(2-Chloro-4-nitrophenoxy)acetic acid

Base Information

• Chemical Name: (2-Chloro-4-nitrophenoxy)acetic acid
• CAS No.: 5037-04-7
• Molecular Formula: C8H6 Cl N O5
• Molecular Weight: 231.592
• Hs Code.: 2918990090
• NSC Number: 124419
• DSSTox Substance ID: DTXSID20298563
• Wikidata: Q82040445
• Mol file: 5037-04-7.mol

Synonyms:(2-chloro-4-nitrophenoxy)acetic acid;5037-04-7;2-(2-chloro-4-nitrophenoxy)acetic acid;NSC124419;DTXSID20298563;BBL017309;MFCD03414519;STK443161;AKOS000145010;2-(2-chloro-4-nitrophenoxy)aceticacid;NSC-124419;VS-06042;CS-0310810;E78528

Chemical Property of (2-Chloro-4-nitrophenoxy)acetic acid

Chemical Property:

• Vapor Pressure: 1.44E-07mmHg at 25°C
• Boiling Point: 413.2°Cat760mmHg
• Flash Point: 203.7°C
• PSA: 92.35000
• Density: 1.56g/cm³
• LogP: 2.23480
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 230.9934500
• Heavy Atom Count: 15
• Complexity: 254

Purity/Quality:

99%min ^*data from raw suppliers

(2-Chloro-4-nitrophenoxy)acetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2-Chloro-4-nitrophenoxy)acetic acid

There total 7 articles about (2-Chloro-4-nitrophenoxy)acetic acid 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: 81.0%

methyl 2-(2-chloro-4-nitrophenoxy)acetate (169286-85-5) → 2-(2-chloro-4-nitrophenoxy)acetic acid (5037-04-7)

Guidance literature:

methyl 2-(2-chloro-4-nitrophenoxy)acetate; With potassium carbonate; In water; at 65 ℃; Inert atmosphere;

With hydrogenchloride; In water; at 20 ℃; pH=2 - 3; Inert atmosphere;

DOI:10.3762/bjoc.16.25

Reference yield:

2-chloro-4-nitrophenol (619-08-9) + ethyl bromoacetate (105-36-2) → 2-(2-chloro-4-nitrophenoxy)acetic acid (5037-04-7)

Guidance literature:

With potassium hydroxide; In methanol; water; at 50 ℃; for 1h;

DOI:10.1016/j.ejmech.2016.11.047

Reference yield:

2-chloro-4-nitrophenol (619-08-9) → 2-(2-chloro-4-nitrophenoxy)acetic acid (5037-04-7)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃

2: TsOH

With potassium carbonate; toluene-4-sulfonic acid;

DOI:10.1021/jm00301a025

upstream raw materials:

(2-chlorophenoxy)acetic acid

t-butyl 4-nitro-2-chlorophenoxyacetate

2-chloro-4-nitrophenol

ethyl bromoacetate

Downstream raw materials:

methyl 2-(2-chloro-4-nitrophenoxy)acetate

N-((4-amino-2-methylpyrimidin-5-yl)methyl)-2-(2-chloro-4-nitrophenoxy)acetamide

2-(2-Chloro-4-nitro-phenoxy)-N-methyl-N-phenyl-acetamide

Refernces

• 1、 Ge, Yang,Wang, Changyuan,Song, Shijie,Huang, Jiaxin,Liu, Zhihao,Li, Yongming,Meng, Qiang,Zhang, Jianbin,Yao, Jihong,Liu, Kexin,Ma, Xiaodong,Sun, Xiuli. "Identification of highly potent BTK and JAK3 dual inhibitors with improved activity for the treatment of B-cell lymphoma". . p. 1847 - 1857. Retrieved 2017/12/04.
• 2、 Wang, Da-Wei,Lin, Hong-Yan,He, Bo,Wu, Feng-Xu,Chen, Tao,Chen, Qiong,Yang, Wen-Chao,Yang, Guang-Fu. "An Efficient One-Pot Synthesis of 2-(Aryloxyacetyl)cyclohexane-1,3-diones as Herbicidal 4-Hydroxyphenylpyruvate Dioxygenase Inhibitors". . p. 8986 - 8993. Retrieved 2016/12/09.