CYCLOHEXYLZINC BROMIDE
Product Information
Molecular Formula
C6H11BrZn
Molecular Weight
228.45
Description
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.
Synonyms
CYCLOHEXYLZINC BROMIDE; CYCLOHEXYLZINC BROMIDE, 0.5M SOLUTION IN TETRAHYDROFURAN; cyclohexylzinc bromide solution
IUPAC Name
bromozinc(1+)cyclohexane
SMILES
C1CC[CH-]CC1.[Zn+]Br
InChI
InChI=1S/C6H11.BrH.Zn/c1-2-4-6-5-3-1/h1H,2-6H21H/q-1+2/p-1
InChI Key
PVURAUIMVICLOH-UHFFFAOYSA-M
Flash Point
3.0 °F - closed cup - Not applicable
Density
0.963 g/mL at 25 °C
Storage
2-8°C
Safety Information
Hazards
H225 - H250 - H302 - H314 - H335 - H351
Precautionary Statement
P210 - P231 - P280 - P305 + P351 + P338 - P370 + P378 - P422
Computed Properties
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
0
Exact Mass
225.93355 g/mol
Monoisotopic Mass
225.93355 g/mol
Topological Polar Surface Area
0Ų
Heavy Atom Count
8
Formal Charge
0
Complexity
35.5
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
2
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| WO-2020206109-A1 | Remodilins for airway remodeling and organ fibrosis | 2019-04-02 |
| WO-2020206118-A1 | Remodilins to prevent or treat cancer metastasis, glaucoma, and hypoxia | 2019-04-02 |
| EP-3946301-A1 | Remodilins for airway remodeling and organ fibrosis | 2019-04-02 |
| US-2022040207-A1 | Remodilins to prevent or treat cancer metastasis, glaucoma, and hypoxia | 2019-04-02 |
| CN-110903324-A | Organic electroluminescent material and device | 2018-09-14 |
| US-2020087334-A1 | Organic electroluminescent materials and devices | 2018-09-14 |
| CN-110857312-A | Organic electroluminescent material and device | 2018-08-22 |
| EP-3613751-A1 | Organic electroluminescent materials and devices | 2018-08-22 |
| KR-20200068559-A | Organic electroluminescent materials and devices | 2018-08-22 |
| US-2020075870-A1 | Organic electroluminescent materials and devices | 2018-08-22 |
