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22976-40-5

  • Product Name:Olivetol Dimethyl Ether
  • Molecular Formula:C13H20O2
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Product Details

Purity:99%

High Purity Olivetol Dimethyl Ether 22976-40-5, Best Price

22976-40-5 Name

Name

Olivetol Dimethyl Ether

Synonym

 Olivetol Dimethyl Ether;1,3-DiMethoxy-5-pentylbenzene;1,3-DiMethoxy-5-pentyl-benzene;3,5-DiMethoxyaMylbenzene;5-Pentylresorcinol DiMethyl Ether;Di-O-Methylolivetol;Benzene, 1,3-dimethoxy-5-pentyl-;dimethoxyolivetol

 

22976-40-5 Chemical & Physical Properties

Boiling point

296.8±20.0 °C at 760 mmHg

Density

0.9±0.1 g/cm3

Molecular Formula

C13H20O2

Molecular Weight

208.297

Flash Point

 107.8±21.3 °C

PSA

18.46000

LogP

4.51

Exact Mass

208.146332

Vapour Pressure

0.0±0.6 mmHg at 25°C

Index of Refraction

1.486

High Purity Olivetol Dimethyl Ether 22976-40-5 Usage

Olivetol Dimethyl Ether, Off-White Solid, An intermediate in various syntheses of tetrahydrocannabinol. The synthesis of olivetol dimethyl ether is representative.

InChI=1S/C13H20O2/c1-4-5-6-7-11-8-12(14-2)10-13(9-11)15-3/h8-10H,4-7H2,1-3H3

InChIKey: LSPSEUBXQFHRGA-UHFFFAOYSA-N

22976-40-5 Relevant articles

On the deprotonation of η6-1,3-dimethoxybenzene-Cr(CO)3 derivatives: Influence of the reaction conditions on the regioselectivity

Schmalz, Hans-Guenther,Volk, Thorsten,Bernicke, Dirk,Huneck, Siegfried

, p. 9219 - 9232 (1997)

The regioselectivity of deprotonation/alkylation reactions of η6-1,3-dimethoxybenzene-Cr(CO)3 (5), η6-1,3-dimethoxy-5-methylbenzene-Cr(CO)3 (6) and 2-substituted derivatives of these compounds was investigated.

A catalytic, oxidative synthesis of olivetol, methyl olivetolate and orthogonally protected methyl ether derivatives

David Hurem , Benjamin J. Macphail , Rina Carlini , Jason Lewis , James McNulty

SynOpen, 2021

We became interested in the synthesis of 5-alkylresorcinols such as olivetol and olivetolic ester derivatives for several reasons. In this case, the mono methyl ether 4 and methyl olivetolate-dimethyl ether 5 were obtained in high yield and no trace of methyl olivetolate 3 was observed.

Synthetic pathways to tetrahydrocannabinol (THC): an overview

Victor R. L. J. Bloemendal , Jan C. M. van Hest  and Floris P. J. T. Rutjes

Org. Biomol. Chem., 2020, 18, 3203-3215

It commenced with the preparation of homocuprate olivetol 20 from the corresponding lithiated olivetol dimethyl ether. Cuprate 20 was coupled in an SN2′-fashion to p-mentha-2,8-dien-1-ol acetate (19) using boron trifluoride etherate and afforded (−)-trans-CBD dimethyl ether 21 in 78% yield.

22976-40-5 Process route

n-butyl magnesium bromide
693-03-8

n-butyl magnesium bromide

3,5-dimethoxybenzyl bromide
877-88-3

3,5-dimethoxybenzyl bromide

1,3-dimethoxy-5-pentylbenzene
22976-40-5

1,3-dimethoxy-5-pentylbenzene

1,3-dimethoxy-5-methylbenzene
4179-19-5

1,3-dimethoxy-5-methylbenzene

Conditions
Conditions Yield
With dilithium tetrachlorocuprate;
 
1-Bromopentane
110-53-2

1-Bromopentane

3,5-dimethoxyfluorobenzene
52189-63-6

3,5-dimethoxyfluorobenzene

1,3-dimethoxy-5-pentylbenzene
22976-40-5

1,3-dimethoxy-5-pentylbenzene

Conditions
Conditions Yield
With lithium; for 0.5h;
60%

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