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US4535194A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for producing 1,1,2,3-tetrachloropropene

Assignee: Monsanto Co
•
Filing: 1983-07-06
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Granted: 1985-08-13
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Expires: 2003-07-06
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Abstract

Abstract A process is disclosed for preparing 1,1,2,3-tetrachloropropene comprising allylic rearrangement of 2,3,3,3-tetrachloropropene using a substantially anhydrous ferric chloride catalyst. Alternatively, 1,1,2,3-tetrachloropropene is prepared by dehydrochlorination of 1,1,1,2,3-pentachloropropane using a ferric chloride catalyst. Process schemes commencing with the preparation of the precursor 1,1,1,3-tetrachloropropane by reaction of ethylene with carbon tetrachloride are also disclosed.

Inventors

  • 👤 Scott S. Woodard

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 10:06
CPC Classifications
C; C07; C07C; C07C17/00; C07C17/26; C07C17/272; C07C17/275; C07C17/013; C07C17/04; C07C17/25; C07C17/35; C07C17/358; C07C17/38; C07C17/383; C07C17/386; C07C21/00; C07C21/02; C07C21/04

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 110 words
A process for producing 1,1,2,3-tetrachloropropene comprising the steps of: preparing 1,1,1,3-tetrachloropropane by reacting ethylene with carbon tetrachloride in the presence of both a source of metallic iron that is effective as an activator for the reaction, and a promoter for the reaction, said promoter being selected from phosphorus (V) compounds containing a phosphoryl group; dehydorchlorinating said 1,1,1,3-tetrachloropropane to produce a mixture of 1,1,3- and 3,3,3-trichloropropenes; chlorinating at least one of the trichloropropenes obtained by said dehydrochlorination of 1,1,1,3-tetrachloropropane to produce 1,1,1,2,3-pentachloropropane; dehydrochlorinating the 1,1,1,2,3-pentachloropropane to produce a mixture of 1,1,2,3- and 2,3,3,3-tetrachloropropenes; and contacting the mixture of tetrachloropropenes with a rearrangement catalyst, thereby converting the 2,3,3,3-tetrachloropropene content thereof to 1,1,2,3-tetrachloropropene.
Claim 2
Dependent Claim 110 words
A process for producing 1,1,2,3-tetrachloropropene comprising the steps of: preparing 1,1,1,3-tetrachloropropane by reacting ethylene with carbon tetrachloride in the presence of both a source of metallic iron that is effective as an activator for the reaction, and a promoter for the reaction, said promoter being selected from phosphorus (V) compounds containing a phosphoryl group; dehydorchlorinating said 1,1,1,3-tetrachloropropane to produce a mixture of 1,1,3- and 3,3,3-trichloropropenes; chlorinating at least one of the trichloropropenes obtained by said dehydrochlorination of 1,1,1,3-tetrachloropropane to produce 1,1,1,2,3-pentachloropropane; dehydrochlorinating the 1,1,1,2,3-pentachloropropane to produce a mixture of 1,1,2,3- and 2,3,3,3-tetrachloropropenes; and contacting the mixture of tetrachloropropenes with a rearrangement catalyst, thereby converting the 2,3,3,3-tetrachloropropene content thereof to 1,1,2,3-tetrachloropropene.
Claim 3
Dependent Claim 25 words
A process as set forth in claim 1 wherein said phosphorus (V) compound is selected from the group consisting of alkyl phosphates and alkyl phosphonates.
Claim 4
Dependent Claim 52 words
A process as set forth in claim 1 wherein the reaction between ethylene and carbon tetrachloride is carried out in a reaction system comprising a liquid phase in contact with said source of metallic iron, said liquid phase comprising carbon tetrachloride and said promoter, said promoter being compatible with said carbon tetrachloride.
Claim 5
Dependent Claim 22 words
A process as set forth in claim 3 wherein said liquid phase contains ferric chloride prior to the initiation of said reaction.
Claim 6
Dependent Claim 24 words
A process as set forth in claim 4 wherein said phosphorus (V) compound is initially present in molar excess with respect to ferric chloride.
Claim 7
Dependent Claim 15 words
A process as set forth in claim 1 wherein said rearrangement catalyst comprises ferric chloride.

References Cited (Backward Citations)

DE36503C Cited
US2420975A Cited
US2593451A Cited
US2561516A Cited
US2658930A Cited
CH340812A Cited
US3639493A Cited
US3926758A Cited
JPS4966613A Cited
SU899523A1 Cited
DE3007634A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-08-12 1989-02-11 1989-08-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-08-12 1993-02-11 1993-08-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-08-12 1997-02-11 1997-08-13 $7700.00 Window Closed / Lapsed

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