1-Bromo-2-methylnaphthalene

Base Information

• Chemical Name: 1-Bromo-2-methylnaphthalene
• CAS No.: 2586-62-1
• Molecular Formula: C11H9Br
• Molecular Weight: 221.096
• Hs Code.: 29039990
• European Community (EC) Number: 219-966-1
• NSC Number: 36286
• DSSTox Substance ID: DTXSID50180508
• Nikkaji Number: J192.096K
• Wikidata: Q72447427
• Mol file: 2586-62-1.mol

Synonyms:1-BMN cpd;1-bromo-2-methylnaphthalene

Chemical Property of 1-Bromo-2-methylnaphthalene

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.00195mmHg at 25°C
• Melting Point: 300.9 °C at 760 mmHg
• Refractive Index: n20/D 1.648(lit.)
• Boiling Point: 137.4 °C
• Flash Point: >230°F
• PSA: 0.00000
• Density: 1.417 g/cm³
• LogP: 3.91070
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Not miscible in water.
• 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:

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

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-11
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C2=CC=CC=C2C=C1)Br
• Uses: 1-Bromo-2-methylnaphthalene is used as test compound in determination of halogenated hydrocarbons at trace levels by supercritical fluid chromatography-microwave-induced plasma mass spectrometry. Dynamic phosphorescence quenching of 1-bromo-2-methylnaphthalene without deoxygenation has been used for selective sensing of Cu(II) at ngm levels. 1-Bromo-2-methylnaphthalene was used as test compound in determination of halogenated hydrocarbons at trace levels by supercritical fluid chromatography-microwave-induced plasma mass spectrometry.

Technology Process of 1-Bromo-2-methylnaphthalene

There total 12 articles about 1-Bromo-2-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: 99.0%

2-Methylnaphthalene (91-57-6,34468-07-0) → 1-bromo-2-methylnaphtalene (2586-62-1)

Guidance literature:

With benzyltrimethylazanium tribroman-2-uide; zinc(II) chloride; In acetic acid; for 0.5h; Ambient temperature;

DOI:10.1246/bcsj.62.439

Reference yield: 64.0%

2-methyl-1-naphthoic acid (1575-96-8) → 1-bromo-2-methylnaphtalene (2586-62-1)

Guidance literature:

With potassium phosphate; tetrabuthylammonium tribromide; In acetonitrile; at 100 ℃; for 16h;

DOI:10.1039/c8sc01016a

Reference yield: 52.5%

2-Methylnaphthalene (91-57-6,34468-07-0) → 1-bromo-2-(bromomethyl)naphthalene (37763-43-2) + 1-bromo-2-methylnaphtalene (2586-62-1) + 7-bromo-1-bromomethyl-naphthalene (189693-08-1) + 2-bromomethylnaphthyl bromide (939-26-4)

Guidance literature:

With bromine; lanthanum(III) acetate; In n-heptane; at 60 - 62 ℃; for 5.5h; Yields of byproduct given; illuminating with visible light;

DOI:10.1080/00397919708006823

upstream raw materials:

2-Methylnaphthalene

1-amino-2-methylnaphthalene

tetrachloromethane

bromine

Downstream raw materials:

N-(2-methyl-[1]naphthyl)-anthranilic acid

dimethyl-1,2 naphtalene

2,2'-dimethyl-1,1'-binaphthyl

1-(2-methylnaphthyl) trifluoromethyl ketone

Refernces

• 1、 Waykole, Liladhar,Prashad, Mahavir,Palermo, Stephen,Repic, Oljan,Blacklock, Thomas J.. "Selective benzylic bromination of 2-methylnaphthalene". . p. 2159 - 2163. Retrieved 1997.
• 2、 Cammidge, Andrew N.,Crepy, Karen V.,Fugier, Matthieu. "Convenient ring-bromination of alkylnaphthalenes using N-bromosuccinimide in acetonitrile". . p. 4159 - 4162. Retrieved 1997.
• 3、 Dou?ová, Hana,R??i?ková, Zdeňka,?im?nek, Petr. "Synthesis of N-Substituted Condensed Tetrahydropyridine-Based Enaminones via Palladium-Catalyzed Intramolecular C–N Cross-coupling". supporting information. p. 670 - 684. Retrieved 2018/01/22.
• 4、 Ni, Shengjun,El Remaily, Mahmoud Abd El Aleem Ali Ali,Franzén, Johan. "Carbocation Catalyzed Bromination of Alkyl Arenes, a Chemoselective sp3 vs. sp2 C?H functionalization.". supporting information. p. 4197 - 4204. Retrieved 2018/09/25.