1-Bromonaphthalene

Base Information

• Chemical Name: 1-Bromonaphthalene
• CAS No.: 90-11-9
• Molecular Formula: C10H7Br
• Molecular Weight: 207.07
• Hs Code.: 29036990
• European Community (EC) Number: 201-965-2
• NSC Number: 6551
• UNII: 976Y53P08P
• DSSTox Substance ID: DTXSID30861681
• Nikkaji Number: J32.579A
• Wikipedia: 1-Bromonaphthalene
• Wikidata: Q21050994
• Mol file: 90-11-9.mol

Synonyms:alpha-bromonaphthalene

Chemical Property of 1-Bromonaphthalene

Chemical Property:

• Appearance/Colour: clear yellow to yellow-brown liquid
• Vapor Pressure: 0.00565mmHg at 25°C
• Melting Point: -2 - -1 °C(lit.)
• Refractive Index: n20/D 1.6570(lit.)
• Boiling Point: 282.677 °C at 760 mmHg
• Flash Point: 127.817 °C
• PSA: 0.00000
• Density: 1.482 g/cm³
• LogP: 3.60230
• Water Solubility.: slightly soluble
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 205.97311
• Heavy Atom Count: 11
• Complexity: 133

Purity/Quality:

99%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn:Harmful
• Statements: R22:
• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Polyaromatics
• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2Br

Technology Process of 1-Bromonaphthalene

There total 99 articles about 1-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%

triethyl(naphthalen-1-yl)germane → 1-Bromonaphthalene (90-11-9)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1002/anie.202008372

Reference yield: 98.0%

1-Naphthylboronic acid (13922-41-3) → 1-Bromonaphthalene (90-11-9)

Guidance literature:

With N-Bromosuccinimide; In acetonitrile; at 80 ℃; for 14h;

DOI:10.1039/c6ra25666j

Reference yield: 98.0%

naphthalene (91-20-3,71998-51-1,72931-45-4) → 1-Bromonaphthalene (90-11-9)

Guidance literature:

With aluminum oxide; copper(ll) bromide; In tetrachloromethane; at 80 ℃; for 1h;

DOI:10.1021/jo00244a046

upstream raw materials:

naphthalene

bromocyane

carbon tetrabromide

tetrachloromethane

Downstream raw materials:

1-butylnaphthalene

2,2'-binaphthalene

naphthalene

N,N-diethylnaphthalen-2-amine

Refernces

• 1、 Shimizu, Tomomi,Morisako, Shogo,Yamamoto, Yohsuke,Kawachi, Atsushi. "1,2-Silyl migration in 1-halonaphthalenes catalyzed by I2". . . Retrieved 2018.
• 2、 Tang, Yan-Ling,Xia, Xian-Song,Gao, Jin-Chun,Li, Min-Xin,Mao, Ze-Wei. "Direct bromodeboronation of arylboronic acids with CuBr2 in water". supporting information. . Retrieved 2021/01/05.
• 3、 Arrieta, Ana,Cossío, Fernando P.,Granados, Albert,Shafir, Alexandr,Vallribera, Adelina. "Stepwise mechanism for the bromination of arenes by a hypervalent iodine reagent". . p. 2142 - 2150. Retrieved 2020/03/11.