CH410909A - Verfahren zur Halogenierung von Propadien - Google Patents
Verfahren zur Halogenierung von PropadienInfo
- Publication number
- CH410909A CH410909A CH937861A CH937861A CH410909A CH 410909 A CH410909 A CH 410909A CH 937861 A CH937861 A CH 937861A CH 937861 A CH937861 A CH 937861A CH 410909 A CH410909 A CH 410909A
- Authority
- CH
- Switzerland
- Prior art keywords
- propadiene
- bromine
- chlorine
- contact time
- mixture
- Prior art date
Links
- IYABWNGZIDDRAK-UHFFFAOYSA-N allene Chemical compound C=C=C IYABWNGZIDDRAK-UHFFFAOYSA-N 0.000 title claims description 26
- 238000000034 method Methods 0.000 title claims description 12
- 230000026030 halogenation Effects 0.000 title claims description 7
- 238000005658 halogenation reaction Methods 0.000 title claims description 7
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 16
- 238000006243 chemical reaction Methods 0.000 claims description 15
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 13
- 229910052794 bromium Inorganic materials 0.000 claims description 12
- YMFWYDYJHRGGPF-UHFFFAOYSA-N 2,3-dibromoprop-1-ene Chemical compound BrCC(Br)=C YMFWYDYJHRGGPF-UHFFFAOYSA-N 0.000 claims description 11
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 10
- 229910052801 chlorine Inorganic materials 0.000 claims description 10
- 239000000460 chlorine Substances 0.000 claims description 10
- 239000011541 reaction mixture Substances 0.000 claims description 6
- FALCMQXTWHPRIH-UHFFFAOYSA-N 2,3-dichloroprop-1-ene Chemical compound ClCC(Cl)=C FALCMQXTWHPRIH-UHFFFAOYSA-N 0.000 claims description 5
- 238000007865 diluting Methods 0.000 claims description 2
- 230000001419 dependent effect Effects 0.000 claims 4
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 18
- 239000000047 product Substances 0.000 description 14
- 230000015572 biosynthetic process Effects 0.000 description 13
- 238000002474 experimental method Methods 0.000 description 12
- 239000007789 gas Substances 0.000 description 12
- 229910052757 nitrogen Inorganic materials 0.000 description 9
- DNDPPWHDBXKSGJ-UHFFFAOYSA-N 1,1,1,2-tetrabromopropane Chemical group CC(Br)C(Br)(Br)Br DNDPPWHDBXKSGJ-UHFFFAOYSA-N 0.000 description 6
- 230000031709 bromination Effects 0.000 description 4
- 238000005893 bromination reaction Methods 0.000 description 4
- 238000005660 chlorination reaction Methods 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000000376 reactant Substances 0.000 description 4
- UDPHJTAYHSSOQB-UHFFFAOYSA-N 1,2,2,3-tetrachloropropane Chemical compound ClCC(Cl)(Cl)CCl UDPHJTAYHSSOQB-UHFFFAOYSA-N 0.000 description 3
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 3
- 239000003085 diluting agent Substances 0.000 description 3
- HIILBTHBHCLUER-IWQZZHSRSA-N (z)-1,2,3-trichloroprop-1-ene Chemical compound ClC\C(Cl)=C\Cl HIILBTHBHCLUER-IWQZZHSRSA-N 0.000 description 2
- SNLFZAHVOKOBOP-UHFFFAOYSA-N 1,2,2,3-tetrabromopropane Chemical compound BrCC(Br)(Br)CBr SNLFZAHVOKOBOP-UHFFFAOYSA-N 0.000 description 2
- MUDYCSPLOKOTRJ-UHFFFAOYSA-N 1-chloropropa-1,2-diene Chemical compound ClC=C=C MUDYCSPLOKOTRJ-UHFFFAOYSA-N 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 238000004508 fractional distillation Methods 0.000 description 2
- LJZPPWWHKPGCHS-UHFFFAOYSA-N propargyl chloride Chemical compound ClCC#C LJZPPWWHKPGCHS-UHFFFAOYSA-N 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- HUAUNKAZQWMVFY-UHFFFAOYSA-M sodium;oxocalcium;hydroxide Chemical compound [OH-].[Na+].[Ca]=O HUAUNKAZQWMVFY-UHFFFAOYSA-M 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- FEKGWIHDBVDVSM-UHFFFAOYSA-N 1,1,1,2-tetrachloropropane Chemical compound CC(Cl)C(Cl)(Cl)Cl FEKGWIHDBVDVSM-UHFFFAOYSA-N 0.000 description 1
- HTEJLXYOJZOXKM-UHFFFAOYSA-N 1,1-dibromoprop-1-ene Chemical compound CC=C(Br)Br HTEJLXYOJZOXKM-UHFFFAOYSA-N 0.000 description 1
- UUIORUQWCRSGJS-UHFFFAOYSA-N 1-bromopropa-1,2-diene Chemical compound BrC=C=C UUIORUQWCRSGJS-UHFFFAOYSA-N 0.000 description 1
- PHMRPWPDDRGGGF-UHFFFAOYSA-N 2-bromoprop-1-ene Chemical compound CC(Br)=C PHMRPWPDDRGGGF-UHFFFAOYSA-N 0.000 description 1
- -1 For example Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 241000201375 Radopholus similis Species 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 239000003701 inert diluent Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- YORCIIVHUBAYBQ-UHFFFAOYSA-N propargyl bromide Chemical compound BrCC#C YORCIIVHUBAYBQ-UHFFFAOYSA-N 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 239000004071 soot Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/013—Preparation of halogenated hydrocarbons by addition of halogens
- C07C17/02—Preparation of halogenated hydrocarbons by addition of halogens to unsaturated hydrocarbons
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2915360A GB908219A (en) | 1960-08-23 | 1960-08-23 | Process for the halogenation of allene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH410909A true CH410909A (de) | 1966-04-15 |
Family
ID=10286983
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH937861A CH410909A (de) | 1960-08-23 | 1961-08-09 | Verfahren zur Halogenierung von Propadien |
Country Status (5)
| Country | Link |
|---|---|
| CH (1) | CH410909A (en:Method) |
| DE (1) | DE1142357B (en:Method) |
| FR (1) | FR1297010A (en:Method) |
| GB (1) | GB908219A (en:Method) |
| NL (2) | NL267699A (en:Method) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2768725B1 (fr) * | 1997-09-24 | 1999-11-12 | Solvay | Procede de preparation du 2-chloroprop-1-ene |
-
0
- NL NL121942D patent/NL121942C/xx active
- NL NL267699D patent/NL267699A/xx unknown
-
1960
- 1960-08-23 GB GB2915360A patent/GB908219A/en not_active Expired
-
1961
- 1961-08-08 FR FR870290A patent/FR1297010A/fr not_active Expired
- 1961-08-09 CH CH937861A patent/CH410909A/de unknown
- 1961-08-16 DE DEN20447A patent/DE1142357B/de active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| NL121942C (en:Method) | |
| FR1297010A (fr) | 1962-06-22 |
| NL267699A (en:Method) | |
| DE1142357B (de) | 1963-01-17 |
| GB908219A (en) | 1962-10-17 |
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