4-Cyanophenylacetonitrile

Synthesis of double radiolabeled C3-conjugate [General procedure: 0.3 mmol CuI and 0.3 mL toluene were added into a dried 40 mL tube under a dry nitrogen atmosphere. After the mixture was stirred at room temperature for about 1 min, 0.5 mmol KGeneral procedure: To the stirred suspension of dinitrile 1 (0.300 g, 2.34 mmol) in liquid NH3 (30-40 mL) in the atmosphere of evaporating NH3, at temperature –(33-50)°C sodium metal (2.15-2.20 eq) was added by portions. The obtained black-brown suspension of the disodium salt of dianion [1]2– was stirred foradditional 5 min. Then ω-X-alkyl bromide 5a-d (1.3 eq in respectto dinitrile 1) was added dropwise and the stirring was continued for1-1.5 h at –33°C in the atmosphere of evaporating NH3. Then thereaction mixture was allowed to contact with air, Et2O (20-30mL) was added and the stirring was continued until complete evaporation of NH3. Water (30 ml) was added to the residue and the organic products were extracted with Et2O (3×25 mL). The combined ether extract was washed till neutral with water, then with saturated solution of NaCl, dried over MgSO4, and the solvent was evaporated. The compositions of mixtures and yields of products were determined according to 1 NMR (dimethyl terephthalate asstandard) and GLC/MS. Individual compounds were separated by preparative thin layer chromatography (L) using fixed layer of absorbent (silica gel 60 PF254 with addition of gypsum, Merck), the eluent was hexane-Et2O. The result of separation was controlled visually by exposure of dried plate to UV light. The fractions of products were washed from the adsorbent by Et2O.

Molecular Weight:142.16
XLogP3:1.6
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:142.053098200
Monoisotopic Mass:142.053098200
Topological Polar Surface Area:47.6
Heavy Atom Count:11
Complexity:206
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes