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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Terpinen-4-ol, a naturally occurring monoterpene, is the main bioactive component of tea-tree oil and has been shown to have many biological activities such as antifungal properties.
Synonyms: 4-Carvomenthenol
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Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
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| CAS No. : | 562-74-3 |
| Formula : | C10H18O |
| M.W : | 154.25 |
| SMILES Code : | OC1(C(C)C)CC=C(C)CC1 |
| Synonyms : |
4-Carvomenthenol
|
| MDL No. : | MFCD00001562 |
| InChI Key : | WRYLYDPHFGVWKC-UHFFFAOYSA-N |
| Pubchem ID : | 11230 |
| GHS Pictogram: |
|
| Signal Word: | Warning |
| Hazard Statements: | H302-H315-H319-H335 |
| Precautionary Statements: | P261-P280-P301+P312-P302+P352-P305+P351+P338 |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

[ 562-74-3 ]
[ 96622-71-8 ]
[ 562-74-3 ]
[ 404392-70-7 ]
[ 13368-42-8 ]
[ 562-74-3 ]
[ 10416-59-8 ]
[ 562-74-3 ]
[ 562-74-3 ]
[ 53742-62-4 ]
[ 562-74-3 ]
[ 18156-74-6 ]
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With anthracene; sodium; In water; | Example 3 Sodium metal (6.2 g) was added to a stirred mixture of 1,4-cineole (34 g), limonene (100 g), and anthracene (3 g). This mixture was heated to reflux for 35 hours at which time an additional 2 g of sodium was added. After 5.5 additional hours of reaction, the mixture was cooled to ambient temperature and treated with 125 mls. of water. The product oil was separated and washed once with water. The recovered oil weighed 132.34 g and an estimated 4 g. had been used for gas chromatography analyses, giving a total of 136.34 g. It analyzed 20.76 wt.-percent 1-terpinen-4-ol and the starting material analyzed 90.16 wt percent 1,4 cineole. Thus the 1-terpinen-4-ol yield was 92.6 mole percent. |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With tert.-butylhydroperoxide; sulfuric acid; triethylamine; In toluene; | EMBODIMENT 49 (+-)-2-exo-Hydroxy-1-methyl-4-isopropyl-7-oxabicyclo[2.2.1]heptane A dry flask was charged with 15 kg of terpinene-4-ol and 50 l of toluene followed by 78 g of triethylamine and 195 g of vanadium(IV) bis(2,4-pentanedionate) oxide. The mixture was heated to reflux, and 11.25 kg of 90% tert-butyl hydroperoxide in 11 l of toluene was added over 45 minutes. The mixture was stirred at ambient temperature for one hour longer, then cooled, washed and dried. The product, cis-epoxy alcohol in toluene, was treated with 54 g of 96% sulfuric acid mixed with 600 cc of mole sieve and dried tetrahydrofuran. The mixture was stirred for 16 hours. The resulting solution was washed successively with water, aqueous 5% sodium carbonate and then water, and concentrated to give the desired product. |