5'-Chloro-2'-hydroxy-3'-nitroacetophenone

Base Information

• Chemical Name: 5'-Chloro-2'-hydroxy-3'-nitroacetophenone
• CAS No.: 84942-40-5
• Molecular Formula: C8H6ClNO4
• Molecular Weight: 215.593
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID001005233
• Nikkaji Number: J1.638.326K
• Wikidata: Q72451927
• Mol file: 84942-40-5.mol

Synonyms:84942-40-5;5'-Chloro-2'-hydroxy-3'-nitroacetophenone;1-(5-chloro-2-hydroxy-3-nitrophenyl)ethanone;2-Acetyl-6-nitro-4-chloro phenol;2-ACETYL-6-NITRO-4-CHLOROPHENOL;2-acetyl-4-chloro-6-nitrophenol;Ethanone, 1-(5-chloro-2-hydroxy-3-nitrophenyl)-;1-(5-chloro-2-hydroxy-3-nitrophenyl)ethan-1-one;MFCD00191921;5-chloro-3-nitro-2-hydroxyacetophenone;Benzoic acid,5-chloro-2-hydroxy-3-nitro-;SCHEMBL6577959;DTXSID001005233;AMY27972;AKOS000112368;FS-3932;AC-11998;AC-12670;5'-chloro-2'-hydroxy-3'-nitro acetophenone;C2973;CS-0173212;FT-0641983;A51114;5'-Chloro-2'-hydroxy-3'-nitroacetophenone, 99%;A841017

Chemical Property of 5'-Chloro-2'-hydroxy-3'-nitroacetophenone

Chemical Property:

• Melting Point: 132-135 ºC
• Boiling Point: 260.7 °C at 760 mmHg
• Flash Point: 111.5 °C
• PSA: 83.12000
• Density: 1.505
• LogP: 2.67960
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 214.9985354
• Heavy Atom Count: 14
• Complexity: 252

Purity/Quality:

98%,97%, ^*data from raw suppliers

5''-Chloro-2''-hydroxy-3''-nitroacetophenone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C(C(=CC(=C1)Cl)[N+](=O)[O-])O
• Uses: 5′-Chloro-2′-hydroxy-3′-nitroacetophenone may be used for the synthesis of 6-chloro-8-nitro-4-oxo-4H-chromene-3-carbaldehyde.

Technology Process of 5'-Chloro-2'-hydroxy-3'-nitroacetophenone

There total 4 articles about 5'-Chloro-2'-hydroxy-3'-nitroacetophenone 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%

5-chloro-2-hydroxyacetophenone (1450-74-4) → 5′‐chloro‐2′‐hydroxy‐3′‐nitroacetophenone (84942-40-5)

Guidance literature:

With nitric acid; In acetic acid; for 2.5h; Ambient temperature;

DOI:10.1055/s-1982-30007

Reference yield:

4-chlorophenyl acetate (876-27-7) → 5′‐chloro‐2′‐hydroxy‐3′‐nitroacetophenone (84942-40-5)

Guidance literature:

Multi-step reaction with 2 steps

1: aluminum (III) chloride

2: sulfuric acid; nitric acid

With aluminum (III) chloride; sulfuric acid; nitric acid;

Reference yield:

4-chloro-phenol (106-48-9,82344-39-6) → 5′‐chloro‐2′‐hydroxy‐3′‐nitroacetophenone (84942-40-5)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium acetate

2: aluminum (III) chloride

3: sulfuric acid; nitric acid

With aluminum (III) chloride; sulfuric acid; nitric acid; sodium acetate;

upstream raw materials:

5-chloro-2-hydroxyacetophenone

4-chlorophenyl acetate

4-chloro-phenol

Downstream raw materials:

4-Chloro-2-{1-[(Z)-3-methoxy-phenylimino]-ethyl}-6-nitro-phenol

4-Chloro-2-{1-[(Z)-2-methoxy-phenylimino]-ethyl}-6-nitro-phenol

4-Chloro-2-{1-[(Z)-4-methoxy-phenylimino]-ethyl}-6-nitro-phenol

4-Chloro-2-{1-[(Z)-3-chloro-phenylimino]-ethyl}-6-nitro-phenol

Refernces

• 1、 Bagade,Ghiya. "Nitration of acetophenone, chalcone, flavanone and flavone with copper nitrate-acetic anhydride". . p. 71 - 74. Retrieved 2007/10/02.
• 2、 -. "Substituted alkylaryl ketones and methods of use as herbicides". . . Retrieved 2008/06/13.