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Chemical Structure| 562-74-3 Chemical Structure| 562-74-3
Chemical Structure| 562-74-3

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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

4.5 *For Research Use Only !

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Product Details of Terpinen-4-ol

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

Safety of Terpinen-4-ol

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of Terpinen-4-ol

* 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.

  • Downstream synthetic route of [ 562-74-3 ]

[ 562-74-3 ] Synthesis Path-Downstream   1~54

  • 3
  • [ 562-74-3 ]
  • [ 25570-95-0 ]
  • 5
  • [ 562-74-3 ]
  • 1,4-diiodo-<i>p</i>-menthane [ No CAS ]
  • 6
  • [ 562-74-3 ]
  • [ 25570-96-1 ]
  • 9
  • [ 562-74-3 ]
  • [ 86-84-0 ]
  • [1]naphthyl-carbamic acid <i>p</i>-menth-1-en-4-yl ester [ No CAS ]
  • 11
  • [ 562-74-3 ]
  • [ 107-13-1 ]
  • 3-Terpineyloxy-propionitril [ No CAS ]
  • 12
  • [ 4584-23-0 ]
  • [ 586-62-9 ]
  • [ 1197-01-9 ]
  • [ 562-74-3 ]
  • [ 98-55-5 ]
  • 14
  • [ 562-74-3 ]
  • [ 125816-34-4 ]
  • [ 125816-48-0 ]
  • 15
  • [ 562-74-3 ]
  • [ 3338-55-4 ]
  • [ 3779-61-1 ]
  • [ 99-87-6 ]
  • [ 586-82-3 ]
  • [ 470-67-7 ]
  • neoisothujyl alcohol [ No CAS ]
  • 16
  • [ 562-74-3 ]
  • [ 586-62-9 ]
  • [ 99-86-5 ]
  • [ 99-87-6 ]
  • [ 99-85-4 ]
  • [ 586-82-3 ]
  • phyllocladene [ No CAS ]
  • 17
  • [ 562-74-3 ]
  • [ 586-62-9 ]
  • [ 99-86-5 ]
  • [ 99-85-4 ]
  • [ 586-63-0 ]
  • 19
  • [ 105273-31-2 ]
  • [ 562-74-3 ]
  • 20
  • [ 125816-48-0 ]
  • [ 562-74-3 ]
  • 21
  • [ 562-74-3 ]
  • [ 572-09-8 ]
  • [ 99049-84-0 ]
  • 22
  • [ 562-74-3 ]
  • [ 470-67-7 ]
  • 23
  • [ 562-74-3 ]
  • (±)-2-exo-hydroxy-1-methyl-4-isopropyl-7-oxabicyclo[2.2.1 ]heptane [ No CAS ]
  • racemic 2α-hydroxy-1,4-cineole [ No CAS ]
  • 24
  • [ 4584-23-0 ]
  • [ 1195-32-0 ]
  • [ 1197-01-9 ]
  • [ 99-87-6 ]
  • [ 562-74-3 ]
  • 25
  • [ 4584-23-0 ]
  • [ 1195-32-0 ]
  • [ 1197-01-9 ]
  • [ 99-87-6 ]
  • [ 562-74-3 ]
  • [ 53312-55-3 ]
  • [ 82538-84-9 ]
  • 26
  • [ 562-74-3 ]
  • (1R,3R,6S)-3-Isopropyl-6-methyl-7-oxa-bicyclo[4.1.0]heptan-3-ol [ No CAS ]
  • 27
  • [ 79-36-7 ]
  • [ 562-74-3 ]
  • 4-Carvomenthyl dichloroacetate [ No CAS ]
  • 28
  • [ 562-74-3 ]
  • [ 1538-75-6 ]
  • 4-Carvomenthyl pivalate [ No CAS ]
  • 29
  • [ 562-74-3 ]
  • [ 407-25-0 ]
  • 4-Carvomenthyl trifluoroacetate [ No CAS ]
  • 30
  • [ 562-74-3 ]
  • [ 4124-31-6 ]
  • 4-Carvomenthyl trichloroacetate [ No CAS ]
  • 31
  • [ 27621-71-2 ]
  • KOH-solution [ No CAS ]
  • [ 562-74-3 ]
  • [ 586-81-2 ]
  • 39
  • [ 562-74-3 ]
  • [ 18663-30-4 ]
  • 1-(triethylsiloxy)-1-isopropyl-4-methyl-3-cyclohexane [ No CAS ]
  • 40
  • [ 562-74-3 ]
  • [ 96622-71-8 ]
  • (1-isopropyl-4-methyl-cyclohex-3-enyloxy)-trimethyl-silane [ No CAS ]
  • 41
  • [ 562-74-3 ]
  • [ 404392-70-7 ]
  • 1-(tert-butyldimethylsilyloxy)-1-isopropyl-4-methyl-3-cyclohexene [ No CAS ]
  • 42
  • [ 13368-42-8 ]
  • [ 562-74-3 ]
  • (1-isopropyl-4-methyl-cyclohex-3-enyloxy)-trimethyl-silane [ No CAS ]
  • 43
  • [ 10416-59-8 ]
  • [ 562-74-3 ]
  • (1-isopropyl-4-methyl-cyclohex-3-enyloxy)-trimethyl-silane [ No CAS ]
  • 44
  • [ 562-74-3 ]
  • [ 18106-48-4 ]
  • 1-(triethylsiloxy)-1-isopropyl-4-methyl-3-cyclohexane [ No CAS ]
  • 45
  • [ 562-74-3 ]
  • [ 3768-55-6 ]
  • (1-isopropyl-4-methyl-cyclohex-3-enyloxy)-trimethyl-silane [ No CAS ]
  • 46
  • [ 562-74-3 ]
  • [ 53742-62-4 ]
  • 1-(tert-butyldimethylsilyloxy)-1-isopropyl-4-methyl-3-cyclohexene [ No CAS ]
  • 47
  • [ 562-74-3 ]
  • [ 7449-74-3 ]
  • (1-isopropyl-4-methyl-cyclohex-3-enyloxy)-trimethyl-silane [ No CAS ]
  • 48
  • [ 562-74-3 ]
  • [ 18156-74-6 ]
  • (1-isopropyl-4-methyl-cyclohex-3-enyloxy)-trimethyl-silane [ No CAS ]
  • 49
  • [ 110-87-2 ]
  • [ 562-74-3 ]
  • C15H26O2 [ No CAS ]
  • 50
  • [ 562-74-3 ]
  • [ 99049-86-2 ]
  • 51
  • [ 470-67-7 ]
  • [ 138-86-3 ]
  • [ 562-74-3 ]
YieldReaction ConditionsOperation 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.
  • 52
  • vanadium(IV) bis (2,4-pentanedionate) oxide [ No CAS ]
  • [ 562-74-3 ]
  • [ 22555-57-3 ]
YieldReaction ConditionsOperation 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.
  • 53
  • [ 562-74-3 ]
  • [ 74-95-3 ]
  • 3-isopropyl-6-methylbicyclo[4.1.0]heptan-3-ol [ No CAS ]
  • 54
  • [ 562-74-3 ]
  • [ 616-38-6 ]
  • [ 1262126-86-2 ]
 

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