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Trifluoroacetic acid → Guanidinium trifluoroacetate

HRID 905500
Notes
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Reaction equation

HRID 905500 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].C(=O)(O)O.[NH2:12][C:13]([NH2:15])=[NH:14]>O>[O-:5][C:3]([C:2]([F:7])([F:6])[F:1])=[O:4].[NH2:14][C:13]([NH2:15])=[NH2+:12]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 286947Carbonic acid-guanidine (1:1)

Product 1

HCID 129729295Guanidinium trifluoroacetate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

Trifluoroacetic acid (50.0 ml, 74.0 g, 649 mmol) was added to 500 ml of distilled water in a 4-liter beaker with stirring. Guanidine carbonate (58.5 g, 324.5 mmol) was added at room temperature in portions with stirring as to avoid bubbling over the sides of the beaker due to the evolution of carbon dioxide. The reaction was stirred at room temperature for 2 hours. The water was removed in vacuo with heating to approximately 90° C. for 4 hours. The product was recovered as a white crystalline solid.

Workup

  1. stirringwith stirring as
  2. customto avoid bubbling over the sides of the beaker due to the evolution of carbon dioxide
  3. stirringThe reaction was stirred at room temperature for 2 hours
  4. customThe water was removed in vacuo
  5. customThe product was recovered as a white crystalline solid

Sources & evidence

ORD record
ord-c7156b57d90c4b4eb7ca744e436741aa
Source dataset
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08012277B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes