498033
Cyclohexylzinc bromide solution
0.5 M in THF
Synonym(s):
Cyclohexylzinc(II)bromide
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About This Item
Linear Formula:
C6H11ZnBr
CAS Number:
Molecular Weight:
228.45
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
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concentration
0.5 M in THF
density
0.963 g/mL at 25 °C
storage temp.
2-8°C
SMILES string
Br[Zn]C1CCCCC1
InChI
1S/C6H11.BrH.Zn/c1-2-4-6-5-3-1;;/h1H,2-6H2;1H;/q;;+1/p-1
InChI key
XHGMTEIVIUFIPO-UHFFFAOYSA-M
Application
Cyclohexylzinc bromide is an organozinc reagent, generally used in Negishi coupling. Examples include the cross-coupling of alkylzinc halides with aryl/heteroaryl halides using Pd-PEPPSI-IPent and nickel-catalyzed synthesis of 4-substituted coumarins.
It can react with the SO2 surrogate, 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABSO) to afford zinc sulfinate salts which can be alkylated to synthesize various useful sulfones.
It can react with the SO2 surrogate, 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABSO) to afford zinc sulfinate salts which can be alkylated to synthesize various useful sulfones.
Legal Information
Product of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3
Target Organs
Central nervous system, Respiratory system
Supplementary Hazards
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
3.0 °F - closed cup
Flash Point(C)
-16.1 °C - closed cup
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Customers Also Viewed
Negishi cross-coupling of secondary alkylzinc halides with aryl/heteroaryl halides using Pd-PEPPSI-IPent.
Calimsiz S and Organ M G
Chemical Communications (Cambridge, England), 47(18), 5181-5183 (2011)
Nickel-Catalyzed Cross-Couplings of 4-Diethylphosphonooxycoumarins with Organozinc Reagents: An Efficient New Methodology for the Synthesis of 4-Substituted Coumarins.
Wu J and Yang Z
The Journal of Organic Chemistry, 66(23), 7875-7878 (2001)
Synthesis of sulfones from organozinc reagents, DABSO, and alkyl halides.
Rocke B N, et al.
Organic Letters, 16(1), 154-157 (2013)
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