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Merck
CN

471984

9-氧杂二环[6.1.0]壬-4-烯

95%

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经验公式(希尔记法):
C8H12O
化学文摘社编号:
分子量:
124.18
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
211-308-1
MDL number:
Assay:
95%
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InChI key

YWFPXWMSGJXUFS-UPHRSURJSA-N

InChI

1S/C8H12O/c1-2-4-6-8-7(9-8)5-3-1/h1-2,7-8H,3-6H2/b2-1-

SMILES string

C1CC2OC2CCC=C1

assay

95%

refractive index

n20/D 1.495 (lit.)

bp

195 °C (lit.)

density

1.013 g/mL at 25 °C (lit.)

functional group

ether

Quality Level

General description

9-Oxabicyclo[6.1.0]non-4-ene is an epoxide. It undergoes halofluorination reactions with N-halosuccinimides and triethylamine tris-hydrofluoride or Olah′s reagent.

Application

9-Oxabicyclo[6.1.0]non-4-ene may be used in the following studies:
  • novel bicyclo[4.2.1] and bicyclo[3.3.1] ethers
  • trans, trans-2,6-dibromo-9-oxabicyclo[3.3.1]nonane and trans, trans-2,5-dibromo-9-oxabicyclo[4.2.1]nonane
  • (Z)-2-(cyclooct-4-enyloxy)acetic acid.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

10 - Combustible liquids

wgk

WGK 3

flash_point_f

158.0 °F - closed cup

flash_point_c

70 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

法规信息

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分析证书(COA)

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Karl J Bonney et al.
The Journal of organic chemistry, 76(1), 97-104 (2010-12-01)
9-Oxabicyclo[6.1.0]non-4-ene (1) undergoes intramolecular bromonium ion-assisted epoxide ring-opening using N-bromosuccinimide via a presumed oxonium ion that is subject to stereospecific, nonregioselective capture with added external nucleophiles producing novel bicyclo[4.2.1] and bicyclo[3.3.1] ethers. Carboxylic acids (as catalyzed by tetramethylguanidine), alcohols, water
High-yielding, two-step 18F labeling strategy for 18F-PARP1 inhibitors.
Edmund J Keliher et al.
ChemMedChem, 6(3), 424-427 (2011-03-02)
Transannular oxygen participation in halofluorination reactions of 9-oxabicyclo [6.1. 0] non-4-ene [1].
Haufe G, et al.
Journal of Fluorine Chemistry, 46(1), 83-95 (1990)
Stereoselective synthesis of cyclic ethers via bromine assistedepoxide ring expansion.
Davies SG, et al.
Tetrahedron Letters, 26(11), 1461-1464 (1985)

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