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183644

2-Bromonaphthalene

97%

Synonym(s):

β-Bromonaphthalene, β-Naphthyl bromide, 2-Naphthyl bromide

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About This Item

Empirical Formula (Hill Notation):
C10H7Br
CAS Number:
580-13-2
Molecular Weight:
207.07
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24851065
EC Number:
209-452-5
Beilstein/REAXYS Number:
1858110
MDL number:
MFCD00004051
Assay:
97%
Form:
solid

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InChI key

APSMUYYLXZULMS-UHFFFAOYSA-N

InChI

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

SMILES string

Brc1ccc2ccccc2c1

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

functional group

bromo

Quality Level

100

Gene Information

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

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2-Bromonaphthalene 97%

Sigma-Aldrich

183644

2-Bromonaphthalene

2-Furonitrile 99%

Sigma-Aldrich

159573

2-Furonitrile

2-Methoxytetrahydropyran 98%

Sigma-Aldrich

343455

2-Methoxytetrahydropyran

2,6-Dibromonaphthalene 97%

Sigma-Aldrich

762652

2,6-Dibromonaphthalene

assay

97%

assay

99%

assay

98%

assay

97%

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

-

solubility

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

solubility

-

solubility

-

solubility

-

mp

52-55 °C (lit.)

mp

-

mp

-

mp

158-163 °C

bp

281-282 °C (lit.)

bp

146-148 °C (lit.)

bp

128-129 °C (lit.)

bp

-

form

solid

form

liquid

form

liquid

form

solid

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
GHS07

signalword

Warning

hcodes

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

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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Certificates of Analysis (COA)

Lot/Batch Number
STBC0537V
STBC5362V
12418HB
10529LC
17328HG

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Rapid microwave-promoted Suzuki cross coupling reaction in water.
Bai L, et al.
Green Chemistry, 5(5), 615-617 (2003)
Isaiah R Speight et al.
Molecules (Basel, Switzerland), 25(3) (2020-02-06)
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
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)
J M Shoulder et al.
SAR and QSAR in environmental research, 30(4), 229-245 (2019-03-22)
Persistent organic contaminants in the environment pose an environmental risk due to widespread occurrence and toxic properties. Advanced oxidation processes (AOPs) are treatment methods that have been used to successfully degrade organic contaminants in water, soil, sediments and sludge. Reaction
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