498033

Cyclohexylzinc bromide solution

0.5 M in THF

• Synonym(s): Cyclohexylzinc(II)bromide
• Linear Formula: C₆H₁₁ZnBr
• CAS Number: 7565-57-3
• Molecular Weight: 228.45
• MDL number: MFCD00671993
• UNSPSC Code: 12352103
• PubChem Substance ID: 24873165
• NACRES: NA.22

Properties

• Quality Level: 100
• 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

Description

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.

Legal Information

Product of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.

Safety Information

• Pictograms: GHS02,GHS08,GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H225,H302,H314,H335,H336,H351
• Precautionary Statements: P210 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• 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: EUH014,EUH019
• 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