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Merck
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文件

469068

Sigma-Aldrich

1-溴苯并环丁烯

95%

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About This Item

經驗公式（希爾表示法）:
C8H7Br
CAS號碼:
21120-91-2
分子量：:
183.05
MDL號碼:
MFCD17976891
分類程式碼代碼:
12352100
PubChem物質ID:
24870555
NACRES:
NA.22

化驗

95%

折射率

n20/D 1.59 (lit.)

bp

90 °C/10.5 mmHg (lit.)

密度

1.45 g/mL at 25 °C (lit.)

SMILES 字串

BrC1Cc2ccccc12

InChI

1S/C8H7Br/c9-8-5-6-3-1-2-4-7(6)8/h1-4,8H,5H2

InChI 密鑰

AYNXHFRDABNHRX-UHFFFAOYSA-N

相關類別

一般說明

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.

應用

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

儲存類別代碼

10 - Combustible liquids

水污染物質分類（WGK）

WGK 3

閃點（°F）

204.8 °F - closed cup

閃點（°C）

96.00 °C - closed cup

個人防護裝備

Eyeshields, Gloves

分析證明 (COA)

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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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