2-Cyanobenzylzinc bromide solution
Product Information
Molecular Formula
NCC6H4CH2ZnBr
Molecular Weight
261.43
Description
2-Cyanobenzylzinc bromide can be used as a reactant: • In the metal-catalyzed Negishi cross-coupling reactions to prepare aryl or heteroaryl derivatives via carbon-carbon bond formation.• To synthesize 4-(2-Cyanobenzyl)-3'-(trifluoromethyl)biphenyl by reacting with aryl nonaflate in the presence of Pd(dba)2 as a catalyst.• To prepare 2-[(2-cyanophenyl)methyl] benzamide by treating with 2-iodobenzamide using a nickel catalyst.
Synonyms
Zinc, bromo[(2-cyanophenyl)methyl]-; 2-Cyanobenzylzinc bromide 0.5 M in Tetrahydrofuran; bromozinc(1+); 2-methanidylbenzonitrile; 2-Cyanobenzylzinc bromide, 0.5M in tetrahydrofuran
IUPAC Name
bromozinc(1+)2-methanidylbenzonitrile
SMILES
[CH2-]C1=CC=CC=C1C#N.[Zn+]Br
InChI
InChI=1S/C8H6N.BrH.Zn/c1-7-4-2-3-5-8(7)6-9/h2-5H,1H21H/q-1+2/p-1
InChI Key
FRRLGGRYFJXNSD-UHFFFAOYSA-M
Flash Point
1.4 °F - closed cup
Density
0.993 g/mL at 25 °C
Storage
2-8°C
Safety Information
Hazards
H225 - H261 - H302 - H319 - H335 - H336 - H351
Precautionary Statement
P201 - P210 - P231 + P232 - P301 + P312 - P305 + P351 + P338 - P308 + P313
Computed Properties
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
0
Exact Mass
258.89750 g/mol
Monoisotopic Mass
258.89750 g/mol
Topological Polar Surface Area
23.8Ų
Heavy Atom Count
11
Formal Charge
0
Complexity
140
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
