US1069423A - Process of producing beta-gamma-dimethylerythrene. - Google Patents
Process of producing beta-gamma-dimethylerythrene. Download PDFInfo
- Publication number
- US1069423A US1069423A US69616012A US1912696160A US1069423A US 1069423 A US1069423 A US 1069423A US 69616012 A US69616012 A US 69616012A US 1912696160 A US1912696160 A US 1912696160A US 1069423 A US1069423 A US 1069423A
- Authority
- US
- United States
- Prior art keywords
- dimethylerythrene
- gamma
- acid
- pinacone
- producing beta
- 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 12
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 10
- IVDFJHOHABJVEH-UHFFFAOYSA-N pinacol Chemical compound CC(C)(O)C(C)(C)O IVDFJHOHABJVEH-UHFFFAOYSA-N 0.000 description 8
- 239000002253 acid Substances 0.000 description 7
- 239000004215 Carbon black (E152) Substances 0.000 description 6
- 229930195733 hydrocarbon Natural products 0.000 description 6
- -1 erythrene hydrocarbon Chemical class 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- XTEGVFVZDVNBPF-UHFFFAOYSA-N naphthalene-1,5-disulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1S(O)(=O)=O XTEGVFVZDVNBPF-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/20—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
- C07C1/24—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms by elimination of water
Definitions
- Our invention concerns a new and valuable process which results in an excellent yield of beta s gamma dimethylerythrene and which consists in heating pinacone with a. small quantity of sulfuric acid or a sulfonic acid.
- the use of a small amountof acid results in much larger quds of the hydrocarbon than has been obtained by processes heretofore known.
- naphthalene 1.5-disulfonic acid etc., can be used.
- the acid thus used in small amounts acts probably as a catalytic or dehydrating acid.
- beta-gammadimethylerythrene which comprises firstdistilling pinacone with a small percentage of sulfuric acid and then separating the beta gamma dimethylerythrene, substantially as described.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Uniroas a rare FRITZ HOFMANN, KONRAD DELBR'U'CK, AND KURT MEISENBURG, OF ELBERFELD, GERMANY, ASSIGNORS TO FARBE'NFABRIKEN VORM. FRIEDR. BAYER & 00., OF ELBERFELD, GERMANY, A CORPORATION OF GERMANY.
PROCESS OF PRODUCING BETA-GAMMA-DIMETHYLERYTHRENE.
No Drawing.
Specification of Letters Patent.
Application filed May 9, 1912. Serial No. 696,160.
Patented Aug. 5,1913.
the German Empire, residing at Elberfeld,
Germany, have invented new and useful Improvements in Processes of Producing Beta-Gamma-Dimethylerythrene, of which the following is a specification.
Our invention concerns a new and valuable process which results in an excellent yield of beta s gamma dimethylerythrene and which consists in heating pinacone with a. small quantity of sulfuric acid or a sulfonic acid. The use of a small amountof acid (less than the amount of pinacone reacted upon) results in much larger vields of the hydrocarbon than has been obtained by processes heretofore known.
With a fraction of a per cent. only of the acid, and even with a few thousandths of a per cent. of the acid, unusually large yields are obtained.
The process proceeds according to the following equation:
naphthalene 1.5-disulfonic acid, etc., can be used.
The acid thus used in small amounts acts probably as a catalytic or dehydrating acid.
We claim 1. The process-of producing an erythrene hydrocarbon which comprises distilling a pinacone with a small percentage of a dehy drating acid, and then separating the crythrene hydrocarbon, substantially as described.
2. The process of producing an erythrene hydrocarbon which comprises distilling a pinacone with a fraction of a per cent. of a dehydrating acid.
3. The process of producing an erythrene hydrocarbon which comprises distilling a pinacone with a fraction of a per cent. of sulfuric acid.
4. The process of producing an er threne hydrocarbon which comprises disti ling a pinacone with about oneone-hundredth of one per cent. of dilute sulfuric acid.
5. The process of producing beta-gammadimethylerythrene which comprises firstdistilling pinacone with a small percentage of sulfuric acid and then separating the beta gamma dimethylerythrene, substantially as described.
6. The process of producing beta-gammadimethylerythrene which process comprises first distilling pinacone with about one one-hundredth of one per cent. of dilute sulfuric acid and then separating the betagamma-dimethylerythrene, substantially as described.
In testimony whereof we have hereunto set our hands in the presence of two subscribing witnes'ses.
FRITZ HOFMANN. [L.s.]
Witnesses:
Harms NUFER, A. Norm.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US69616012A US1069423A (en) | 1912-05-09 | 1912-05-09 | Process of producing beta-gamma-dimethylerythrene. |
| US715252A US1076575A (en) | 1912-05-09 | 1912-08-15 | Process for producing beta-gamma-dimethylerythrene. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US69616012A US1069423A (en) | 1912-05-09 | 1912-05-09 | Process of producing beta-gamma-dimethylerythrene. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1069423A true US1069423A (en) | 1913-08-05 |
Family
ID=3137660
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US69616012A Expired - Lifetime US1069423A (en) | 1912-05-09 | 1912-05-09 | Process of producing beta-gamma-dimethylerythrene. |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1069423A (en) |
-
1912
- 1912-05-09 US US69616012A patent/US1069423A/en not_active Expired - Lifetime
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