitroanisole (1009-36-5) + 2-methoxy-4-nitrobenzenethiol (315228-80-9)

Guidance literature:

Reference yield: 55.55%

5-nitro-2-chlorophenol (619-10-3) → 2-chloro-5-nitroanisole (1009-36-5)

Guidance literature:

With methyl iodide; In acetonitrile; at 0 - 20 ℃;

upstream raw materials:

2-methoxy-4-nitrophenylamine

2-methoxy-4-nitrobenzene diazonium 1,5-naphthalene disulfonate

1-chloro-2-fluoro-4-nitrobenzene

sodium methylate

Downstream raw materials:

2-methoxy-4-nitro-1-phenylsulfanyl-benzene

C₁₇H₁₉NO₄S

1-(2-methoxy-4-nitrophenyl)-1H-1,2,4-triazole

4-(2-methoxy-4-nitrophenyl)morpholine

Refernces

• 1、 Tixier,Sancelme,Bonnemoy,Cuer,Veschambre. "Degradation products of a phenylurea herbicide, diuron: Synthesis, ecotoxicity, and biotransformation". . p. 1381 - 1389. Retrieved 2001.
• 2、 Moon, Mi Eun,Choi, Younghwa,Lee, Young Min,Vajpayee, Vaishali,Trusova, Marina,Filimonov, Victor D.,Chi, Ki-Whan. "An expeditious and environmentally benign preparation of aryl halides from aryl amines by solvent-free grinding". scheme or table. p. 6769 - 6771. Retrieved 2011/03/17.
• 3、 -. "ARYL SULFONAMIDES". Page 50-51. . Retrieved 2008/06/13.