(Z)-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one

  • Name: (Z)-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one
  • CAS: 23726-92-3
  • Purity: 99%
Inquiry

Details

Factory supply (Z)-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one 23726-92-3 with low price

  • Molecular Formula: C13H20O
  • Molecular Weight: 192.301
  • Vapor Pressure: 0.00655mmHg at 25°C 
  • Refractive Index: n20/D 1.498  
  • Boiling Point: 271.2 ºC at 760 mmHg 
  • Flash Point: 108 ºC 
  • PSA： 17.07000 
  • Density: 0.907 g/cm3 
  • LogP: 3.65820 

(Z)-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one(Cas 23726-92-3) Usage

Synthesis

(Z)-beta-damascone can be synthesized by the reaction of ethyl crocinate and allyl lithium, followed by catalytic isomerization.

InChI:InChI=1/C13H20O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5,7H,6,8-9H2,1-4H3/b7-5-

23726-92-3 Relevant articles

A New Synthesis of α- and β-Damascones from the Ionones

Sarandeses, Luis A.,Luche, Jean-Louis

, p. 2757 - 2760 (2007/10/02)

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172. β-Cleavage of Bis(homoallylic) Potassium Alkoxides. Two-Step Preparation of Propenyl Ketones from Carboxylic Esters. Synthesis of ar-Turmerone, α-Damascone, β-Damascone, and β-Damascenone

Snowden, Roger L.,Linder, Simon M.,Muller, Bernard L.,Schulte, Karl H.

, p. 1858 - 1878 (2007/10/02)

The transformation of 36 bis(homoallylic...

Synthesis of (E)-1-Propenyl Ketones from Carboxylic Esters and Carboxamides by Use of Mixed Organolithium-Magnesium Reagents

Fehr, Charles,Galindo, Jose

, p. 228 - 235 (2007/10/02)

The novel reagents formed by combination...

Photochemistry of dienones. Part 12. Photochemistry of (E)-α- and (E)-β-damascone

Visser, Cornelis P.,Cerfontain, Hans

, p. 307 - 311 (2007/10/02)

The photochemistry of (E)-α- and (E)-β-d...

23726-92-3 Process route

4-(2',6',6'-trimethyl-1'-cyclohexenyl)-1,6-heptadien-4-ol
49815-59-0

4-(2',6',6'-trimethyl-1'-cyclohexenyl)-1,6-heptadien-4-ol

beta damascone
23726-91-2

beta damascone

(Z)-1-(2',6',6'-trimethyl-1'-cyclohexenyl)-3-buten-1-one
23726-92-3

(Z)-1-(2',6',6'-trimethyl-1'-cyclohexenyl)-3-buten-1-one

1-(2',6',6'-trimethyl-1'-cyclohexenyl)-3-buten-1-one
31089-73-3

1-(2',6',6'-trimethyl-1'-cyclohexenyl)-3-buten-1-one

Conditions
Conditions Yield
With potassium hydride; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 25 ℃; Yield given. Yields of byproduct given;
(E)-β-ionone
79-77-6,14901-07-6

(E)-β-ionone

(Z)-1-(2',6',6'-trimethyl-1'-cyclohexenyl)-3-buten-1-one
23726-92-3

(Z)-1-(2',6',6'-trimethyl-1'-cyclohexenyl)-3-buten-1-one

Conditions
Conditions Yield
Multi-step reaction with 5 steps
1: 52 percent / NaOH, H2 O2 / methanol; H2 O
2: 96 percent / NaBH4 , CeCl3 *7H2 O / methanol / 0.08 h / 0 °C
3: 89 percent / CBr4 , PPh3 / pyridine / 12 h / 0 °C
4: 80 percent / Zn, CuI / aq. ethanol / sonication
5: 1.) MnO2 ; 2.) p-TsOH / 1.) pentane, 24 h; 2.) THF, reflux, 4 h
With manganese(IV) oxide; sodium hydroxide; sodium tetrahydroborate; copper(l) iodide; cerium(III) chloride; carbon tetrabromide; dihydrogen peroxide; toluene-4-sulfonic acid; triphenylphosphine; zinc; In pyridine; methanol; ethanol; water;

23726-92-3 Upstream products

  • 49815-58-9
    49815-58-9

    6,6-dimethyl-2-methyl-1-cyclohexene-1-carboxylic acid methyl ester

  • 2622-05-1
    2622-05-1

    allylmagnesium bromide

  • 35124-05-1
    35124-05-1

    2,6,6-Trimethyl-α-(1-propenyl)-1-cyclohexene-1-methanol

  • 49815-59-0
    49815-59-0

    4-(2',6',6'-trimethyl-1'-cyclohexenyl)-1,6-heptadien-4-ol

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