2-Acetyl-6-bromonaphthalene

Base Information

• Chemical Name: 2-Acetyl-6-bromonaphthalene
• CAS No.: 1590-25-6
• Molecular Formula: C12H9BrO
• Molecular Weight: 249.107
• Hs Code.: 2914700090
• Mol file: 1590-25-6.mol

Synonyms:2-ACETYL-6-BROMONAPHTHALENE;

Chemical Property of 2-Acetyl-6-bromonaphthalene

Chemical Property:

• Melting Point: 96 °C
• Boiling Point: 357.1±15.0 °C(Predicted)
• PSA: 17.07000
• Density: 1.454±0.06 g/cm3(Predicted)
• LogP: 3.80490
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(6-Bromonaphthalen-2-yl)ethanone 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Acetyl-6-bromonaphthalene

There total 17 articles about 2-Acetyl-6-bromonaphthalene 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: 99.0%

6-bromo-N-methoxy-N-methyl-2-naphthamide (861880-64-0) + methylmagnesium bromide (75-16-1) → 1-(6-bromonaphthalen-2-yl)ethanone (1590-25-6)

Guidance literature:

6-bromo-N-methoxy-N-methyl-2-naphthamide; methylmagnesium bromide; In tetrahydrofuran; 2-methyltetrahydrofuran; at 10 - 15 ℃; for 1.5h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; 2-methyltetrahydrofuran; water; Cooling with ice;

Reference yield: 99.0%

6-bromo-N-methoxy-N-methyl-2-naphthamide (861880-64-0) → 1-(6-bromonaphthalen-2-yl)ethanone (1590-25-6)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; 2-methyltetrahydrofuran; methylmagnesium bromide;

Reference yield: 86.0%

2-bromonaphthalene (580-13-2) + acetyl chloride (75-36-5) → 1-(6-bromonaphthalen-2-yl)ethanone (1590-25-6)

Guidance literature:

With aluminum (III) chloride; In nitrobenzene; at 0 - 90 ℃; for 24h;

DOI:10.1002/anie.201916357

upstream raw materials:

2-bromonaphthalene

acetyl chloride

carbon disulfide

aluminium trichloride

Downstream raw materials:

C₂₅H₂₂BrN₃O₂

C₄₁H₄₂N₆O₄

C₄₁H₄₂N₆O₄

3-(6-acetylnaphthalen-2-ylamino)-2-aminopropanoic acid

Refernces

• 1、 Garrido, Fabrice,Raeppel, Stéphane,Mann, André,Lautens, Mark. "Practical synthesis of acetophenones from phenoltriflates". . p. 265 - 266. Retrieved 2001.
• 2、 Ehrlich, Rachel S.,Shiao, Alexander L.,Li, Meihan,Teppang, Kristine L.,Jeoung, Kun Yong,Theodorakis, Emmanuel A.,Yang, Jerry. "Exploring the Effect of Aliphatic Substituents on Aryl Cyano Amides on Enhancement of Fluorescence upon Binding to Amyloid-β Aggregates". . p. 2946 - 2952. Retrieved 2021/08/06.
• 3、 Isomura, Mayuko,Petrone, David A.,Carreira, Erick M.. "Coordination-Induced Stereocontrol over Carbocations: Asymmetric Reductive Deoxygenation of Racemic Tertiary Alcohols". supporting information. p. 4738 - 4748. Retrieved 2019/03/19.