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183644

Sigma-Aldrich

2-Bromonaphthalene

97%

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Synonym(s):
β-Bromonaphthalene, β-Naphthyl bromide, 2-Naphthyl bromide
Empirical Formula (Hill Notation):
C10H7Br
CAS Number:
Molecular Weight:
207.07
Beilstein/REAXYS Number:
1858110
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

solid

impurities

≤3% 1-bromonaphthalene

bp

281-282 °C (lit.)

mp

52-55 °C (lit.)

solubility

methanol: soluble 50 mg/mL, clear, colorless to yellow

SMILES string

Brc1ccc2ccccc2c1

InChI

1S/C10H7Br/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7H

InChI key

APSMUYYLXZULMS-UHFFFAOYSA-N

Gene Information

human ... CYP2A6(1548)
mouse ... Cyp2a5(13087)

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This Item
17640196851159573
2-Bromonaphthalene 97%

183644

2-Bromonaphthalene

1-Bromonaphthalene ≥95%

17640

1-Bromonaphthalene

1,3,5-Trifluorobenzene 97%

196851

1,3,5-Trifluorobenzene

2-Furonitrile 99%

159573

2-Furonitrile

solubility

methanol: soluble 50 mg/mL, clear, colorless to yellow

solubility

H2O: slightly soluble, alcohol: miscible, benzene: miscible, chloroform: miscible, diethyl ether: miscible

solubility

-

solubility

-

mp

52-55 °C (lit.)

mp

−2-−1 °C (lit.)

mp

−5.5 °C (lit.)

mp

-

bp

281-282 °C (lit.)

bp

133-134 °C/10 mmHg (lit.)

bp

75-76 °C (lit.)

bp

146-148 °C (lit.)

form

solid

form

liquid

form

liquid

form

liquid

impurities

≤3% 1-bromonaphthalene

impurities

-

impurities

-

impurities

-

General description

Reaction of 2-bromonaphthalene with cuprous cyanide in N-methylpyrrolidone has been investigated. Nanosecond time-resolved resonance Raman spectra of the T1→Tn transition of 2-bromonaphthalene in methanol solvent has been investigated.

Application

2-Bromonaphthalene was used in the synthesis of biaryls via Suzuki cross coupling reaction in water under microwave irradiation.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Nanosecond time-resolved resonance Raman investigation of the T1→ Tn transition of 2-bromonaphthalene.
Shoute LCT, et al.
Chemical Physics Letters, 290(1), 24-28 (1998)
Notes-A Convenient Synthesis of Water-Soluble Carbodiimides.
Sheehan J, et al.
The Journal of Organic Chemistry, 26(7), 2525-2528 (1961)
Rapid microwave-promoted Suzuki cross coupling reaction in water.
Bai L, et al.
Green Chemistry, 5(5), 615-617 (2003)
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Owing to the strength of the C-F bond, the 'direct' preparation of Grignard reagents, i.e., the interaction of elemental magnesium with an organic halide, typically in an ethereal solvent, fails for bulk magnesium and organofluorine compounds. Previously described mechanochemical methods
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