3-Chloro-4-methoxyaniline

Base Information

• Chemical Name: 3-Chloro-4-methoxyaniline
• CAS No.: 5345-54-0
• Molecular Formula: C7H8 Cl N O
• Molecular Weight: 157.6
• Hs Code.: 29222900
• European Community (EC) Number: 226-298-4
• NSC Number: 1706
• UNII: QKF2V8L8PC
• DSSTox Substance ID: DTXSID00201616
• Nikkaji Number: J7.974J
• Wikidata: Q72452971
• Mol file: 5345-54-0.mol

Synonyms:3-chloro-4-methoxyaniline;3-Cl-4-MetAN

Chemical Property of 3-Chloro-4-methoxyaniline

Chemical Property:

• Appearance/Colour: UN 2233 6.1/PG 3
• Melting Point: 50-55 °C(lit.)
• Refractive Index: 1.5430 (estimate)
• Boiling Point: 271.1 °C at 760 mmHg
• PKA: 4.14±0.10(Predicted)
• Flash Point: >230 °F
• PSA: 35.25000
• Density: 1.234 g/cm³
• LogP: 2.51200
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 157.0294416
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

99% ^*data from raw suppliers

3-Chloro-4-methoxyaniline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 22
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)N)Cl

Technology Process of 3-Chloro-4-methoxyaniline

There total 16 articles about 3-Chloro-4-methoxyaniline 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%

2-chloro-4-nitroanisole (4920-79-0) → 3-chloro-4-methoxyaniline (5345-54-0)

Guidance literature:

With iron; ammonium chloride; In methanol; Heating;

DOI:10.1016/j.bmcl.2006.08.058

Reference yield: 89.0%

1-(3-chloro-4-methoxyphenyl)-2,5-dimethyl-1H-pyrrole (217314-34-6) → 3-chloro-4-methoxyaniline (5345-54-0)

Guidance literature:

With hydroxylamine hydrochloride; triethylamine; In ethanol; at 80 ℃; for 16h;

DOI:10.1055/s-1998-2189

Reference yield: 85.0%

C10H10ClNO (1249435-72-0) → 3-chloro-4-methoxyaniline (5345-54-0)

Guidance literature:

With palladium on activated charcoal; ethanolamine; In water; at 80 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.12.093

upstream raw materials:

2-chloro-4-nitroanisole

1-(3-chloro-4-methoxyphenyl)-2,5-dimethyl-1H-pyrrole

metoxuron

2-Chloroanisole

Downstream raw materials:

7-chloro-2-(4-chloro-phenyl)-6-methoxy-quinoline-4-carboxylic acid

2-(3-chloro-4-methoxy-anilino)-5-methoxy-benzoic acid

N,N'-Bis-(3-chloro-4-methoxy-phenyl)-formamidine

(3-Chloro-4-methoxy-phenyl)-[1-furan-2-yl-eth-(E)-ylidene]-amine

Refernces

• 1、 MacKenzie, Ian A.,Wang, Leifeng,Onuska, Nicholas P. R.,Williams, Olivia F.,Begam, Khadiza,Moran, Andrew M.,Dunietz, Barry D.,Nicewicz, David A.. "Discovery and characterization of an acridine radical photoreductant". . p. 76 - 80. Retrieved 2020/04/17.
• 2、 St Amant,Frazier,Newmeyer,Fruehauf,Read De Alaniz. "Direct synthesis of anilines and nitrosobenzenes from phenols". . p. 5520 - 5524. Retrieved 2016/07/06.