GB571137A - Manufacture of thymol - Google Patents
Manufacture of thymolInfo
- Publication number
- GB571137A GB571137A GB138244A GB138244A GB571137A GB 571137 A GB571137 A GB 571137A GB 138244 A GB138244 A GB 138244A GB 138244 A GB138244 A GB 138244A GB 571137 A GB571137 A GB 571137A
- Authority
- GB
- United Kingdom
- Prior art keywords
- meta
- cresol
- mixture
- mono
- sulphonating
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
- C07C39/02—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring monocyclic with no unsaturation outside the aromatic ring
- C07C39/06—Alkylated phenols
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Thymol is made by treating a mixture of meta-cresol mono- and di-sulphonic acids, obtained by sulphonating meta-cresol and in which the proportion of the 6-mono-sulphonic acid is considerably larger than that of the 4-monosulphonic acid, with a quantity of propylene, or of a substance, e.g. propyl or isopropyl alcohol, yielding propylene under the conditions of reaction, sufficient to monopropylate substantially only the mono-sulphonic acids, desulphonating the sulphonic acids in the resulting reaction mixture to produce meta-cresol and a mixture of propylated meta-cresols, and, after the separation of meta-cresol, isolating thymol from the propylated meta-cresols. Advantageously, at least 70 per cent of the mono-sulphonic acids in the mixture of meta-cresol mono- and di-sulphonic acids consists of meta-cresol-6 sulphonic acid, the mixture being made by sulphonating meta-cresol under defined moderately strong conditions, e.g. with 98 per cent sulphuric acid in a proportion of substantially 3 mols. of H2SO4 per mol. of meta-cresol at at least 80 DEG C. Other sulphonating agents may be used such as chlorosulphonic acid or fuming sulphuric acid. The propylating agent may be applied directly to the sulphonation mixture before the sulphonation is complete. Examples relate to: (1) and (2) sulphonating m-cresol with differing amounts of 98 per cent sulphuric acid and treating the cooled sulphonation mixture with absolute isopropyl alcohol with subsequent heating at 70-120 DEG C., treating the product with steam at 140 DEG C. to effect desulphonation and to distil a mixture of meta-cresol and propylated meta-cresols from which crystalline thymol may be obtained by further distillation and cooling the distillate; (3) sulphonating and propylating meta-cresol as in (1), using meta-cresol of which more than half has been recovered from a previous treatment, together with a mixture of isopropyl alcohol, water and some of the mono-propylated meta-cresols recovered from a previous treatment.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB138244A GB571137A (en) | 1944-01-25 | 1944-01-25 | Manufacture of thymol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB138244A GB571137A (en) | 1944-01-25 | 1944-01-25 | Manufacture of thymol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB571137A true GB571137A (en) | 1945-08-08 |
Family
ID=9721042
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB138244A Expired GB571137A (en) | 1944-01-25 | 1944-01-25 | Manufacture of thymol |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB571137A (en) |
-
1944
- 1944-01-25 GB GB138244A patent/GB571137A/en not_active Expired
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Field et al. | Alkanesulfonic Acid Anhydrides1 | |
| GB571137A (en) | Manufacture of thymol | |
| GB646948A (en) | A process for the production of concentrated washing, degreasing, wetting and emulsifying agents | |
| US1913794A (en) | Process of preparing ethionic acid or carbyl sulphate | |
| US2468670A (en) | Manufacture of thymol | |
| US1901506A (en) | Ecany | |
| GB582057A (en) | Improvements in and relating to the separation of phenols | |
| US2028271A (en) | Manufacture of para-cyclohexylphenols | |
| US1988156A (en) | Process for the preparation of phenols | |
| US3133117A (en) | Sulfone inhibitors in aromatic sulfonations | |
| GB449170A (en) | A process of preparing improved wetting agents and detergents, and products thereof | |
| GB197848A (en) | Improved manufacture of thymol | |
| GB649945A (en) | Manufacture of oxy-compounds of the naphthalene series | |
| US1804527A (en) | Aromatic sulfonic acids and process of preparing the same | |
| GB589239A (en) | Manufacture of condensation products having tanning properties | |
| GB417423A (en) | Manufacture of cyclohexylphenols and intermediate products | |
| US2042747A (en) | Sulphonated oxygenated compounds obtained by catalytic hydrogenation of oxides of carbon | |
| US1344952A (en) | Tanning material and process of producing the same | |
| GB362797A (en) | Improvements relating to tanning substances | |
| GB1381149A (en) | Manufacture of cyclohexanol from cyclohexene | |
| US2006157A (en) | Synthetic alcohol | |
| GB790759A (en) | Trimethylolethane | |
| GB310757A (en) | Manufacture of ortho-arylcarboxyamido-thioglycollic acids | |
| GB186515A (en) | The manufacture of 1.4-naphthol sulphonic acid | |
| GB319273A (en) | A process for the manufacture and production of c-alkyl and c-aralkyl derivatives ofaromatic compounds |