DE1071703B - - Google Patents
Info
- Publication number
- DE1071703B DE1071703B DENDAT1071703D DE1071703DA DE1071703B DE 1071703 B DE1071703 B DE 1071703B DE NDAT1071703 D DENDAT1071703 D DE NDAT1071703D DE 1071703D A DE1071703D A DE 1071703DA DE 1071703 B DE1071703 B DE 1071703B
- Authority
- DE
- Germany
- Prior art keywords
- boron
- tetrahydrofuran
- alkyl
- distilled
- aryl
- 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
- 229910052796 boron Inorganic materials 0.000 claims description 22
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 13
- -1 propylborohydrides Chemical class 0.000 claims description 13
- 238000006243 chemical reaction Methods 0.000 claims description 9
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 4
- 239000003638 chemical reducing agent Substances 0.000 claims description 3
- 239000000446 fuel Substances 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- 229910020808 NaBF Inorganic materials 0.000 claims description 2
- 239000002360 explosive Substances 0.000 claims description 2
- 239000000543 intermediate Substances 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 239000012279 sodium borohydride Substances 0.000 claims description 2
- 229910000033 sodium borohydride Inorganic materials 0.000 claims description 2
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims 3
- 238000007654 immersion Methods 0.000 claims 2
- 239000007788 liquid Substances 0.000 claims 2
- 238000010992 reflux Methods 0.000 claims 2
- 238000003756 stirring Methods 0.000 claims 2
- 239000000725 suspension Substances 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
- FHKPLLOSJHHKNU-INIZCTEOSA-N [(3S)-3-[8-(1-ethyl-5-methylpyrazol-4-yl)-9-methylpurin-6-yl]oxypyrrolidin-1-yl]-(oxan-4-yl)methanone Chemical compound C(C)N1N=CC(=C1C)C=1N(C2=NC=NC(=C2N=1)O[C@@H]1CN(CC1)C(=O)C1CCOCC1)C FHKPLLOSJHHKNU-INIZCTEOSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 1
- 230000029087 digestion Effects 0.000 claims 1
- 238000004821 distillation Methods 0.000 claims 1
- 239000000706 filtrate Substances 0.000 claims 1
- 230000007062 hydrolysis Effects 0.000 claims 1
- 238000006460 hydrolysis reaction Methods 0.000 claims 1
- CHNLPLHJUPMEOI-UHFFFAOYSA-N oxolane;trifluoroborane Chemical compound FB(F)F.C1CCOC1 CHNLPLHJUPMEOI-UHFFFAOYSA-N 0.000 claims 1
- 239000000047 product Substances 0.000 claims 1
- 230000001681 protective effect Effects 0.000 claims 1
- NVIFVTYDZMXWGX-UHFFFAOYSA-N sodium metaborate Chemical compound [Na+].[O-]B=O NVIFVTYDZMXWGX-UHFFFAOYSA-N 0.000 claims 1
- PFUVRDFDKPNGAV-UHFFFAOYSA-N sodium peroxide Chemical compound [Na+].[Na+].[O-][O-] PFUVRDFDKPNGAV-UHFFFAOYSA-N 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- 230000008022 sublimation Effects 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 231100000331 toxic Toxicity 0.000 claims 1
- 230000002588 toxic effect Effects 0.000 claims 1
- MXSVLWZRHLXFKH-UHFFFAOYSA-N triphenylborane Chemical compound C1=CC=CC=C1B(C=1C=CC=CC=1)C1=CC=CC=C1 MXSVLWZRHLXFKH-UHFFFAOYSA-N 0.000 claims 1
- 238000005292 vacuum distillation Methods 0.000 claims 1
- 238000002061 vacuum sublimation Methods 0.000 claims 1
- ZUHZGEOKBKGPSW-UHFFFAOYSA-N tetraglyme Chemical compound COCCOCCOCCOCCOC ZUHZGEOKBKGPSW-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 3
- UORVGPXVDQYIDP-UHFFFAOYSA-N borane Chemical class B UORVGPXVDQYIDP-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 150000002170 ethers Chemical class 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- AVAYCNNAMOJZHO-UHFFFAOYSA-N [Na+].[Na+].[O-]B[O-] Chemical compound [Na+].[Na+].[O-]B[O-] AVAYCNNAMOJZHO-UHFFFAOYSA-N 0.000 description 2
- 229910000085 borane Inorganic materials 0.000 description 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 229910015900 BF3 Inorganic materials 0.000 description 1
- 150000001347 alkyl bromides Chemical class 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 150000005840 aryl radicals Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- INLLPKCGLOXCIV-UHFFFAOYSA-N bromoethene Chemical compound BrC=C INLLPKCGLOXCIV-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000007323 disproportionation reaction Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 239000002816 fuel additive Substances 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/027—Organoboranes and organoborohydrides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1071703B true DE1071703B (fr) | 1959-12-24 |
Family
ID=596333
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT1071703D Pending DE1071703B (fr) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE1071703B (fr) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6365779B2 (en) * | 1996-03-29 | 2002-04-02 | The Dow Chemical Company | Boratabenzene cocatalyst with metallocene catalyst |
-
0
- DE DENDAT1071703D patent/DE1071703B/de active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6365779B2 (en) * | 1996-03-29 | 2002-04-02 | The Dow Chemical Company | Boratabenzene cocatalyst with metallocene catalyst |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE1071703B (fr) | ||
| DE1158071B (de) | Verfahren zur Herstellung von ª†-Aminoisobutylgruppen enthaltenden siliciumorganischen Verbindungen | |
| DE1041498B (de) | Verfahren zur Herstellung von Alkylaluminiumdihalogeniden | |
| DE1153367B (de) | Verfahren zur Herstellung der Alkyle von Bor, Silicium, Zink und Zinn | |
| DE1097446B (de) | Verfahren zur Herstellung von Estern und Carboxylaten der Alkylborsaeuren | |
| DE1166194B (de) | Verfahren zur Herstellung von Organoalkoxyboranen | |
| DE69903642T2 (de) | Verfahren zur herstellung von derivaten des tetrakis(pentafluorophenyl)borates | |
| DE1187614B (de) | Verfahren zur Herstellung von vorzugsweise organisch substituierten Wasserstoffverbindungen der Elemente Bor und Silicium | |
| DE1138051B (de) | Verfahren zur Herstellung von Borwasserstoff-Stickstoff- oder Borwasserstoff-Phosphor-Verbindungen | |
| DE1227474B (de) | Verfahren zur Herstellung von cyclischen Dialkylborinsaeureestern | |
| DE1161542B (de) | Verfahren zur Herstellung von Borwasserstoffen | |
| DE1255095B (de) | Verfahren zur Herstellung von Dialkoxyboranen durch Umsetzung von Trialkylboraten mit Hydriden | |
| AT226247B (de) | Verfahren zur Herstellung von Organozinnverbindungen | |
| DE4223615A1 (de) | Verfahren zur Herstellung von Trialkylzinnhydriden | |
| DE1178433B (de) | Verfahren zur Herstellung von Borazenen | |
| AT204527B (de) | Verfahren zur Herstellung von Diboran | |
| AT366054B (de) | Reduktionsmittel | |
| DE1768428C3 (de) | Verfahren zur Herstellung von Organosiliciumhydriden | |
| DE1085505B (de) | Verfahren zur Herstellung von Wasserstoffverbindungen der Elemente der IV. Hauptgruppe des Periodischen Systems mit den Ordnungszahlen 14 bis 50 | |
| DE1028120B (de) | Verfahren zur Herstellung von Boralkylen | |
| DE1072597B (de) | Verfahren zur Herstellung von Natriumiborhydrid | |
| AT221532B (de) | Verfahren zur Herstellung von Hydriden der Elemente Bor, Aluminium, Kohlenstoff, Silizium, Germanium oder Zinn | |
| DE2304617C3 (de) | Verfahren zur Herstellung von Alkylzinntrichloriden | |
| DE976799C (de) | Verfahren zur Gewinnung von Borhydriden, insbesondere Diboran | |
| DE1083263B (de) | Verfahren zur Herstellung von Derivaten des N-Aminoborazans |