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Chemical Structure| 3419-02-1 Chemical Structure| 3419-02-1

Structure of 3419-02-1

Chemical Structure| 3419-02-1

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Product Details of [ 3419-02-1 ]

CAS No. :3419-02-1
Formula : C10H16O
M.W : 152.23
SMILES Code : C=C(C1(O)CC=C(C)CC1)C
MDL No. :MFCD28016679
InChI Key :OVKDFILSBMEKLT-UHFFFAOYSA-N
Pubchem ID :527428

Safety of [ 3419-02-1 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 3419-02-1 ]

* 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 [ 3419-02-1 ]

[ 3419-02-1 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 3419-02-1 ]
  • [ 562-74-3 ]
YieldReaction ConditionsOperation in experiment
97.8% With hydrogen; In water; ethyl acetate; at 50℃; under 75.0075 Torr; for 5.0h;Large scale; 16.7 g Raney-nickel (water wet, 34% water; 0.188 mol) were purged in the reaction vessel with5 g of water. 1297 g of a solution containing 32.0 w/w% limonene-4-ol (2.728 mol) and 7.1w/w% terpinene-4-ol (0.60 mol) in ethyl acetate were added. The reactor was purged with nitrogen and hydrogen (very slow stirring). Then reaction mixture was pressurized with 100 mbar H2 under vigorous stirring and heated to 50O. The temperature of the reaction mixture was held at 50O with cooling. Hydrogen adsorption was completed after 5 h. Then reaction mixture was cooled to 25O and the pressure was released. The catalyst was filtered off through a filtercloth. The remaining catalyst was washed with ethyl acetate. Filtrate and wash ethyl acetate were combined and ethyl acetate was distilled off at reduced pressure (distillation residue:854.6 g). Quantitative gas chromatography (GO) (GO with internal standard) of the distillation residue showed a terpinene-4-ol concentration of 58.5% and 0% for limonene-4-ol. This corresponds to a yield of 96.76% for terpinene-4-ol (referred to the limonene-4-ol in the starting mix-ture, without the pre-existing terpinene-4-ol). Additional terpinene-4-ol was found in the distillate (1 .04% yield). The total yield for terpinene-4-ol (referred to the limonene-4-ol in the starting mixture, without the pre-existing terpinene-4-ol) was 97.8%.
  • 2
  • [ 4584-23-0 ]
  • [ 562-74-3 ]
  • [ 3419-02-1 ]
YieldReaction ConditionsOperation in experiment
8.3%; 74.4% With hydrogen; In ethyl acetate; at 25 - 125℃; under 3750.38 Torr; for 24.0h;Autoclave; Inert atmosphere; 32 g (0.204 mol) terpinolene epoxide (97.1 %), 32 g (0.363 mol) ethyl acetate and 0.918 g (0.004 mol) copper chromite (CuCr204, barium promoted, Product No. AB120210, CAS no. 12018-10-9, from ABCR GmbH, Karlsruhe, Germany) were charged into an autoclave under nitrogen atmosphere. The mixture was pressurized with 5 bar H2 and then heated to 125C under vigorous stirring. The mixture was stirred for 24 h at 125C and then cooled to 25C. The pressure was released and the catalyst was filtered off through a layer of diatomaceous earth. The remaining catalyst was washed with ethyl acetate (5 g). Filtrate and wash ethyl acetate were combined and ethyl acetate was distilled off at reduced pressure (distillation residue: 30.7 g). Quantitative GC (GC with internal standard) of the distillation residue showed a limonene-4-ol concentration of 75.33% and a terpinene-4-ol concentration of 8.51 %. This corresponds to a yield of 74.4% for limonene-4-ol and 8.3% for terpinene-4-ol. Total yield of limonene-4-ol and terpinene-4-ol was 82.7%.
 

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