2-Chloro-4-nitrobenzaldehyde

Base Information

• Chemical Name: 2-Chloro-4-nitrobenzaldehyde
• CAS No.: 5568-33-2
• Molecular Formula: C7H4 Cl N O3
• Molecular Weight: 185.567
• Hs Code.: 2913000090
• European Community (EC) Number: 828-026-5
• NSC Number: 127469
• DSSTox Substance ID: DTXSID40299012
• Nikkaji Number: J2.059.070J
• Wikidata: Q82041168
• Mol file: 5568-33-2.mol

Synonyms:2-Chloro-4-nitrobenzaldehyde;5568-33-2;Benzaldehyde, 2-chloro-4-nitro-;NSC127469;SCHEMBL1195413;DTXSID40299012;GVBXZIANHMNKAK-UHFFFAOYSA-N;AMY41930;MFCD09842446;AKOS006280814;NSC-127469;BS-28692;CS-0380529;EN300-76017;D78652;Z1184908013

Chemical Property of 2-Chloro-4-nitrobenzaldehyde

Chemical Property:

• Vapor Pressure: 0.000532mmHg at 25°C
• Melting Point: 74 °C(Solv: ligroine (8032-32-4); water (7732-18-5))
• Boiling Point: 312.4°Cat760mmHg
• Flash Point: 142.7°C
• PSA: 62.89000
• Density: 1.485g/cm³
• LogP: 2.58390
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 184.9879707
• Heavy Atom Count: 12
• Complexity: 192

Purity/Quality:

99% ^*data from raw suppliers

2-chloro-4-nitrobenzaldehyde ^*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)C=O
• Uses: 2-Chloro-4-nitrobenzaldehyde is used in preparation of nitrogen heterocyclic compounds as ErbB inhibitors for the treatment of cancer.

Technology Process of 2-Chloro-4-nitrobenzaldehyde

There total 12 articles about 2-Chloro-4-nitrobenzaldehyde 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: 100.0%

(2-chloro-4-nitrophenyl)methanol (52301-88-9) → 2-chloro-4-nitrobenzaldehyde (5568-33-2)

Guidance literature:

(2-chloro-4-nitrophenyl)methanol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -70 ℃; for 1h;

With triethylamine; In dichloromethane; at 20 ℃;

Reference yield: 99.0%

2-chloro-4-nitrobenzal diacetate (77455-54-0) → 2-chloro-4-nitrobenzaldehyde (5568-33-2)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; Heating;

DOI:10.1016/S0960-894X(02)00132-4

Reference yield: 29.0%

2-chloro-4-nitrobenzoyl chloride (7073-36-1) → 2-chloro-4-nitrobenzaldehyde (5568-33-2)

Guidance literature:

2-chloro-4-nitrobenzoyl chloride; With sodium tetrahydroborate; In 1,2-dimethoxyethane; at 0 - 20 ℃; for 2h;

With manganese(IV) oxide; In acetone; at 20 ℃; for 18h;

upstream raw materials:

1-(bromomethyl)-2-chloro-4-nitrobenzene

2-chloro-4-nitrotoluene

ethanol

3-chloro-4-(dichloromethyl)-1-nitrobenzene

Downstream raw materials:

2-chloro-4-methoxybenzaldehyde

2-chloro-4-nitrobenzoic acid

3-chloro-4-(dichloromethyl)-1-nitrobenzene

ethyl 2-chloro-4-nitrobenzoate

Refernces

• 1、 -. "Combined production method for substituted benzaldehyde, substituted benzyl alcohol and substituted benzoic acid". Paragraph 0081; 0082. . Retrieved 2017/01/31.
• 2、 Sun, Ranfeng,Li, Yongqiang,Lue, Maoyun,Xiong, Lixia,Wang, Qingmin. "Synthesis, larvicidal activity, and SAR studies of new benzoylphenylureas containing oxime ether and oxime ester group". supporting information; experimental part. p. 4693 - 4699. Retrieved 2010/10/02.