469068
1-Brombenzocyclobuten
95%
Anmeldenzur Ansicht organisationsspezifischer und vertraglich vereinbarter Preise
Alle Fotos(2)
About This Item
Empirische Formel (Hill-System):
C8H7Br
CAS-Nummer:
Molekulargewicht:
183.05
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22
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Qualitätsniveau
Assay
95%
Brechungsindex
n20/D 1.59 (lit.)
bp
90 °C/10.5 mmHg (lit.)
Dichte
1.45 g/mL at 25 °C (lit.)
Funktionelle Gruppe
bromo
SMILES String
BrC1Cc2ccccc12
InChI
1S/C8H7Br/c9-8-5-6-3-1-2-4-7(6)8/h1-4,8H,5H2
InChIKey
AYNXHFRDABNHRX-UHFFFAOYSA-N
Verwandte Kategorien
Allgemeine Beschreibung
1-Bromobenzocyclobutene is a useful synthon. It has important applications in organometallic methodology. Reaction between cycloheptatriene, bromoform, potassium carbonate and 18-crown-6 at 140°C yields 1-bromobenzocyclobutene.
Anwendung
1-Bromobenzocyclobutene may be used in the synthesis of following compounds:
- five-membered zirconacycles
- benzocyclobutenol and benzocyclobutenone
- 2,3-dimethoxyprotoberberinium bromide, via reaction with 3,4-dihydro-6,7-dimethoxyisoquinoline
Lagerklassenschlüssel
10 - Combustible liquids
WGK
WGK 3
Flammpunkt (°F)
204.8 °F - closed cup
Flammpunkt (°C)
96.00 °C - closed cup
Persönliche Schutzausrüstung
Eyeshields, Gloves
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T V V Ramakrishna et al.
Organic letters, 5(6), 877-879 (2003-03-14)
[reaction: see text] Commercially available 1-bromobenzocyclobutene is a potentially useful synthon particularly with the application of organometallic methodology. Here we show that it is readily converted into Cp(2)Zr(benzocyclobutadiene), which couples with alkynes or nitriles giving five-membered zirconacycles. Treatment of these
1-Bromobenzocyclobutene: a convenient entry into the benzocyclobutene ring system.
DeCamp MR and Viscogliosi LA.
The Journal of Organic Chemistry, 46(19), 3918-3920 (1981)
Condensed Cyclobutane Aromatic Compounds. IX. Benzocyclobutenol and Benzocyclobutenone.
Cava MP and Muth K.
Journal of the American Chemical Society, 82(3), 652-654 (1960)
Studies on the syntheses of heterocyclic compounds-DXLV: An alternative synthesis of the protoberberine ring system.
Kametani T, et al.
Tetrahedron, 30(9), 1043-1046 (1974)
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