DE1126863B - Verfahren zur Herstellung organischer Chlorschwefelpentafluorverbindungen - Google Patents
Verfahren zur Herstellung organischer ChlorschwefelpentafluorverbindungenInfo
- Publication number
- DE1126863B DE1126863B DEJ18685A DEJ0018685A DE1126863B DE 1126863 B DE1126863 B DE 1126863B DE J18685 A DEJ18685 A DE J18685A DE J0018685 A DEJ0018685 A DE J0018685A DE 1126863 B DE1126863 B DE 1126863B
- Authority
- DE
- Germany
- Prior art keywords
- pentafluoride
- parts
- compounds
- pressure
- chlorosulfur
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 150000001875 compounds Chemical class 0.000 title claims description 16
- 238000000034 method Methods 0.000 title claims description 6
- 238000002360 preparation method Methods 0.000 title claims description 3
- NGDNCZPCIZNCQS-UHFFFAOYSA-N ctk3j8699 Chemical compound Cl=S NGDNCZPCIZNCQS-UHFFFAOYSA-N 0.000 title claims 2
- GSYNTTDHMKSMFY-UHFFFAOYSA-N chloro(pentafluoro)-$l^{6}-sulfane Chemical compound FS(F)(F)(F)(F)Cl GSYNTTDHMKSMFY-UHFFFAOYSA-N 0.000 claims description 16
- 150000001336 alkenes Chemical class 0.000 claims description 8
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 5
- 150000001491 aromatic compounds Chemical class 0.000 claims description 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 239000008246 gaseous mixture Substances 0.000 claims 1
- 230000005855 radiation Effects 0.000 claims 1
- 239000000460 chlorine Substances 0.000 description 13
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 12
- 238000006243 chemical reaction Methods 0.000 description 9
- 229910052717 sulfur Inorganic materials 0.000 description 9
- 229910052801 chlorine Inorganic materials 0.000 description 8
- 239000000047 product Substances 0.000 description 7
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 6
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical class CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 6
- 238000009835 boiling Methods 0.000 description 6
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 6
- 229910052731 fluorine Inorganic materials 0.000 description 6
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 6
- 235000017557 sodium bicarbonate Nutrition 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 229910052739 hydrogen Inorganic materials 0.000 description 5
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 4
- 239000005977 Ethylene Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- -1 propylene 2-chloropropylsulfur pentafluoride Chemical compound 0.000 description 4
- OUNCBGSVCDFKHS-UHFFFAOYSA-N 2-chloroethyl(pentafluoro)-$l^{6}-sulfane Chemical compound FS(F)(F)(F)(F)CCCl OUNCBGSVCDFKHS-UHFFFAOYSA-N 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 3
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 3
- 229910052753 mercury Inorganic materials 0.000 description 3
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 3
- 235000013616 tea Nutrition 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- ZOCTZOXOXMBLRW-UHFFFAOYSA-N 2,2-dichloroethyl(pentafluoro)-lambda6-sulfane Chemical compound ClC(CS(F)(F)(F)(F)F)Cl ZOCTZOXOXMBLRW-UHFFFAOYSA-N 0.000 description 2
- FJPXAOKQZOECPV-UHFFFAOYSA-N 2-chlorobut-3-enyl(pentafluoro)-lambda6-sulfane Chemical compound ClC(CS(F)(F)(F)(F)F)C=C FJPXAOKQZOECPV-UHFFFAOYSA-N 0.000 description 2
- DXYKHIOOSVCFJJ-UHFFFAOYSA-N 2-chloropropyl(pentafluoro)-$l^{6}-sulfane Chemical compound CC(Cl)CS(F)(F)(F)(F)F DXYKHIOOSVCFJJ-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- HAQZDUWRNKKMQY-UHFFFAOYSA-N ac1lapjb Chemical group F[S](F)(F)(F)F HAQZDUWRNKKMQY-UHFFFAOYSA-N 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 238000001256 steam distillation Methods 0.000 description 2
- VMKUUZHWROEXJY-UHFFFAOYSA-N (2-chlorocyclohexyl)-pentafluoro-$l^{6}-sulfane Chemical compound FS(F)(F)(F)(F)C1CCCCC1Cl VMKUUZHWROEXJY-UHFFFAOYSA-N 0.000 description 1
- LKDWQHQNDDNHSC-UHFFFAOYSA-N 5-phenyl-1,2,4-dithiazol-3-one Chemical group S1SC(=O)N=C1C1=CC=CC=C1 LKDWQHQNDDNHSC-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- OIAOZVHDZBAWMW-UHFFFAOYSA-N ClC(CCl)S(F)(F)(F)(F)F Chemical compound ClC(CCl)S(F)(F)(F)(F)F OIAOZVHDZBAWMW-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 101100383789 Petunia hybrida CHSF gene Proteins 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 150000001925 cycloalkenes Chemical class 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- BPFZRKQDXVZTFD-UHFFFAOYSA-N disulfur decafluoride Chemical compound FS(F)(F)(F)(F)S(F)(F)(F)(F)F BPFZRKQDXVZTFD-UHFFFAOYSA-N 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- KYXBJPLAQNYNAJ-UHFFFAOYSA-N ethenyl(pentafluoro)-$l^{6}-sulfane Chemical compound FS(F)(F)(F)(F)C=C KYXBJPLAQNYNAJ-UHFFFAOYSA-N 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000007792 gaseous phase Substances 0.000 description 1
- GQGKWSAYNSDSDR-UHFFFAOYSA-N hexachloro-lambda6-sulfane Chemical compound ClS(Cl)(Cl)(Cl)(Cl)Cl GQGKWSAYNSDSDR-UHFFFAOYSA-N 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- NINIDFKCEFEMDL-LZFNBGRKSA-N sulfur-38 atom Chemical group [38S] NINIDFKCEFEMDL-LZFNBGRKSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C381/00—Compounds containing carbon and sulfur and having functional groups not covered by groups C07C301/00 - C07C337/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB31208/59A GB891552A (en) | 1959-09-14 | 1959-09-14 | Organic sulphur halogen compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1126863B true DE1126863B (de) | 1962-04-05 |
Family
ID=10319637
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEJ18685A Pending DE1126863B (de) | 1959-09-14 | 1960-09-09 | Verfahren zur Herstellung organischer Chlorschwefelpentafluorverbindungen |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE595053A (en, 2012) |
| DE (1) | DE1126863B (en, 2012) |
| GB (1) | GB891552A (en, 2012) |
| NL (1) | NL255510A (en, 2012) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004011422A1 (en) * | 2002-07-25 | 2004-02-05 | University Of Florida | Method for incorporation of pentafluorosulfanyl (sf5) substituents into aliphatic and aromatic compounds |
-
0
- NL NL255510D patent/NL255510A/xx unknown
- BE BE595053D patent/BE595053A/xx unknown
-
1959
- 1959-09-14 GB GB31208/59A patent/GB891552A/en not_active Expired
-
1960
- 1960-09-09 DE DEJ18685A patent/DE1126863B/de active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| GB891552A (en) | 1962-03-14 |
| BE595053A (en, 2012) | |
| NL255510A (en, 2012) |
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