US1578731A - Process of producing dialkyl selenides and tellurides - Google Patents
Process of producing dialkyl selenides and tellurides Download PDFInfo
- Publication number
- US1578731A US1578731A US666260A US66626023A US1578731A US 1578731 A US1578731 A US 1578731A US 666260 A US666260 A US 666260A US 66626023 A US66626023 A US 66626023A US 1578731 A US1578731 A US 1578731A
- Authority
- US
- United States
- Prior art keywords
- tellurides
- alloy
- dialkyl
- producing dialkyl
- metal
- 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 - Lifetime
Links
- 238000000034 method Methods 0.000 title description 8
- 150000004772 tellurides Chemical class 0.000 title description 3
- 150000004771 selenides Chemical class 0.000 title 1
- 229910052751 metal Inorganic materials 0.000 description 8
- 239000002184 metal Substances 0.000 description 8
- 229910045601 alloy Inorganic materials 0.000 description 6
- 239000000956 alloy Substances 0.000 description 6
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 229910052711 selenium Inorganic materials 0.000 description 4
- 239000011669 selenium Substances 0.000 description 4
- 229910021653 sulphate ion Inorganic materials 0.000 description 4
- -1 telluride compound Chemical class 0.000 description 4
- DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 description 3
- 150000003346 selenoethers Chemical class 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 229910000528 Na alloy Inorganic materials 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- VPQBLCVGUWPDHV-UHFFFAOYSA-N sodium selenide Chemical compound [Na+].[Na+].[Se-2] VPQBLCVGUWPDHV-UHFFFAOYSA-N 0.000 description 2
- 241000287181 Sturnus vulgaris Species 0.000 description 1
- 229910000573 alkali metal alloy Inorganic materials 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical compound C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 description 1
- ALCDAWARCQFJBA-UHFFFAOYSA-N ethylselanylethane Chemical compound CC[Se]CC ALCDAWARCQFJBA-UHFFFAOYSA-N 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 229910052714 tellurium Inorganic materials 0.000 description 1
- PORWMNRCUJJQNO-UHFFFAOYSA-N tellurium atom Chemical compound [Te] PORWMNRCUJJQNO-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C391/00—Compounds containing selenium
Definitions
- This invention relates to the manufacture of dialkyl selenides and tellurides, and its principal objects are to improve the yields and reduce the cost of manufacture.
- dialkyl sulphates react directly with metals of the selenium type (selenium and tellurium) yielding the corresponding dialkyl selenides or tellurides.
- selenium type selenium type
- tellurides metals of the selenium type
- the reflux apparatus condenses vapours of dicth'ylsulphate and selenide.
- the process maybe varied b en'l'ploying a. compound containing other a kyl radicals such as the methyl, propyl, and butyl in Vplaceof the ethyl radical and by formmg the telluride compound, in place, of
- lVhat is claimed is as follows: I 1.-The process of producing a dialkyl compound of a metal of the selenium type which comprises forming an alkali metal alloy with the said metal, and bringing the alloy into contact with a dialkyl sulphate.
- the process .of producing a diethyl compound of 3 selenium which comprises forming a finely divided alloy of sodium and the metal, adding diethyl sulphate to the alloy, reducing the alloy, remaining at the end of this reaction, and steam distilling out the diethyl compound of the metal.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Description
Patented Mar. 30, 1926.
UNITED stares PATENT OFFICE;
CARROLL ALONZO HOCHWALT. OF DAYTON. OHIO, ASSIGNOR, BY MESNE AIGN- PORATION or DELAWARE.
or DETROIT, MICHIGAN, A"- COR- PROCESS OF PRODUCING DIALKYL SELENIDES AND TELLURIDES.
No Drawing.
'1 '0 all 107mm it may concern:
Be it known that I, CAnuom. ALONZO Hooi-iwaur, a citizen of the United States of America, residing at Dayton, county of Montgomery, and State of Ohio, have invented certain new and useful Improvements in Processes of Producing Dialkyl Sclenides and 'lcllurides,of which the following is a full, clear, and exact description.
- This invention relates to the manufacture of dialkyl selenides and tellurides, and its principal objects are to improve the yields and reduce the cost of manufacture.
I have found that dialkyl sulphates react directly with metals of the selenium type (selenium and tellurium) yielding the corresponding dialkyl selenides or tellurides. By way of an example of one method of carrying out my process, I place about 960 grs. of a finely divided sodium selenide (Na se) alloy in a vessel, provided with a reflux condenser, on a water bath, and add 1 liter of diethyl sulphate in portions of 50 to 100 cc. each permitting the reaction, which is exothermic, to subside before adding another portion of the sulphate. After all of the sulphate has been added the mixture is heated by ithe water bath to about 100 C. for three hours to insure completion of the reaction, water isadded to reduce the sodium selenide present, and the diethyl selenide is steam distilled out and collected in another vessel. The reflux apparatus condenses vapours of dicth'ylsulphate and selenide.
The process maybe varied b en'l'ploying a. compound containing other a kyl radicals such as the methyl, propyl, and butyl in Vplaceof the ethyl radical and by formmg the telluride compound, in place, of
Application filed October 3, 1923- Serial No. 666,260.
the selenidc compound and by using potassum in place of SUClltUH. Vhere these changes are made equi-molecular quantities,
may be used. lVhat is claimed is as follows: I 1.-The process of producing a dialkyl compound of a metal of the selenium type which comprises forming an alkali metal alloy with the said metal, and bringing the alloy into contact with a dialkyl sulphate.
2. A process as'defined in claim 1 in which a diethyl sulphate is used and a diethyl compound of the metal is formed.
which comprises fori'niug a finely divided alloy of sodium and the metal, adding a dialkyl sulphate to the alloy, reducing the alloy remaining at the endof this reaction,
and steam distilling out the dialkyl compound of the metal. p
6. The process .of producing a diethyl compound of 3 selenium which comprises forming a finely divided alloy of sodium and the metal, adding diethyl sulphate to the alloy, reducing the alloy, remaining at the end of this reaction, and steam distilling out the diethyl compound of the metal.
In, testimony whereof I hereunto "aflix my signature.
CARROLL ALOINZOYHOOHWAL'II. i
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US666260A US1578731A (en) | 1923-10-03 | 1923-10-03 | Process of producing dialkyl selenides and tellurides |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US666260A US1578731A (en) | 1923-10-03 | 1923-10-03 | Process of producing dialkyl selenides and tellurides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1578731A true US1578731A (en) | 1926-03-30 |
Family
ID=24673469
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US666260A Expired - Lifetime US1578731A (en) | 1923-10-03 | 1923-10-03 | Process of producing dialkyl selenides and tellurides |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1578731A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1989005292A1 (en) * | 1987-12-04 | 1989-06-15 | The Secretary Of State For Defence In Her Britanni | Method for preparation of dialkyl tellurium and dialkyl selenium |
| US5041650A (en) * | 1989-11-20 | 1991-08-20 | Walter Rosenthal | Allyl selenide, and method for making and using |
-
1923
- 1923-10-03 US US666260A patent/US1578731A/en not_active Expired - Lifetime
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1989005292A1 (en) * | 1987-12-04 | 1989-06-15 | The Secretary Of State For Defence In Her Britanni | Method for preparation of dialkyl tellurium and dialkyl selenium |
| US5091570A (en) * | 1987-12-04 | 1992-02-25 | Secretary Of State For Defence In Her Britannic Majesty's Gov. Of The U.K. | Method for preparation of dialkyl tellurium and dialkyl selenium |
| US5041650A (en) * | 1989-11-20 | 1991-08-20 | Walter Rosenthal | Allyl selenide, and method for making and using |
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