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3378-82-3

3378-82-3 Structure

3378-82-3 Structure
IdentificationMore
[Name]

1-BROMO-2-NAPHTHALDEHYDE
[CAS]

3378-82-3
[Synonyms]

1-BROMO-2-NAPHTHALDEHYDE
1-BROMONAPHTHALENE-2-CARBALDEHYDE
1-bromo-2-naphthaldehyde crystalline
1-BROMO-2-NAPHTHALDEHYDE 96+%
1-Bromo-2-naphthalenecarbaldehyde
[EINECS(EC#)]

222-180-1
[Molecular Formula]

C11H7BrO
[MDL Number]

MFCD00046368
[Molecular Weight]

235.08
[MOL File]

3378-82-3.mol
Chemical PropertiesBack Directory
[Melting point ]

118°C
[Boiling point ]

347℃
[density ]

1.552
[Fp ]

120℃
[storage temp. ]

2-8°C
[solubility ]

soluble in Methanol
[form ]

crystals
[Appearance]

Off-white to yellow Solid
[BRN ]

2613639
[InChI]

InChI=1S/C11H7BrO/c12-11-9(7-13)6-5-8-3-1-2-4-10(8)11/h1-7H
[InChIKey]

CYGUXEZVBLMVRV-UHFFFAOYSA-N
[SMILES]

C1(Br)=C2C(C=CC=C2)=CC=C1C=O
[CAS DataBase Reference]

3378-82-3(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
[WGK Germany ]

3
[HS Code ]

29130000
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazard InformationBack Directory
[Chemical Properties]

Light yellow solid
[Uses]

1-Bromo-2-naphthaldehyde is used as a reagent in the synthesis of Hoveyda-Grubbs type metathesis catalysts which are used in cross olefin metathesis. 1-Bromo-2-naphthaldehyde is also used in the preparation of novel (-)-cercosporamide derivatives as potent selective PPARγ modulators.
[Synthesis Reference(s)]

The Journal of Organic Chemistry, 46, p. 4617, 1981 DOI: 10.1021/jo00335a076
[Synthesis]

1-BROMO-2-(BROMOMETHYL)NAPHTHALENE

37763-43-2

1-BROMO-2-NAPHTHALDEHYDE

3378-82-3

General procedure for the synthesis of 1-bromo-2-naphthalene formaldehyde from 1-bromo-2-(bromomethyl)naphthalene: In a 2L reactor, 4-methylmorpholine N-oxide (61.4 g, 524 mmol), molecular sieves (200 g) and acetonitrile (1.2 L) were added and stirred for 30 min at 0 °C under nitrogen protection. Subsequently, 1-bromo-2-(bromomethyl)naphthalene (78 g, 262 mmol) was added and stirring was continued for 6 hours at room temperature. After completion of the reaction, the reaction mixture was filtered and the filtrate was washed with dichloromethane. The filtrate was concentrated and purified by column chromatography to afford 1-bromo-2-naphthaldehyde (45 g) in 73% yield.

[References]

[1] European Journal of Organic Chemistry, 2012, # 31, p. 6155 - 6164,10
[2] European Journal of Organic Chemistry, 2012, # 31, p. 6155 - 6164
[3] Tetrahedron Letters, 1994, vol. 35, # 48, p. 8985 - 8988
[4] Patent: US2018/72753, 2018, A1. Location in patent: Paragraph 0163-0164
[5] Journal of the Chemical Society, Perkin Transactions 1, 2000, # 9, p. 1363 - 1378
Spectrum DetailBack Directory
[Spectrum Detail]

1-BROMO-2-NAPHTHALDEHYDE(3378-82-3)1HNMR
Well-known Reagent Company Product InformationBack Directory
[TCI AMERICA]

1-Bromo-2-naphthaldehyde,>96.0%(GC)(3378-82-3)
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