CH646676A5 - Omega-halo-bromoalkyne compounds - Google Patents
Omega-halo-bromoalkyne compounds Download PDFInfo
- Publication number
- CH646676A5 CH646676A5 CH340781A CH340781A CH646676A5 CH 646676 A5 CH646676 A5 CH 646676A5 CH 340781 A CH340781 A CH 340781A CH 340781 A CH340781 A CH 340781A CH 646676 A5 CH646676 A5 CH 646676A5
- Authority
- CH
- Switzerland
- Prior art keywords
- halo
- compounds
- reaction
- compound
- general formula
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims abstract description 43
- ORQYPOUSZINNCB-UHFFFAOYSA-N potassium;hypobromite Chemical compound [K+].Br[O-] ORQYPOUSZINNCB-UHFFFAOYSA-N 0.000 claims abstract description 13
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract description 10
- 150000002894 organic compounds Chemical class 0.000 claims abstract description 10
- 241000238631 Hexapoda Species 0.000 claims abstract description 7
- 239000000877 Sex Attractant Substances 0.000 claims abstract description 7
- 125000005843 halogen group Chemical group 0.000 claims abstract description 7
- BDOOYDRTBWAVQH-UHFFFAOYSA-N 1,6-dibromohex-1-yne Chemical compound BrCCCCC#CBr BDOOYDRTBWAVQH-UHFFFAOYSA-N 0.000 claims abstract description 5
- SPNMFERZTLVHJE-UHFFFAOYSA-N 1,8-dibromooct-1-yne Chemical compound BrCCCCCCC#CBr SPNMFERZTLVHJE-UHFFFAOYSA-N 0.000 claims abstract description 4
- CTDDPDJWSSAMQF-UHFFFAOYSA-N BrC#CCCCCCBr Chemical compound BrC#CCCCCCBr CTDDPDJWSSAMQF-UHFFFAOYSA-N 0.000 claims abstract description 4
- 238000006243 chemical reaction Methods 0.000 claims description 20
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 18
- 125000006416 CBr Chemical group BrC* 0.000 claims description 8
- 239000007864 aqueous solution Substances 0.000 claims description 8
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 7
- 229910052794 bromium Inorganic materials 0.000 claims description 7
- 238000004949 mass spectrometry Methods 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 239000011541 reaction mixture Substances 0.000 claims description 6
- 238000003756 stirring Methods 0.000 claims description 6
- WDNFOERVYIUQPG-UHFFFAOYSA-N 6-bromohex-1-yne Chemical compound BrCCCCC#C WDNFOERVYIUQPG-UHFFFAOYSA-N 0.000 claims description 4
- 241000255777 Lepidoptera Species 0.000 claims description 4
- 238000004821 distillation Methods 0.000 claims description 4
- 238000004817 gas chromatography Methods 0.000 claims description 4
- 239000012074 organic phase Substances 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- 238000005481 NMR spectroscopy Methods 0.000 claims description 3
- XXPBOEBNDHAAQH-UHFFFAOYSA-N (Z)-12-Tetradecenyl acetate Natural products CCCCC=CCCCCCCCCOC(C)=O XXPBOEBNDHAAQH-UHFFFAOYSA-N 0.000 claims description 2
- SUCYDSJQVVGOIW-WAYWQWQTSA-N 8Z-Dodecenyl acetate Chemical compound CCC\C=C/CCCCCCCOC(C)=O SUCYDSJQVVGOIW-WAYWQWQTSA-N 0.000 claims description 2
- XXPBOEBNDHAAQH-SREVYHEPSA-N 9Z-Tetradecenyl acetate Chemical compound CCCC\C=C/CCCCCCCCOC(C)=O XXPBOEBNDHAAQH-SREVYHEPSA-N 0.000 claims description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 2
- 241001350371 Capua Species 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- 241001441330 Grapholita molesta Species 0.000 claims description 2
- 241001477931 Mythimna unipuncta Species 0.000 claims description 2
- 241000500437 Plutella xylostella Species 0.000 claims description 2
- BXJHOKLLMOYSRQ-QOXWLJPHSA-N [(7z,11z)-hexadeca-7,11-dienyl] acetate Chemical compound CCCC\C=C/CC\C=C/CCCCCCOC(C)=O BXJHOKLLMOYSRQ-QOXWLJPHSA-N 0.000 claims description 2
- 239000012736 aqueous medium Substances 0.000 claims description 2
- -1 for example Chemical class 0.000 claims description 2
- 239000010410 layer Substances 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- SFDZETWZUCDYMD-UHFFFAOYSA-N monosodium acetylide Chemical compound [Na+].[C-]#C SFDZETWZUCDYMD-UHFFFAOYSA-N 0.000 claims description 2
- 239000012044 organic layer Substances 0.000 claims description 2
- 238000005191 phase separation Methods 0.000 claims description 2
- 239000003016 pheromone Substances 0.000 claims description 2
- 238000001179 sorption measurement Methods 0.000 claims description 2
- 238000004611 spectroscopical analysis Methods 0.000 claims description 2
- 239000007858 starting material Substances 0.000 claims description 2
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
- 241000894007 species Species 0.000 description 3
- 238000000862 absorption spectrum Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 230000000155 isotopic effect Effects 0.000 description 2
- SCHBMYWHADQVBE-UHFFFAOYSA-N 7-bromohept-1-yne Chemical compound BrCCCCCC#C SCHBMYWHADQVBE-UHFFFAOYSA-N 0.000 description 1
- XUGGUUBNZPZPHM-UHFFFAOYSA-N 8-bromooct-1-yne Chemical compound BrCCCCCCC#C XUGGUUBNZPZPHM-UHFFFAOYSA-N 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C21/00—Acyclic unsaturated compounds containing halogen atoms
- C07C21/22—Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon triple bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
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 |
|---|---|---|---|
| JP6972280A JPS56166129A (en) | 1980-05-26 | 1980-05-26 | Omega-halo-1-bromoalkyne compound |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH646676A5 true CH646676A5 (en) | 1984-12-14 |
Family
ID=13411007
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH340781A CH646676A5 (en) | 1980-05-26 | 1981-05-25 | Omega-halo-bromoalkyne compounds |
Country Status (3)
| Country | Link |
|---|---|
| JP (1) | JPS56166129A (2) |
| CH (1) | CH646676A5 (2) |
| DE (1) | DE3120702A1 (2) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58128330A (ja) * | 1982-01-26 | 1983-07-30 | Shin Etsu Chem Co Ltd | ５−クロロ−１−ブロモ−１−ペンチン |
-
1980
- 1980-05-26 JP JP6972280A patent/JPS56166129A/ja active Granted
-
1981
- 1981-05-25 CH CH340781A patent/CH646676A5/de not_active IP Right Cessation
- 1981-05-25 DE DE19813120702 patent/DE3120702A1/de not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6254287B2 (2) | 1987-11-13 |
| DE3120702A1 (de) | 1982-04-01 |
| JPS56166129A (en) | 1981-12-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased |