GB937430A - Halogenated cyclic boron-nitrogen compounds and their preparation - Google Patents
Halogenated cyclic boron-nitrogen compounds and their preparationInfo
- Publication number
- GB937430A GB937430A GB3609959A GB3609959A GB937430A GB 937430 A GB937430 A GB 937430A GB 3609959 A GB3609959 A GB 3609959A GB 3609959 A GB3609959 A GB 3609959A GB 937430 A GB937430 A GB 937430A
- Authority
- GB
- United Kingdom
- Prior art keywords
- borazynes
- tetrameric
- boron
- preparation
- propylamine
- 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.)
- Expired
Links
- -1 Halogenated cyclic boron-nitrogen compounds Chemical class 0.000 title abstract 3
- 238000002360 preparation method Methods 0.000 title abstract 2
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- 150000007530 organic bases Chemical class 0.000 abstract 3
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 abstract 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 abstract 2
- 229910052796 boron Inorganic materials 0.000 abstract 2
- ILAHWRKJUDSMFH-UHFFFAOYSA-N boron tribromide Chemical compound BrB(Br)Br ILAHWRKJUDSMFH-UHFFFAOYSA-N 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- GELMWIVBBPAMIO-UHFFFAOYSA-N 2-methylbutan-2-amine Chemical compound CCC(C)(C)N GELMWIVBBPAMIO-UHFFFAOYSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- 101100037762 Caenorhabditis elegans rnh-2 gene Proteins 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- XTUVJUMINZSXGF-UHFFFAOYSA-N N-methylcyclohexylamine Chemical compound CNC1CCCCC1 XTUVJUMINZSXGF-UHFFFAOYSA-N 0.000 abstract 1
- 239000000654 additive Substances 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 150000003973 alkyl amines Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Chemical group 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 238000002485 combustion reaction Methods 0.000 abstract 1
- PQZTVWVYCLIIJY-UHFFFAOYSA-N diethyl(propyl)amine Chemical compound CCCN(CC)CC PQZTVWVYCLIIJY-UHFFFAOYSA-N 0.000 abstract 1
- 239000000446 fuel Substances 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 abstract 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 1
- 229910000039 hydrogen halide Inorganic materials 0.000 abstract 1
- 239000012433 hydrogen halide Substances 0.000 abstract 1
- 239000003208 petroleum Substances 0.000 abstract 1
- YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical compound CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 0.000 abstract 1
- FAQYAMRNWDIXMY-UHFFFAOYSA-N trichloroborane Chemical compound ClB(Cl)Cl FAQYAMRNWDIXMY-UHFFFAOYSA-N 0.000 abstract 1
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 abstract 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
- C07F5/022—Boron compounds without C-boron linkages
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
Abstract
The invention comprises tetrameric borazynes of the general formula:- <FORM:0937430/IV(a)/1> wherein X represents chlorine or bromine and R represents an aliphatic group of the type <FORM:0937430/IV(a)/2> where R1, R2 and R3, which may be the same or different, are straight chain or branched alkyl groups, the branch not being attached to the carbon atom adjacent to the tertiary carbon atom, or R1 and R2 form part of a reduced six-membered ring. Tetrameric borazynes may be prepared by reacting boron trichloride or boron tribromide with a sterically hindered aliphatic primary amine, RNH2, where R is as defined above, in the presence of an organic base which will abstract the hydrogen chloride or hydrogen bromide, the organic base being such that its complex with the boron trihalide is not so stable that the formation of this complex takes precedence over the hydrogen halide abstraction reaction, and in the presence of an inert, non-aqueous, substantially completely anhydrous liquid medium, preferably boiling in the range 50 to 150 degrees. Suitable organic bases are tertiary alkylamines such as triethylamine, diethyl-n-propylamine and tri-n-propylamine. Examples of liquid media are hydrocarbons and chlorinated hydrocarbons. The boron trihalide may be introduced as such or a haloborate such as potassium tetrachloroborate may be used. Examples describe the preparation of tetrameric borazynes from t-butylamine, t-amylamine, and 1-methylcyclohexylamine. The products are useful as additives for petroleum fuels for use in internal combustion engines.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3609959A GB937430A (en) | 1959-10-24 | 1959-10-24 | Halogenated cyclic boron-nitrogen compounds and their preparation |
| BE596319A BE596319A (en) | 1959-10-24 | 1960-10-24 | Manufacture of organic boron compounds, such as borazynes tetramers |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3609959A GB937430A (en) | 1959-10-24 | 1959-10-24 | Halogenated cyclic boron-nitrogen compounds and their preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB937430A true GB937430A (en) | 1963-09-18 |
Family
ID=10384945
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3609959A Expired GB937430A (en) | 1959-10-24 | 1959-10-24 | Halogenated cyclic boron-nitrogen compounds and their preparation |
Country Status (2)
| Country | Link |
|---|---|
| BE (1) | BE596319A (en) |
| GB (1) | GB937430A (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1156071B (en) * | 1961-04-29 | 1963-10-24 | Bayer Ag | Process for the production of borazoles which are organically substituted on nitrogen |
| DE1150980B (en) * | 1961-04-29 | 1963-07-04 | Bayer Ag | Process for the production of borazoles which are organically substituted on nitrogen |
-
1959
- 1959-10-24 GB GB3609959A patent/GB937430A/en not_active Expired
-
1960
- 1960-10-24 BE BE596319A patent/BE596319A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BE596319A (en) | 1961-04-24 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB910493A (en) | Process for the separation of perfluorocarbons | |
| GB937430A (en) | Halogenated cyclic boron-nitrogen compounds and their preparation | |
| GB795772A (en) | Organosilanes | |
| GB1001157A (en) | Derivatives of ethylenediamine tetracetic acid | |
| GB900132A (en) | Method of producing alkyls | |
| GB804059A (en) | Improvements in the production of alkyl alkoxy aluminium halides, alkyl aryloxy aluminium halides and alkyl aluminium dihalides | |
| GB1007816A (en) | Organic phosphine oxides and methods of preparing same | |
| US3330846A (en) | Chlorocarbonylcyclopentadienyl manganese tricarbonyl | |
| US3100221A (en) | Amine salts of boron acids | |
| GB713727A (en) | Process for the production of organo-tin compounds | |
| US2886575A (en) | Cyclic boron compounds | |
| US3008988A (en) | Synthesis of borazoles | |
| GB1154548A (en) | Preparation of 1,2,5,-Thiadiazole Derivatives | |
| US3271436A (en) | Process for the production of heterocyclic boron compounds | |
| GB1077216A (en) | Process for the production of compounds having imido-chloride groupings | |
| US3158652A (en) | Preparation of alkylated decaborane | |
| US3914327A (en) | Catalyzed halogen exchange process | |
| GB864197A (en) | An improved process for the manufacture of monopivalylferrocene derivatives | |
| US3647777A (en) | Mixed nitroso hydrocarbons | |
| GB947646A (en) | Petroleum fuel containing organic boron-nitrogen compounds | |
| KR920012090A (en) | Method for preparing cephalosporin intermediate | |
| ES451529A1 (en) | 6-isocyanato-2,2-dimethyl-3-(5-tetrazolyl)penams | |
| KR830001969A (en) | Method for stabilizing halogenated compounds | |
| SU124440A1 (en) | The method of obtaining haloalkyl compounds of aluminum | |
| GB835847A (en) | Method of preparing boro-organic compounds |