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141-10-6

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141-10-6 Usage

Preparation

Pseudo-ionone can be prepared from citric acid and acetone. The product with lower purity can be obtained by treating with lemongrass and acetone, bleaching powder, cobalt nitrate and ethanol.

Chemical Properties

Different sources of media describe the Chemical Properties of 141-10-6 differently. You can refer to the following data:
1. Pale-yellow liquid.Soluble in alcohol and ether. Combustible.
2. Yellow.to.dark.clear.oily.liquid;.sweet,waxy,citrus,floral,balsamic,.dry,dusty,powdery,spicy.aroma.

Occurrence

Not.reported.found.in.nature.

Uses

Perfumery, cosmetics.

Definition

ChEBI: A terpene ketone derived from ring cleavage of the apo carotenoid beta-ionone.

Aroma threshold values

Medium.strength.odor,.balsamic.type.

Check Digit Verification of cas no

The CAS Registry Mumber 141-10-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,4 and 1 respectively; the second part has 2 digits, 1 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 141-10:
(5*1)+(4*4)+(3*1)+(2*1)+(1*0)=26
26 % 10 = 6
So 141-10-6 is a valid CAS Registry Number.
InChI:InChI=1/C13H20O/c1-11(2)7-5-8-12(3)9-6-10-13(4)14/h6-7,9-10H,5,8H2,1-4H3/b10-6+,12-9+

141-10-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name pseudoionone

1.2 Other means of identification

Product number -
Other names 3,5,9-Undecatrien-2-one, 6,10-dimethyl-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
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:141-10-6 SDS

141-10-6Synthetic route

3,7-dimethyl-2,6-octadienal
141-27-5

3,7-dimethyl-2,6-octadienal

acetone
67-64-1

acetone

pseudoionone
141-10-6

pseudoionone

Conditions
ConditionsYield
With sodium acetate; sodium hydroxide In water at 5 - 90℃; Reagent/catalyst; Temperature;96.85%
With barium dihydroxide; water for 2h; Heating;82%
With sodium hydroxide In water at 65℃; Claisen-Schmidt Condensation;51%
With sodium hydroxide for 2.5h; Ambient temperature; Yield given;
With hydrotalcite at 59.85℃; Kinetics; Further Variations:; Reagents;
Acetic acid (E)-2-(4-methyl-pent-3-enyl)-6-oxo-hept-2-enyl ester

Acetic acid (E)-2-(4-methyl-pent-3-enyl)-6-oxo-hept-2-enyl ester

pseudoionone
141-10-6

pseudoionone

Conditions
ConditionsYield
Stage #1: Acetic acid (E)-2-(4-methyl-pent-3-enyl)-6-oxo-hept-2-enyl ester With palladium diacetate; triphenylphosphine In 1,4-dioxane at 80℃; for 1h; Elimination;
Stage #2: With 1-methyl-pyrrolidin-2-one; iodine at 160℃; for 1h; Isomerization;
85%
4-isopropenyl-3,7-dimethyl-1-octyn-6-en-3-ol
64708-52-7

4-isopropenyl-3,7-dimethyl-1-octyn-6-en-3-ol

A

pseudoionone
141-10-6

pseudoionone

B

6,10-dimethyl-3,6,9-undecatrien-2-one
107555-74-8

6,10-dimethyl-3,6,9-undecatrien-2-one

Conditions
ConditionsYield
silver nitrate; potassium nitrate In tetrahydrofuran; water for 15h; Heating;A 12%
B 64%
silver nitrate; potassium nitrate In tetrahydrofuran; water for 15h; Product distribution; Heating; other catalysts in different amounts, different reaction times;A 12%
B 64%
iodine In various solvent(s) at 165℃; for 4h; Yield given. Yields of byproduct given;
hydrogenchloride In various solvent(s) at 165℃; for 1h; Yield given. Yields of byproduct given;
Geraniol
106-24-1

Geraniol

1-triphenylphosphoranylidene-2-propanone
1439-36-7

1-triphenylphosphoranylidene-2-propanone

pseudoionone
141-10-6

pseudoionone

Conditions
ConditionsYield
Stage #1: Geraniol With 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene In dichloromethane at 20℃; for 1.5h;
Stage #2: 1-triphenylphosphoranylidene-2-propanone In dichloromethane at 20℃; for 72h; Wittig reaction;
57%
Geraniol
106-24-1

Geraniol

pseudoionone
141-10-6

pseudoionone

Conditions
ConditionsYield
With aluminum isopropoxide; benzene
With aluminum tri-tert-butoxide; benzene
Multi-step reaction with 2 steps
1: 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate / dichloromethane / 1.08 h / 0 - 20 °C / Molecular sieve; Inert atmosphere
2: sodium hydroxide / water / 65 °C
View Scheme
acetoacetic acid-(1-ethynyl-1,5-dimethyl-hex-4-enyl ester)
22414-87-5

acetoacetic acid-(1-ethynyl-1,5-dimethyl-hex-4-enyl ester)

A

(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one
13927-47-4

(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one

B

pseudoionone
141-10-6

pseudoionone

Conditions
ConditionsYield
at 200℃;
With aluminum isopropoxide; acetic acid; decalin at 190℃;
3,7-dimethyl-octa-1,2,6-trien-1-yl acetate
41494-92-2

3,7-dimethyl-octa-1,2,6-trien-1-yl acetate

citral diacetate
41494-93-3

citral diacetate

acetone
67-64-1

acetone

A

(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one
13927-47-4

(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one

B

pseudoionone
141-10-6

pseudoionone

Conditions
ConditionsYield
With sodium hydroxide
methoxyethene
107-25-5

methoxyethene

(E)-1-iodo-2,6-dimetheylhepta-1,5-diene
71570-25-7

(E)-1-iodo-2,6-dimetheylhepta-1,5-diene

(E)-(2-bromoethenyl)diisopropoxyborane
119441-89-3

(E)-(2-bromoethenyl)diisopropoxyborane

pseudoionone
141-10-6

pseudoionone

Conditions
ConditionsYield
Yield given. Multistep reaction;
(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one
13927-47-4

(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one

pseudoionone
141-10-6

pseudoionone

Conditions
ConditionsYield
With sulfur dioxide; water at 50℃; for 96h; Yield given;
4-isopropenyl-3,7-dimethyl-1-octyn-6-en-3-ol
64708-52-7

4-isopropenyl-3,7-dimethyl-1-octyn-6-en-3-ol

A

pseudoionone
141-10-6

pseudoionone

B

6,10-Dimethyl-2-oxo-3,6,9-undecatriene
64762-12-5

6,10-Dimethyl-2-oxo-3,6,9-undecatriene

C

4-Isopropenyl-7-methyl-3-methylene-oct-6-en-2-one
76026-90-9

4-Isopropenyl-7-methyl-3-methylene-oct-6-en-2-one

D

3,5-Diisopropenyl-1-methyl-2-methylene-cyclopentanol
76026-89-6

3,5-Diisopropenyl-1-methyl-2-methylene-cyclopentanol

Conditions
ConditionsYield
In N,N,N,N,N,N-hexamethylphosphoric triamide at 165℃; for 5h; Yield given. Yields of byproduct given;
In various solvent(s) at 165℃; for 5h; Product distribution; also in other solvents, other time;
In various solvent(s) at 165℃; for 5h; Yield given. Yields of byproduct given;
6,10-dimethyl-3,6,9-undecatrien-2-one
107555-74-8

6,10-dimethyl-3,6,9-undecatrien-2-one

pseudoionone
141-10-6

pseudoionone

Conditions
ConditionsYield
iodine In methanol for 5h; Heating; Yield given;
iodine In methanol for 5h; Product distribution; Heating; var. catalysts, solvents, reaction times and temperatures;
2-methyl-6-methylene-1,3(E),7-octatriene
107841-93-0

2-methyl-6-methylene-1,3(E),7-octatriene

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

A

(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one
13927-47-4

(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one

B

pseudoionone
141-10-6

pseudoionone

C

(5E,8E)-6,10-Dimethyl-undeca-5,8,10-trien-2-one
53779-37-6, 105553-48-8

(5E,8E)-6,10-Dimethyl-undeca-5,8,10-trien-2-one

D

(5E,7E)-6,10-Dimethyl-undeca-5,7,9-trien-2-one
107841-94-1

(5E,7E)-6,10-Dimethyl-undeca-5,7,9-trien-2-one

Conditions
ConditionsYield
Yield given. Multistep reaction. Yields of byproduct given;
Multistep reaction. Yields of byproduct given;
6,10-dimethyl-3-methylsulfinyl-5,9-undecadien-2-one

6,10-dimethyl-3-methylsulfinyl-5,9-undecadien-2-one

pseudoionone
141-10-6

pseudoionone

Conditions
ConditionsYield
With calcium carbonate In toluene for 24h; Heating; Yield given;
cis-3,7-dimethyl-2,6-octadienal
106-26-3

cis-3,7-dimethyl-2,6-octadienal

acetone
67-64-1

acetone

A

(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one
13927-47-4

(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one

B

pseudoionone
141-10-6

pseudoionone

Conditions
ConditionsYield
In sodium hydroxide at 38 - 40℃; for 1.5h; Product distribution;
With sodium hydroxide at 38 - 40℃; for 1.5h; Yield given. Yields of byproduct given;
3,7-dimethyl-2,6-octadienal
141-27-5

3,7-dimethyl-2,6-octadienal

acetone
67-64-1

acetone

A

(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one
13927-47-4

(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one

B

pseudoionone
141-10-6

pseudoionone

Conditions
ConditionsYield
In sodium hydroxide at 38 - 40℃; for 1.5h; Product distribution;
With sodium hydroxide at 38 - 40℃; for 1.5h; Yield given. Yields of byproduct given;
7-methyl-3-methylene-6-octenal
55050-40-3

7-methyl-3-methylene-6-octenal

acetone
67-64-1

acetone

A

(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one
13927-47-4

(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one

B

pseudoionone
141-10-6

pseudoionone

Conditions
ConditionsYield
With sodium hydroxide at 38 - 40℃; for 1.5h; Yield given. Yields of byproduct given;
In sodium hydroxide at 38 - 40℃; for 1.5h; Product distribution;
(Z)-isocitral
72203-97-5

(Z)-isocitral

acetone
67-64-1

acetone

A

(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one
13927-47-4

(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one

B

pseudoionone
141-10-6

pseudoionone

Conditions
ConditionsYield
With sodium hydroxide at 38 - 40℃; for 1.5h; Yield given. Yields of byproduct given;
In sodium hydroxide at 38 - 40℃; for 1.5h; Product distribution;
(3E)-3,7-dimethyl-3,6-octadienal
72203-98-6

(3E)-3,7-dimethyl-3,6-octadienal

acetone
67-64-1

acetone

A

(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one
13927-47-4

(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one

B

pseudoionone
141-10-6

pseudoionone

C

(E)-4-Hydroxy-6,10-dimethyl-undeca-6,9-dien-2-one
84815-24-7

(E)-4-Hydroxy-6,10-dimethyl-undeca-6,9-dien-2-one

Conditions
ConditionsYield
With sodium hydroxide at 38 - 40℃; for 1.5h; Yield given. Yields of byproduct given;
In sodium hydroxide at 38 - 40℃; for 1.5h; Product distribution;
(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one
13927-47-4

(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one

A

pseudoionone
141-10-6

pseudoionone

B

(3Z,5E)ψ-ionone
41759-91-5

(3Z,5E)ψ-ionone

C

5Z-6,10-dimethylundeca-3,5,9-trien-2-one
3796-54-1

5Z-6,10-dimethylundeca-3,5,9-trien-2-one

Conditions
ConditionsYield
In methanol for 1h; Irradiation; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
3-chloro-6,10-dimethyl-undeca-5ξ,9-dien-2-one

3-chloro-6,10-dimethyl-undeca-5ξ,9-dien-2-one

A

(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one
13927-47-4

(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one

B

pseudoionone
141-10-6

pseudoionone

Conditions
ConditionsYield
With pyridine at 190℃;
methyllithium
917-54-4

methyllithium

5,9-dimethyl-deca-2t,4ξ,8-trienoic acid

5,9-dimethyl-deca-2t,4ξ,8-trienoic acid

A

(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one
13927-47-4

(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one

B

pseudoionone
141-10-6

pseudoionone

Conditions
ConditionsYield
With diethyl ether
6,10-dimethyl-3-phenylthio-5E,9-undecadien-2-one
558481-68-8

6,10-dimethyl-3-phenylthio-5E,9-undecadien-2-one

pseudoionone
141-10-6

pseudoionone

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrachloromethane Heating;
Multi-step reaction with 2 steps
1: m-chloroperoxybenzoic acid / CH2Cl2 / 3 h / -78 °C
2: 182 mg / NaHCO3 / CCl4 / 5 h / Heating
View Scheme
(E)-3-Benzenesulfinyl-6,10-dimethyl-undeca-5,9-dien-2-one

(E)-3-Benzenesulfinyl-6,10-dimethyl-undeca-5,9-dien-2-one

pseudoionone
141-10-6

pseudoionone

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrachloromethane for 5h; Heating;182 mg
acetone
67-64-1

acetone

(E/Z)-3,7-dimethyl-2,6-octadienal
5392-40-5

(E/Z)-3,7-dimethyl-2,6-octadienal

A

(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one
13927-47-4

(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one

B

pseudoionone
141-10-6

pseudoionone

Conditions
ConditionsYield
With rehydrated in liquid phase Mg-Al mixed oxide at 59.85℃; for 0.0833333h; Kinetics; Further Variations:; Reagents;
1-chloro-3,7-dimethylocta-2,6-diene
5389-87-7

1-chloro-3,7-dimethylocta-2,6-diene

pseudoionone
141-10-6

pseudoionone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C
1.2: 88 percent / sodium iodide / tetrahydrofuran / 12 h
2.1: NaHCO3 / CCl4 / Heating
View Scheme
Multi-step reaction with 3 steps
1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C
1.2: 88 percent / sodium iodide / tetrahydrofuran / 12 h
2.1: m-chloroperoxybenzoic acid / CH2Cl2 / 3 h / -78 °C
3.1: 182 mg / NaHCO3 / CCl4 / 5 h / Heating
View Scheme
Multi-step reaction with 2 steps
1.1: sodium hydride / tetrahydrofuran / 0 °C
1.2: tetrahydrofuran
2.1: 182 mg / NaHCO3 / CCl4 / 5 h / Heating
View Scheme
(E)-2-Acetyl-5-hydroxymethyl-9-methyl-deca-4,8-dienoic acid methyl ester

(E)-2-Acetyl-5-hydroxymethyl-9-methyl-deca-4,8-dienoic acid methyl ester

pseudoionone
141-10-6

pseudoionone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 60 percent / APTS / acetic acid / 1 h / 70 °C
2.1: Pd(OAc)2; Ph3P / dioxane / 1 h / 80 °C
2.2: 85 percent / iodine; 1-methyl-2-pyrrolidinone / 1 h / 160 °C
View Scheme
Geraniol
106-24-1

Geraniol

aluminium

aluminium

pseudoionone
141-10-6

pseudoionone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / Dess-Martin periodinane / CH2Cl2 / 0.5 h / 0 deg C to rt
2: 82 percent / Ba(OH)2, H2O / 2 h / Heating
View Scheme
6-Methyl-hept-5-en-2-on
110-93-0

6-Methyl-hept-5-en-2-on

pseudoionone
141-10-6

pseudoionone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 85 percent / NaH / tetrahydrofuran / 0 deg C, then Rt 1 h
2: 1.) Dibal; 2.) silica gel / 1.) petroleum ether, hexane, -60 deg C, then 10 deg C over 1.5 h; 2.) petroleum ether, hexane, water, -30 deg C, then 0 deg C, 1 h
3: NaOH / 2.5 h / Ambient temperature
View Scheme
5-methyl-4-hexenenitrile
23089-87-4

5-methyl-4-hexenenitrile

pseudoionone
141-10-6

pseudoionone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 70 percent / diethyl ether / 3 h / 0 °C
2: 85 percent / NaH / tetrahydrofuran / 0 deg C, then Rt 1 h
3: 1.) Dibal; 2.) silica gel / 1.) petroleum ether, hexane, -60 deg C, then 10 deg C over 1.5 h; 2.) petroleum ether, hexane, water, -30 deg C, then 0 deg C, 1 h
4: NaOH / 2.5 h / Ambient temperature
View Scheme
pseudoionone
141-10-6

pseudoionone

acetylene
74-86-2

acetylene

(all-E)-3,7,11-Trimethyldodeca-4,6,10-trien-1-yn-3-ol
145571-82-0

(all-E)-3,7,11-Trimethyldodeca-4,6,10-trien-1-yn-3-ol

Conditions
ConditionsYield
With lithium methanolate In methanol at 0 - 5℃; for 0.5h; Inert atmosphere;98%
With ammonia; lithium 2) THF, 10 deg C, 5 min; Yield given. Multistep reaction;
pseudoionone
141-10-6

pseudoionone

6,10-dimethyl-9-undecen-2-one
4433-36-7

6,10-dimethyl-9-undecen-2-one

Conditions
ConditionsYield
With hydrogen; nickel In methanol95%
pseudoionone
141-10-6

pseudoionone

(E)-β-ionone
79-77-6

(E)-β-ionone

Conditions
ConditionsYield
With C7H13N2O3S(1+)*HO4S(1-)*Cl0.9Nd0.3 In dichloromethane at 37℃; for 0.75h; Solvent; Temperature; Reagent/catalyst;94%
With sulfuric acid In nitromethane at 0℃; for 0.25h;75%
Multi-step reaction with 2 steps
1: 75 percent / CF3CO2H; fluorosulfonic acid / 1 h
2: CF3CO2H; fluorosulfonic acid / 1 h
View Scheme
pseudoionone
141-10-6

pseudoionone

ethynylmagnesium chloride
65032-27-1

ethynylmagnesium chloride

(all-E)-3,7,11-Trimethyldodeca-4,6,10-trien-1-yn-3-ol
145571-82-0

(all-E)-3,7,11-Trimethyldodeca-4,6,10-trien-1-yn-3-ol

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran; chloroform-d1; hexane; calcium carbonate92%
Conditions
ConditionsYield
With sulfuric acid; water In dichloromethane at -20 - 5℃; for 0.916667h; Product distribution / selectivity;A 88.2%
B 0.8%
With sulfuric acid; water In hexane at -20 - 5℃; for 0.916667h; Product distribution / selectivity;A 88%
B 0.6%
With Amberlyst-36 In benzene at 80℃; for 2h;A 11%
B 32%
pseudoionone
141-10-6

pseudoionone

lithio-6 methyl-3 dimethoxy-1,1 hexadiene-3,5
114968-64-8

lithio-6 methyl-3 dimethoxy-1,1 hexadiene-3,5

dimethoxy-1,1 tetramethyl-3,7,11,15 hydroxy-7 hexadecapentaene-3,5,8,10,14
114968-69-3

dimethoxy-1,1 tetramethyl-3,7,11,15 hydroxy-7 hexadecapentaene-3,5,8,10,14

Conditions
ConditionsYield
With sodium hydrogencarbonate In diethyl ether at 0℃; for 1.83333h;88%
pseudoionone
141-10-6

pseudoionone

A

latter ketone

latter ketone

B

6,10-dimethyl-undecan-2-one
1604-34-8

6,10-dimethyl-undecan-2-one

Conditions
ConditionsYield
A n/a
B 87%
pseudoionone
141-10-6

pseudoionone

trimethylsulphonium iodide
2181-42-2

trimethylsulphonium iodide

(RS)-(E,EZ)-2,6,10-trimethyl-1,2-epoxy-3,5,9-undecatriene

(RS)-(E,EZ)-2,6,10-trimethyl-1,2-epoxy-3,5,9-undecatriene

Conditions
ConditionsYield
With sodium methylsulfinylmethanide In tetrahydrofuran; dimethyl sulfoxide at 0℃; for 1h;83%
Conditions
ConditionsYield
With fluorosulphonic acid; trifluoroacetic acid for 1h; Isomerization;75%
With ω-sulfonic-perfluoroalkylated poly(styrene-maleic anhydride)/silica hybrid nanocomposites In benzene at 80℃; for 1h;62%
pseudoionone
141-10-6

pseudoionone

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

(4E,6E)-3,7,11-trimethyldodeca-1,4,6,10-tetraene-3-ol
59121-99-2

(4E,6E)-3,7,11-trimethyldodeca-1,4,6,10-tetraene-3-ol

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 0.5h;71%
61%
pseudoionone
141-10-6

pseudoionone

phenyl isothiocyanate
103-72-0

phenyl isothiocyanate

A

3-hydroxy-7,11-dimethyldodeca-2,4,6,10-tetraenethioic acid phenylamide

3-hydroxy-7,11-dimethyldodeca-2,4,6,10-tetraenethioic acid phenylamide

B

C18H23NS

C18H23NS

C

C18H23NS

C18H23NS

Conditions
ConditionsYield
With sodium hydride In 1,2-dimethoxyethane at 20℃; for 2.5h;A 65%
B n/a
C n/a
6-bromo-3-methyl-1,1-dimethoxy-3,5-hexadiene
111728-20-2

6-bromo-3-methyl-1,1-dimethoxy-3,5-hexadiene

pseudoionone
141-10-6

pseudoionone

A

dimethyl hydroxyacetal

dimethyl hydroxyacetal

B

(2E,4E,6E,8E,10E)-3,7,11,15-tetramethylhexadeca-2,4,6,8,10,14-hexadienal
1070-48-0

(2E,4E,6E,8E,10E)-3,7,11,15-tetramethylhexadeca-2,4,6,8,10,14-hexadienal

Conditions
ConditionsYield
A 60.8%
B n/a
pseudoionone
141-10-6

pseudoionone

ethyltriphenylphosphonium bromide
1530-32-1

ethyltriphenylphosphonium bromide

A

trans(C10)allofarnesene
26560-15-6

trans(C10)allofarnesene

B

cis(C10)allofarnesene
6980-88-7

cis(C10)allofarnesene

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.666667h;A 28%
B 32%
pseudoionone
141-10-6

pseudoionone

trifluoroacetic acid
76-05-1

trifluoroacetic acid

A

6,10-Dimethylundecan-2-ol
38713-13-2

6,10-Dimethylundecan-2-ol

B

1,5,9-trimethyldecyl trifluoroacetate

1,5,9-trimethyldecyl trifluoroacetate

Conditions
ConditionsYield
With triethylsilane In dichloromethane at 20℃; for 2h;A 19%
B 23%
pseudoionone
141-10-6

pseudoionone

methyllithium
917-54-4

methyllithium

2,6,10-trimethyl-undeca-2,5,9-triene
68974-96-9, 68974-97-0

2,6,10-trimethyl-undeca-2,5,9-triene

Conditions
ConditionsYield
(i) Et2O, (ii) Li, NH3; Multistep reaction;
pseudoionone
141-10-6

pseudoionone

sodium cyanide
143-33-9

sodium cyanide

2,6,10-trimethyl-undecanenitrile
57963-90-3

2,6,10-trimethyl-undecanenitrile

Conditions
ConditionsYield
Multistep reaction;
pseudoionone
141-10-6

pseudoionone

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

3,7,11-trimethyldodec-1,4,6,10-tetraene-3-ol
1071-89-2, 5208-91-3

3,7,11-trimethyldodec-1,4,6,10-tetraene-3-ol

pseudoionone
141-10-6

pseudoionone

A

(2E,4E,6E)-6,10-dimethyl-undeca-2,4,6,9-tetraene
19048-50-1

(2E,4E,6E)-6,10-dimethyl-undeca-2,4,6,9-tetraene

B

(2E,4E,6E,8E)-6,10-dimethyl-undeca-2,4,6,8-tetraene

(2E,4E,6E,8E)-6,10-dimethyl-undeca-2,4,6,8-tetraene

Conditions
ConditionsYield
(i) NaBH4, EtOH, (ii) 4-nitro-benzoyl chloride, Py; Multistep reaction;
pseudoionone
141-10-6

pseudoionone

(3E,5E)-6,10-dimethyl-undeca-3,5,9-trien-2-ol
53178-25-9

(3E,5E)-6,10-dimethyl-undeca-3,5,9-trien-2-ol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether
With sodium tetrahydroborate In ethanol Ambient temperature;
With sodium hydroxide; sodium tetrahydroborate; zinc 2-ethylhexanoate 1.) THF, reflux, 2.) 40 deg, 1 h; Yield given; Multistep reaction;
pseudoionone
141-10-6

pseudoionone

acetic anhydride
108-24-7

acetic anhydride

(9E)-11-Acetoxy-6,10-dimethyl-3,5,9-undecatrien-2-one
98666-15-0

(9E)-11-Acetoxy-6,10-dimethyl-3,5,9-undecatrien-2-one

Conditions
ConditionsYield
With selenium(IV) oxide
pseudoionone
141-10-6

pseudoionone

propargyl bromide
106-96-7

propargyl bromide

(5E,7E)-4,8,12-trimethyl-trideca-5,7,11-trien-1-yn-4-ol
2130-31-6

(5E,7E)-4,8,12-trimethyl-trideca-5,7,11-trien-1-yn-4-ol

Conditions
ConditionsYield
(i) Al, HgCl2, THF, (ii) /BRN= 1722925/; Multistep reaction;
pseudoionone
141-10-6

pseudoionone

Dimethyl succinate
106-65-0

Dimethyl succinate

11-Apo-ζ-carotin-dicarbonsaeure-(10.11)
20824-83-3

11-Apo-ζ-carotin-dicarbonsaeure-(10.11)

Conditions
ConditionsYield
(i) KOtBu, (ii) /BRN= 1722925/, (iii) aq. KOH; Multistep reaction;

141-10-6Related news

Catalytic Performance of Sulfated Silica MCM-41 for the Cyclization of PSEUDOIONONE (cas 141-10-6) to Ionones09/30/2019

A series of sulfated silica MCM-41 samples denoted as SM and ASM were prepared by calcination at different temperatures using H 2 SO 4 and (NH 4 ) 2 SO 4 solution as the promoter, respectively. The mesostructure, sulfation process, and surface acidity of t...detailed

Cyclization of PSEUDOIONONE (cas 141-10-6) Catalyzed by Sulfuric Acid in a Microreactor09/29/2019

A microreactor system was developed to investigate the cyclization of pseudoionone (PI) catalyzed by sulfuric acid. The conversion of PI and selectivities of α‐ionone and β‐ionone were explored under various conditions. The effects of residence time, molar ratio of acid/PI (M‐ratio), reacti...detailed

Synthesis of Ionones by Cyclization of PSEUDOIONONE (cas 141-10-6) on Solid Acid Catalysts10/01/2019

Ionone synthesis (α, β and γ isomers) by pseudoionone cyclization was studied on zeolite HBEA, Amberlyst 35W, SiO2–Al2O3, and unsupported and silica-supported heteropolyacids (HPA/SiO2). Ionone formation was preferentially promoted on strong Brønsted acid sites. A 79% ionone yield was obtain...detailed

141-10-6Relevant articles and documents

Water-promoted surface basicity in FeO(OH) for the synthesis of pseudoionones (PS) and their analogues

Vernekar, Dnyanesh,Sakate, Sachin S.,Rode, Chandrashekhar V.,Jagadeesan, Dinesh

, p. 80 - 89 (2019)

Use of Iron oxyhydroxide (γ-FeO(OH)) as a robust catalyst for the synthesis of important intermediates like pseudoionones and their analogues through the C-C bond formation reactions like knoevenagel and aldol condensation is explored. These motifs are the building blocks for the construction of the sesquiterpenes as well as the diterpenes such as retinoic acid, Vitamin A etc. Iron oxyhydroxide (γ-FeO(OH)) was synthesized and well characterized using XRD, FT-IR, TEM, XPS and adsorption studies to establish the catalytic activity. A thorough investigation on the nature of basic sites and the role of water as a promoter was explored based on dye adsorption, in situ methanol dissociation and CO2 adsorption studies. The catalyst also showed a wide range of substrate scope with active methylene groups involving various functional groups such as cyanides, esters and acetophenones along with its stability and reproducibility.

Chen,Le Fevre

, p. 5528,5532 (1965)

Epoxides from myrcene: New versatile tools for the synthesis of functionalized acyclic terpenoids

Fauchet,Miguel, B. Arreguy-San,Taran,Delmond

, p. 3673 - 3684 (1999)

Mono-epoxides prepared from myrcene, were used as synthetic intermediates to obtain citral, linalool, geranylacetone and pseudo-ionone.

Preparation method of pseudoionone

-

Paragraph 0027-0056, (2021/03/13)

The invention provides a preparation method of a vitamin A intermediate pseudoionone. The method relates to a reaction for preparing pseudoionone by catalyzing condensation of acetone and citral by using a novel catalyst, the use amount of reaction acetone can be effectively reduced by using the novel catalyst, self-polymerization and copolymerization of citral and pseudoionone in the reaction arereduced, and the reaction selectivity and yield are improved.

PROCESS OF MAKING PSEUDOIONONE AND HYDROXY PSEUDOIONONE IN AQUEOUS MIXTURES COMPRISING CITRAL AND ACETONE, COMPRISING ADDING FIRST AND SECOND AMOUNTS OF HYDROXIDE

-

Page/Page column 30-33, (2020/06/05)

Described is a process of making pseudoionone and hydroxy pseudoionone comprising the steps of (i) preparing a first aqueous mixture comprising first concentrations of acetone, citral and hydroxide, (ii) producing a second aqueous mixture by allowing to react for a reaction time the components of the first aqueous mixture and (iii) producing a third aqueous mixture by adding to the second aqueous mixture a second amount of hydroxide so that an additional amount of pseudoionone is formed in the third aqueous mixture. The invention further suggests an apparatus for making pseudoionone and hydroxy pseudoionone as well as to a respective process and use of said apparatus in making pseudoionone and hydroxy pseudoionone.

Method for catalytically synthesizing pseudoionone by using alkaline immobilized ionic liquid

-

Paragraph 0023-0033, (2020/06/09)

The invention discloses a method for catalytically synthesizing pseudoionone by using alkaline immobilized ionic liquid. In the method, citral is adopted as a raw material, acetone is slowly dropwiseadded at 40-50 DEG C under the condition that the alkaline immobilized ionic liquid is used as a catalyst to react, thereby obtaining the pseudoionone; a carrier used in the alkaline immobilized ionicliquid is a PS material, the PS material is polystyrene, and the alkaline immobilized ionic liquid is one of the following components shown in the specification. The alkaline immobilized ionic liquidcatalyst disclosed by the invention is easy to separate from a reaction solution, avoids the condition of catalyst loss caused by multiple cyclic reactions, and has the advantages of high product yield, clean product and the like in the process of synthesizing pseudoionone.

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