5-Bromo-2-nitrobenzaldehyde

Base Information

• Chemical Name: 5-Bromo-2-nitrobenzaldehyde
• CAS No.: 20357-20-4
• Molecular Formula: C7H4BrNO3
• Molecular Weight: 230.018
• Hs Code.: 2913000090
• European Community (EC) Number: 692-651-8
• NSC Number: 107452
• DSSTox Substance ID: DTXSID70174267
• Nikkaji Number: J54.603H
• Wikidata: Q72448485
• Mol file: 20357-20-4.mol

Synonyms:5-Bromo-2-nitrobenzaldehyde;20357-20-4;Benzaldehyde, 5-bromo-2-nitro-;5-bromo-2-nitro-benzaldehyde;2-Nitro-5-bromobenzaldehyde;C7H4BrNO3;MFCD00456508;NSC 107452;BRN 2443255;2-07-00-00204 (Beilstein Handbook Reference);NSC107452;5-Brom-2-nitrobenzaldehyd;SCHEMBL9022;3-bromo-6-nitrobenzaldehyde;C7-H4-Br-N-O3;5-bromanyl-2-nitro-benzaldehyde;DTXSID70174267;STL301811;AKOS005257092;AKOS015996530;AB06044;CS-W004818;KF-0237;NSC-107452;4-(2-Chlorophenyl)-1H-pyrazol-3-amine;5-bromo-2-nitro-benzaldehyde, AldrichCPR;AC-28525;LS-24934;SY030165;AM20061041;B4192;CU48750000;FT-0647508;EN300-116600;A814480;J-516985;Z1269108736

Chemical Property of 5-Bromo-2-nitrobenzaldehyde

Chemical Property:

• Vapor Pressure: 0.000166mmHg at 25°C
• Melting Point: 71.0 to 75.0 °C
• Refractive Index: 1.652
• Boiling Point: 330.5 °C at 760 mmHg
• Flash Point: 153.7 °C
• PSA: 62.89000
• Density: 1.781 g/cm³
• LogP: 2.69300
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 228.93746
• Heavy Atom Count: 12
• Complexity: 192

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-5-nitrobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)C=O)[N+](=O)[O-]

Technology Process of 5-Bromo-2-nitrobenzaldehyde

There total 11 articles about 5-Bromo-2-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: 95.0%

5-bromo-2-nitrobenzaldehyde O-methyloxime → 5-bromo-2-nitrobenzaldehyde (20357-20-4)

Guidance literature:

With formaldehyd; toluene-4-sulfonic acid; In tetrahydrofuran; water; at 110 ℃; for 8h; Sealed tube;

Reference yield: 91.0%

(E)-5-bromo-2-nitrobenzaldehyde O-methyl oxime → 5-bromo-2-nitrobenzaldehyde (20357-20-4)

Guidance literature:

With formaldehyd; toluene-4-sulfonic acid; In tetrahydrofuran; water; at 100 ℃; for 8h; Sealed tube;

DOI:10.1002/ejoc.201402451

Reference yield: 83.0%

m-bromobenzoic aldehyde (3132-99-8) → 5-bromo-2-nitrobenzaldehyde (20357-20-4)

Guidance literature:

With sulfuric acid; nitric acid; In water; at 0 - 20 ℃; for 1.25h;

DOI:10.1002/chem.201203005

upstream raw materials:

m-bromobenzoic aldehyde

2,4-dibromonitrobenzene

N,N-dimethyl-formamide

[(E)-2-(5-bromo-2-nitro-phenyl)-vinyl]-dimethyl-amine

Downstream raw materials:

5-bromo-2-nitro-trans-cinnamic acid

5,5'-dibromo-1H,1'H-[2,2']biindolylidene-3,3'-dione

C₁₅H₁₀BrNO₄

2-(⁽¹⁸⁾F)fluoro-5-bromobenzaldehyde

Refernces

• 1、 Delost, Michael D.,Njardarson, Jon T.. "Mild Darzens Annulations for the Assembly of Trifluoromethylthiolated (SCF3) Aziridine and Cyclopropane Structures". supporting information. p. 6121 - 6125. Retrieved 2021/08/16.
• 2、 Ma, Chao,Du, Ke,Zhao, Ying,Zhang, Linkui,Hu, Baichun,Cheng, Maosheng. "Pyrrolo[2,1-c][1,4] benzodiazepine-3,11-diones protect SHSY-5Y cells from Cd-induced apoptosis involving suppression of endoplasmic reticulum stress". . p. 5151 - 5158. Retrieved 2018/09/27.