6-Bromo-1-naphthaldehyde

Base Information

• Chemical Name: 6-Bromo-1-naphthaldehyde
• CAS No.: 86456-56-6
• Molecular Formula: C₁₁H₇BrO
• Molecular Weight: 235.08
• DSSTox Substance ID: DTXSID70521353
• Wikidata: Q82385775
• Mol file: 86456-56-6.mol

Synonyms:6-bromo-1-naphthaldehyde;86456-56-6;6-bromonaphthalene-1-carbaldehyde;6-Bromonaphthalene-1-carboxaldehyde;6-Bromonaphthalene-1-carboxaldehyde,;SCHEMBL3892474;AMY1121;DTXSID70521353;MWEHPPKJMIZOML-UHFFFAOYSA-N;AKOS022659230;AT11632

Chemical Property of 6-Bromo-1-naphthaldehyde

Chemical Property:

• PSA: 17.07000
• LogP: 3.41480
• 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

6-Bromonaphthalene-1-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=C2)Br)C(=C1)C=O

Technology Process of 6-Bromo-1-naphthaldehyde

There total 20 articles about 6-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: 80.0%

6-bromo-1-naphthoic acid (51934-38-4) → 6-bromo-1-naphthaldehyde (86456-56-6)

Guidance literature:

6-bromo-1-naphthoic acid; With diborane; In tetrahydrofuran; at 0 - 25 ℃; for 4h; Inert atmosphere;

With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 0 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.jnatprod.7b00709

Reference yield: 71.0%

6-bromo-1-(bromomethyl)naphthalene (86456-69-1) → 6-bromo-1-naphthaldehyde (86456-56-6)

Guidance literature:

With hexamethylenetetramine; acetic acid; 1.) chloroform, reflux, 90 min, 2.) reflux, 90 min;

DOI:10.1021/jo00165a029

Reference yield:

(6-bromonaphthalen-1-yl)methanol → 6-bromo-1-naphthaldehyde (86456-56-6)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1h;

upstream raw materials:

6-bromo-1-(bromomethyl)naphthalene

3-(4-bromophenyl)-1-butanol

1-bromo-4-(1-bromoethyl)benzene

3-(4-bromophenyl)butanoic acid

Downstream raw materials:

o-<(6-bromo-1-naphthyl)methyl>acetophenone

o-<(6-bromo-1-naphthyl)methyl>benzoic acid

2-(6-Bromo-naphthalen-1-ylmethyl)-benzoyl chloride

Refernces

• 1、 -. "PD-1/PD-L1 INHIBITORS". . . Retrieved 2018/11/22.
• 2、 Newman, Melvin,Prabhu, V. S.,Veeraraghavan, S.. "Synthesis of Nuclear Monobromobenzanthracenes". . p. 2926 - 2928. Retrieved 2007/10/02.