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Acrylonitrile → Acrylamide

HRID 66924
Notes
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Reaction equation

HRID 66924 reaction equation
[C:1](#[N:4])[CH:2]=[CH2:3].C([O-])(=[O:8])C=C.[Na+]>>[C:1]([NH2:4])(=[O:8])[CH:2]=[CH2:3].[C:1](#[N:4])[CH:2]=[CH2:3]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 7855Acrylonitrile3×HCID 4068533Sodium acrylate

Product 2

HCID 6579AcrylamideHCID 7855Acrylonitrile

Procedure

Three jacketed glass columns, each column being charged with 40 parts of the above-prepared fixed cells, were connected in series. A mixed solution of 4 parts of acrylonitrile and 96 parts of a 0.1% aqueous solution of sodium acrylate (neutralized with Na2CO3 to pH 8.0) was introduced into the first column (hereinafter referred to as "Column No. 1") from the top thereof, and passed therethrough at a temperature of 5° C. and SV (Space Velocity)=0.8 hr-1. 96 parts of the reaction solution flowing out of Column No. 1 was mixed with 4 parts of acrylonitrile, introduced into the second column (hereinafter referred to as "Column No. 2") from the top thereof, and passed therethrough at SV=0.8 hr-1. The effluent from the bottom of Column No. 2 in the amount of 96.5 parts was mixed with 3.5 parts of acrylonitrile, introduced into the third column (hereinafter referred to as "Column No. 3") from the top thereof, and passed therethrough at a temperature of 5° C. and SV=0.8 hr-1. The reaction in each column proceeds smoothly without causing the trouble resulting from the swelling of the fixed cells. As an effluent from the bottom of Column No. 3, a 15.4% aqueous solution of acrylamide containing no acrylonitrile was obtained. This aqueous solution was vacuum-concentrated at 45° C. by use of a flash evaporator while bubbling air therethrough, to thereby obtain a concentrated solution having an acrylamide concentration of 28%.

Workup

  1. additionThree jacketed glass columns, each column being charged with 40 parts of the above-prepared fixed cells
  2. customat a temperature of 5° C. and SV (Space Velocity)=0.8 hr
  3. additionintroduced into the second column (
  4. customat SV=0.8 hr
  5. additionintroduced into the third column (
  6. customat a temperature of 5° C. and SV=0.8 hr
  7. customThe reaction in each column
  8. customresulting from the

Sources & evidence

ORD record
ord-3a0ecc977b1945469be43441b6619358
Source dataset
uspto-grants-1982_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04343900

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes