1-Bromo-5-methylnaphthalene

Base Information

• Chemical Name: 1-Bromo-5-methylnaphthalene
• CAS No.: 20366-59-0
• Molecular Formula: C11H9Br
• Molecular Weight: 221.096
• European Community (EC) Number: 819-904-9
• NSC Number: 113045
• DSSTox Substance ID: DTXSID90296995
• Wikidata: Q82037884
• Mol file: 20366-59-0.mol

Synonyms:1-bromo-5-methylnaphthalene;20366-59-0;Naphthalene, 1-bromo-5-methyl-;NSC113045;5-Bromo-1-methylnaphthalene;SCHEMBL7836756;DTXSID90296995;AKOS024438701;NSC-113045;CS-0436803;FT-0746101;EN300-114189;Z1269139398

Chemical Property of 1-Bromo-5-methylnaphthalene

Chemical Property:

• Vapor Pressure: 0.00191mmHg at 25°C
• Boiling Point: 301.2°Cat760mmHg
• Flash Point: 137.6°C
• PSA: 0.00000
• Density: 1.417g/cm³
• LogP: 3.91070
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 219.98876
• Heavy Atom Count: 12
• Complexity: 155

Purity/Quality:

97% ^*data from raw suppliers

1-bromo-5-methylnaphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C=CC=C(C2=CC=C1)Br

Technology Process of 1-Bromo-5-methylnaphthalene

There total 18 articles about 1-Bromo-5-methylnaphthalene 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: 85.0%

1-methyl-2-(2-propenyl)-benzene (1587-04-8) → 1-bromo-5-methylnaphthalene (20366-59-0)

Guidance literature:

With carbon tetrabromide; iron; In ethanol; at 20 ℃; for 2h; Irradiation;

DOI:10.1002/adsc.202001249

Reference yield: 58.0%

1,5-dibromonaphthalene (7351-74-8) + methyl iodide (74-88-4) → 1-bromo-5-methylnaphthalene (20366-59-0)

Guidance literature:

1,5-dibromonaphthalene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; at 25 ℃; for 1h; Inert atmosphere;

Reference yield:

1-bromo-5-(bromomethyl)naphthalene (151109-14-7) → 1-bromo-5-methylnaphthalene (20366-59-0)

Guidance literature:

With sodium tetrahydroborate; In dimethyl sulfoxide; at 0 - 20 ℃; for 2h; Inert atmosphere;

upstream raw materials:

5-methylnaphthalene-1-amine

5-bromo-1-iodonaphthalene

5-bromo-1-naphthaldehyde

1-Bromo-5-(chloromethyl)naphthalene

Downstream raw materials:

5-methyl-1-naphthaldehyde

2-(5-methyl-[1]naphthyl)-ethanol

5-methyl-1-naphthoic acid

1,5-dimethylnaphthalene

Refernces

• 1、 Roslan, Irwan Iskandar,Zhang, Hongwei,Ng, Kian-Hong,Jaenicke, Stephan,Chuah, Gaik-Khuan. "A Visible Light and Iron-mediated Carbocationic Route to Polysubstituted 1-Halonaphthalenes by Benzannulation using Allylbenzenes and Polyhalomethanes". . p. 1007 - 1013. Retrieved 2020/12/30.
• 2、 -. "COMPOUNDS FOR BINDING PROPROTEIN CONVERTASE SUBTILISIN/KEXIN TYPE 9 (PCSK9)". . . Retrieved 2017/09/15.