GB824849A - Manufacture of alkyllead compounds - Google Patents
Manufacture of alkyllead compoundsInfo
- Publication number
- GB824849A GB824849A GB37369/56A GB3736956A GB824849A GB 824849 A GB824849 A GB 824849A GB 37369/56 A GB37369/56 A GB 37369/56A GB 3736956 A GB3736956 A GB 3736956A GB 824849 A GB824849 A GB 824849A
- Authority
- GB
- United Kingdom
- Prior art keywords
- lead
- alkyl
- metal
- salt
- organo
- 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
- 150000001875 compounds Chemical class 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 6
- 150000003839 salts Chemical class 0.000 abstract 5
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- -1 alkyl metal compounds Chemical class 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 229940046892 lead acetate Drugs 0.000 abstract 2
- 229910052751 metal Inorganic materials 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical class CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 2
- 125000000962 organic group Chemical group 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 abstract 1
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 abstract 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 abstract 1
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 abstract 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 abstract 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical class [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 abstract 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 1
- MJOQJPYNENPSSS-XQHKEYJVSA-N [(3r,4s,5r,6s)-4,5,6-triacetyloxyoxan-3-yl] acetate Chemical compound CC(=O)O[C@@H]1CO[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O MJOQJPYNENPSSS-XQHKEYJVSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 229910001508 alkali metal halide Inorganic materials 0.000 abstract 1
- 150000008045 alkali metal halides Chemical class 0.000 abstract 1
- 239000004411 aluminium Substances 0.000 abstract 1
- 229910052782 aluminium Inorganic materials 0.000 abstract 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract 1
- 150000001491 aromatic compounds Chemical class 0.000 abstract 1
- 229910052796 boron Inorganic materials 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 229910052736 halogen Chemical group 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 239000003350 kerosene Substances 0.000 abstract 1
- 229910000464 lead oxide Inorganic materials 0.000 abstract 1
- GIWKOZXJDKMGQC-UHFFFAOYSA-L lead(2+);naphthalene-2-carboxylate Chemical class [Pb+2].C1=CC=CC2=CC(C(=O)[O-])=CC=C21.C1=CC=CC2=CC(C(=O)[O-])=CC=C21 GIWKOZXJDKMGQC-UHFFFAOYSA-L 0.000 abstract 1
- 229910052744 lithium Inorganic materials 0.000 abstract 1
- AWIJRPNMLHPLNC-UHFFFAOYSA-N methanethioic s-acid Chemical compound SC=O AWIJRPNMLHPLNC-UHFFFAOYSA-N 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 230000004048 modification Effects 0.000 abstract 1
- 238000012986 modification Methods 0.000 abstract 1
- 239000012299 nitrogen atmosphere Substances 0.000 abstract 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 abstract 1
- YEXPOXQUZXUXJW-UHFFFAOYSA-N oxolead Chemical compound [Pb]=O YEXPOXQUZXUXJW-UHFFFAOYSA-N 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- 239000011591 potassium Substances 0.000 abstract 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 abstract 1
- 229960001860 salicylate Drugs 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- DUYAAUVXQSMXQP-UHFFFAOYSA-M thioacetate Chemical compound CC([S-])=O DUYAAUVXQSMXQP-UHFFFAOYSA-M 0.000 abstract 1
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 abstract 1
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 abstract 1
- 239000008096 xylene Substances 0.000 abstract 1
- 229910052725 zinc Inorganic materials 0.000 abstract 1
- 239000011701 zinc Substances 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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/24—Lead compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Alkyl-lead compounds may be prepared by reacting a lead organoacid salt with a compound of formula RaMXb, where R is an alkyl group, M is a metal (and including boron) having an electrode potential of more than 0.3 volt, X is hydrogen or halogen, a is an integer, b is 0 or an integer and (a+b) is equal to the valency of M, or with the complexes of such alkyl metal compounds with alkali-metal alkyls or alkali-metal halides. Lead organo acid salts specified include lead alkanoates having 1 to 21 carbon atoms in the acid radical such as lead acetate, tetra-acetate, butyrate, formate, oxalate, stearate, palmitate and propionate; their sulphur analogues such as lead thioacetate and thioformate; aromatic compounds such as lead phenate, thiophenate, phenolsulphonate and salicylate; and lead naphthenates and resinates. The metal alkyl reagents includes those of aluminium, zinc, sodium, potassium and lithium; the alkyl group has preferably 1 to 8 carbon atoms. Many examples are specified. Solvents such as benzene, toluene, xylene, hexanes and kerosene. If desired, the alkyl-lead compound itself may be used as the solvent. A modification of the process is described in which the organo lead salt is used sequentially with a lead oxide or sulphide which latter is used in such proportions that some but not all the alkyl groups in the compound RaMXb are reacted. A double salt of the lead organo-acid salt and the lead chalkogen may also be used. In an example pulverized dry lead acetate in toluene is reacted with triethyl aluminium under a nitrogen atmosphere. Specification 824,848 is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US556051A US2859231A (en) | 1955-12-29 | 1955-12-29 | Manufacture of alkyllead compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB824849A true GB824849A (en) | 1959-12-09 |
Family
ID=24219695
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB37369/56A Expired GB824849A (en) | 1955-12-29 | 1956-12-06 | Manufacture of alkyllead compounds |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US2859231A (en) |
| BE (1) | BE553653A (en) |
| DE (1) | DE1123323B (en) |
| FR (1) | FR1168218A (en) |
| GB (1) | GB824849A (en) |
| NL (2) | NL98814C (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2955124A (en) * | 1957-02-27 | 1960-10-04 | Ethyl Corp | Manufacture of organolead compounds |
| US3488369A (en) * | 1967-07-06 | 1970-01-06 | Ethyl Corp | Process for the production of hydrocarbonlead compounds |
| US3465012A (en) * | 1967-07-27 | 1969-09-02 | Inst Silikon & Fluorkarbonchem | Process for alkylating,alkenylating and arylating lead compounds |
| DE1901030A1 (en) * | 1969-01-07 | 1970-08-06 | Schering Ag | Process for the preparation of hexaalkyldiplumbanes |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1705723A (en) * | 1926-10-15 | 1929-03-19 | Du Pont | Process of producing tetra-ethyl lead |
| US1938180A (en) * | 1931-06-23 | 1933-12-05 | Shell Dev | Process for the manufacture of organic metallo compounds |
-
0
- BE BE553653D patent/BE553653A/xx unknown
- NL NL213250D patent/NL213250A/xx unknown
- NL NL98814D patent/NL98814C/xx active
-
1955
- 1955-12-29 US US556051A patent/US2859231A/en not_active Expired - Lifetime
-
1956
- 1956-12-06 GB GB37369/56A patent/GB824849A/en not_active Expired
- 1956-12-19 FR FR1168218D patent/FR1168218A/en not_active Expired
- 1956-12-29 DE DEE13448A patent/DE1123323B/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| US2859231A (en) | 1958-11-04 |
| FR1168218A (en) | 1958-12-05 |
| DE1123323B (en) | 1962-02-08 |
| BE553653A (en) | |
| NL98814C (en) | |
| NL213250A (en) |
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