Phosphorus oxide (P4O10) → HCID 20361440, compound

HRID 1679606Notes

Reaction equation

HRID 1679606 reaction equation
[F:1][C:2]([F:44])([C:6]([F:43])([F:42])[C:7]([F:41])([F:40])[C:8]([F:39])([F:38])[O:9][C:10]([F:37])([F:36])[C:11]([F:35])([F:34])[C:12]([F:33])([F:32])[C:13]([F:31])([F:30])[O:14][C:15]([F:29])([F:28])[C:16]([F:27])([F:26])[C:17]([F:25])([F:24])[C:18]([F:23])([F:22])[C:19]([NH2:21])=O)[C:3]([NH2:5])=O.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>>[F:1][C:2]([F:44])([C:6]([F:42])([F:43])[C:7]([F:40])([F:41])[C:8]([F:38])([F:39])[O:9][C:10]([F:36])([F:37])[C:11]([F:35])([F:34])[C:12]([F:32])([F:33])[C:13]([F:30])([F:31])[O:14][C:15]([F:29])([F:28])[C:16]([F:26])([F:27])[C:17]([F:25])([F:24])[C:18]([F:23])([F:22])[C:19]#[N:21])[C:3]#[N:5]

Participants

3

Reactant 2

HCID 14812Phosphorus oxide (P4O10)HCID 20361439HCID 20361439, compound

Product 1

HCID 20361440HCID 20361440, compound

Conditions

Temperature
210 °C

Procedure

The perfluoro-6,11-dioxahexadecanediamide (16.6 g, 0.023 mole) was mixed with an excess of phosphorus pentoxide, placed in a distillation flask and heated to 210° C for 2 hours. The reaction mixture was cooled, a vacuum of 105 mm was applied and heat was reapplied. The fraction boiling between 120°-125° C at 105 mm was collected (15.3 g, 96% yield). Analysis of the product confirmed the dinitrile structure. Infrared and nuclear magnetic resonance 1H and 19F were consistent with the structure. Mass spectral analysis, calculated M+ 684, found M+ 684 and elemental analysis were consistent with the proposed dinitrile structure.

Workup

  1. customplaced in a distillation flask
  2. temperatureThe reaction mixture was cooled
  3. temperatureheat
  4. customboiling between 120°-125° C at 105 mm
  5. customwas collected (15.3 g, 96% yield)

Sources & evidence

ORD record
ord-3b27c474cca645bd948bf73d9b7e4688
Source dataset
uspto-grants-1978_03
Patent number
US04081473

Reaction notes

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