2-Bromo-1-naphthaldehyde

Base Information

• Chemical Name: 2-Bromo-1-naphthaldehyde
• CAS No.: 269066-75-3
• Molecular Formula: C11H7BrO
• Molecular Weight: 235.08
• Hs Code.: 2913000090
• DSSTox Substance ID: DTXSID30466195
• Nikkaji Number: J1.316.212C
• Wikidata: Q82292698
• Mol file: 269066-75-3.mol

Synonyms:2-Bromo-1-naphthaldehyde;269066-75-3;2-bromonaphthalene-1-carbaldehyde;2-Bromonaphthalene-1-carboxaldehyde;2-bromo-1-napthaldehyde;SCHEMBL2786544;DTXSID30466195;XJIPTTLNJAQLLR-UHFFFAOYSA-N;MFCD17012542;AKOS016002107;CS-W021593;DS-15630;FT-0750175;C74394;EN300-3080637;A854503

Chemical Property of 2-Bromo-1-naphthaldehyde

Chemical Property:

• Melting Point: 80-82 °C
• Boiling Point: 347.3±15.0 °C(Predicted)
• PSA: 17.07000
• Density: 1.552±0.06 g/cm3(Predicted)
• LogP: 3.41480
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Dichloromethane
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 233.96803
• Heavy Atom Count: 13
• Complexity: 193

Purity/Quality:

97% ^*data from raw suppliers

2-Bromo-1-naphthaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC(=C2C=O)Br
• Uses: 2-Bromo-1-naphthaldehyde is an intermdiate in he synthesis of 3-Methylchrysene which is one of the methylated chrysenes (MeChry), as an aryl hydrocarbon receptor (AhR) agonist. Methylated chrysenes (MeChry) are important cigarette smoke constituents and 5-MeChry has been listed as possibly carcinogenic to humans. 3-Methylchrysene is a possible carcinogenic agent.

Technology Process of 2-Bromo-1-naphthaldehyde

There total 9 articles about 2-Bromo-1-naphthaldehyde 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: 90.0%

2-bromo-3,4-dihydro-1-naphthaldehyde (112631-07-9) → 2-bromo-1-naphthaldehyde (269066-75-3)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene; for 12h; Heating;

DOI:10.1021/jo991318g

Reference yield: 72.0%

C11H11BrO → 2-bromo-1-naphthaldehyde (269066-75-3)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene; Reflux;

DOI:10.1039/c2jm34363k

Reference yield: 34.0%

1-naphthaldehyde (66-77-3) → 2-bromo-1-naphthaldehyde (269066-75-3)

Guidance literature:

1-naphthaldehyde; With n-butyllithium; N,N',N'-trimethylenediamine; In tetrahydrofuran; hexane; at -20 ℃; for 24h; Schlenk technique; Inert atmosphere;

With carbon tetrabromide; In tetrahydrofuran; hexane; at -43 - 20 ℃; for 0.583333h; Schlenk technique; Inert atmosphere;

DOI:10.1002/chem.201303826

upstream raw materials:

2-bromo-3,4-dihydro-1-naphthaldehyde

1,2-dihydronaphthalen-2-one

N,N-dimethyl-formamide

1,2,3,4-tetrahydronaphthalen-2-one

Downstream raw materials:

2-(o-nitrophenyl)-1-naphthaldehyde

2-(4-methyl-2-nitrophenyl)-1-naphthaldehyde

2-(3,4-dimethoxy-6-nitrophenyl)-1-naphthaldehyde

2-Phenylnaphthalene-1,2'-dicarboxaldehyde