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5794-04-7

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5794-04-7 Usage

Definition

ChEBI: A camphene (2,2-dimethyl-3-methylenebicyclo[2.2.1]heptane) that has S configuration at position 1 and R configuration at position 4.

Purification Methods

Purify norbornane by fractionation through a Stedman column (see p. 11) at 100mm in a N2 atmosphere, crystallise it from EtOH and sublime it in a vacuum below its melting point. It is characterised by its camphenilone semicarbazone, m 217-218.5o, or camphor semicarbazone, m 236-238o. [NMR: Hana & Koch Chem Ber 111 2527 1978, Bartlett et al. Justus Liebigs Ann Chem 623 217 1959, Bain et al. J Am Chem Soc 72 3124 1950, Beilstein 5 IV 461.]

Check Digit Verification of cas no

The CAS Registry Mumber 5794-04-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,7,9 and 4 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 5794-04:
(6*5)+(5*7)+(4*9)+(3*4)+(2*0)+(1*4)=117
117 % 10 = 7
So 5794-04-7 is a valid CAS Registry Number.
InChI:InChI=1/C10H16/c1-7-8-4-5-9(6-8)10(7,2)3/h8-9H,1,4-6H2,2-3H3/t8?,9-/m0/s1

5794-04-7 Well-known Company Product Price

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  • Aldrich

  • (310425)  (−)-Camphene  technical grade, 75% (90% as camphene and fenchene)

  • 5794-04-7

  • 310425-25G

  • 313.56CNY

  • Detail

5794-04-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name (-)-camphene

1.2 Other means of identification

Product number -
Other names (1S)-2,2-Dimethyl-3-methylenebicyclo[2.2.1]heptane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Fragrances
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5794-04-7 SDS

5794-04-7Relevant articles and documents

Oxidation of α-pinene by atmospheric oxygen in the supercritical CO2-ethyl acetate system in the presence of Co(II) complexes

Anikeev,Ilina,Kurbakova,Nefedov,Volcho,Salakhutdinov

experimental part, p. 190 - 195 (2012/03/12)

The reactivity of monoterpene α-pinene in a flow reactor in the presence of cobalt catalyst in a complex supercritical solvent consisting of CO2 and ethyl acetate is studied over the temperature range of 190-320°C and a pressure range of 110-125 atm. It was found that the main isomerization products include compounds with bicyclo[2.2.1]heptane and p-menthane backbones; the reaction is accompanied by partial racemization. The formation of oxidation products is observed in the presence of air, with epoxydation rather than allylic oxidation being the predominant process at the first stage. The oxidized products (campholenic aldehyde, verbenone, pinocamphone) are shown to be formed with a high enantioselectivity; the formation of acetoxylation products is observed at temperatures above 200°C.

Chloromethanesulfonate as an efficient leaving group: Rearrangement of the carbon-carbon bond and conversion of alcohols into azides and nitriles

Shimizu, Takeshi,Ohzeki, Tomoya,Hiramoto, Katsuya,Hori, Nobuyuki,Nakata, Tadashi

, p. 1373 - 1385 (2007/10/03)

The chloromethanesulfonate (monochlate) served as an efficient leaving group for rearrangement of the carbon-carbon bond and conversion of alcohols into azides and nitriles. The treatment of the monochlate 16a with zinc acetate in dioxane at 90 °C effected migration of the 4α-methyl group to give alkene 17a. Upon similar treatment of the monochlates 22a, 25a, 28a, and 31a with zinc acetate, the carbon-carbon bonds antiperiplanar to the hydroxyl groups efficiently migrated to afford the alkenes 23a, 26a-c, 29a,b, and 32a, respectively. In the case of the diol 40, the monochlate was converted into the ketone 41 via a rearrangement-ring expansion. The reaction of the monochlates 44a, 47a, 49a, 52a, and 57a with sodium azide or lithium azide in N,N-dimethylformamide efficiently afforded the azides with inversion of the configuration. The introduction of a nitrile group to the sterically hindered alcohol 59 was performed in high yield by the reaction of the monochlate 60a with sodium cyanide.

Preparation of Chiral 1-Deuteriobenzenemethanethiols by Using α',β Elimination of Carbanions Derived from Benzylic Thioethers

Biellmann, Jean-Francois,d'Orchymont, Hugues

, p. 2882 - 2886 (2007/10/02)

The α',β elimination of the carbanion derived from benzyl isolongifolyl thioether and benzyl camphyl thioether gives the chiral benzyl mercaptan, the S isomer with 38 +/- 6percent ee and the R isomer with 49 +/- 7percent ee.The chirality of the benzyl mercaptan was determined by optical rotation of benzyl methyl thioether and thiosulfone.The enantiomeric excess was evaluated from 1H NMR measurement of ethyl (benzylthio)phenylacetate prepared from (-)-mandelic acid.The enantiomeric excess at carbon C-2 of ethyl (benzylthio)phenylacetate wasdetermined with the chiral europium chelate and was about 60percent.These results are discussed with reference to the transition state of the α,β elimination and to related processes.

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