Phosphorus oxide (P4O10) → 2,2,3,3-Tetrafluoro-3-iodopropanenitrile

HRID 1276572Notes

Reaction equation

HRID 1276572 reaction equation
[I:1][C:2]([C:5]([C:8]([NH2:10])=O)([F:7])[F:6])([F:4])[F:3].O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>>[I:1][C:2]([F:4])([F:3])[C:5]([F:7])([F:6])[C:8]#[N:10]

Participants

3

Reactant 2

HCID 14812Phosphorus oxide (P4O10)HCID 10945538HCID 10945538, compound

Product 1

HCID 108904222,2,3,3-Tetrafluoro-3-iodopropanenitrile

Conditions

Temperature
140 °C

Procedure

A mixture of 150 g of fine powder of ICF2CF2CONH2 and 235 g of P2O5 was heated at 130 to 150° C., during which time volatiles were distilled out. Final volatiles were collected in a -78° C. trap at 26.6 kPa. A total of 125.3 g of crude product was obtained, 95% pure by GC. Redistillation gave pure product, bp 60-61° C. 19F NMR: -63.3 (t, J=10.4 Hz, 2F), -100.5 (t, J=10.4 Hz, 2F). IR(neat): 2264 (w), 1235 (s), 1196 (s), 1172 (s), 1146 (s), 1089 (s), 1065 (s), 893 (s).

Workup

  1. distillationwere distilled out
  2. customFinal volatiles were collected in a -78° C. trap at 26.6 kPa

Sources & evidence

ORD record
ord-52882892903a46359ff83c3cf181eac6
Source dataset
uspto-grants-2000_12
Patent number
US06166157

Reaction notes

Loading…