1-Bromo-2-methoxynaphthalene

Base Information

• Chemical Name: 1-Bromo-2-methoxynaphthalene
• CAS No.: 3401-47-6
• Molecular Formula: C11H9BrO
• Molecular Weight: 237.096
• Hs Code.: 29093090
• European Community (EC) Number: 222-272-1
• NSC Number: 110660
• DSSTox Substance ID: DTXSID40187622
• Nikkaji Number: J205.505H
• Wikidata: Q72446254
• Mol file: 3401-47-6.mol

Synonyms:1-Bromo-2-methoxynaphthalene;3401-47-6;1-Bromo-2-methoxy-Naphthalene;Naphthalene, 1-bromo-2-methoxy-;NSC110660;EINECS 222-272-1;MFCD00055374;NSC 110660;Maybridge3_005134;2-methoxy-1-bromonaphthalene;2-Methoxy-1-naphtyl bromide;1-Bromo-2-methoxy-naphtalene;SCHEMBL617210;DTXSID40187622;HMS1445J08;CCG-51167;AKOS005203358;CS-W004988;NSC-110660;IDI1_016521;DS-14878;SY037749;AM20040214;B6103;FT-0634835;A18667;EN300-249583;AE-848/30709025;J-019420;SR-01000640482-1

Chemical Property of 1-Bromo-2-methoxynaphthalene

Chemical Property:

• Vapor Pressure: 0.000641mmHg at 25°C
• Melting Point: 80-83 °C
• Refractive Index: 1.632
• Boiling Point: 319.248 °C at 760 mmHg
• Flash Point: 132.944 °C
• PSA: 9.23000
• Density: 1.448 g/cm³
• LogP: 3.61090
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 235.98368
• Heavy Atom Count: 13
• Complexity: 172

Purity/Quality:

97% ^*data from raw suppliers

1-Bromo-2-methoxy-naphthalene ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C2=CC=CC=C2C=C1)Br
• Uses: 1-Bromo-2-methoxy-naphthalene is a useful synthetic intermediate. It is used as a reagent to synthesize a catalyst for highly enantioselective aziridination of styrene derivatives. It can also be used to prepare biaryls or biheterocycles by palladium-catalyzed Ullmann coupling.

Technology Process of 1-Bromo-2-methoxynaphthalene

There total 15 articles about 1-Bromo-2-methoxynaphthalene 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-Methoxynaphthalene (93-04-9) → 1-bromo-2-methoxynaphthalene (3401-47-6)

Guidance literature:

With dimethylbromosulphonium bromide; In tetrahydrofuran; water; for 24h; Product distribution; Mechanism; Heating; other aromatic compounds, other reagents: bromodimethylsulfonium bromide/acetic acid, bromine, bromine/acetic acid, other solvents: acetonitrile, CCl₄, other reaction temperature and time;

DOI:10.1021/jo970135w

Reference yield: 95.0%

1-bromo-2-naphthol (573-97-7) + dimethyl sulfate (77-78-1) → 1-bromo-2-methoxynaphthalene (3401-47-6)

Guidance literature:

In N,N-dimethyl-formamide; at 0 - 20 ℃; for 0.833333h;

Reference yield: 94.0%

2-Methoxynaphthalene (93-04-9) + benzyltrimethylazanium tribroman-2-uide → 1-bromo-2-methoxynaphthalene (3401-47-6)

Guidance literature:

With cetyltrimethylammonim bromide; In 1,2-dichloro-ethane; at 20 ℃; for 1.5h; regioselective reaction; Kinetics; Catalytic behavior;

DOI:10.1002/kin.20821

upstream raw materials:

tetrachloromethane

N-Bromosuccinimide

2-Methoxynaphthalene

1,3-dibromo-5,5-dimethyl-hydantoin

Downstream raw materials:

2-methoxy-1-naphthoic acid

(2-methoxynaphthalen-1-yl)(phenyl)sulfane

(2-methoxynaphthalen-1-yl)(p-tolyl)sulfane

2-methoxynaphthylamine