Product Name

  • Name

    PSEUDOIONONE

  • EINECS 205-457-1
  • CAS No. 141-10-6
  • Article Data94
  • CAS DataBase
  • Density 0.871 g/cm3
  • Solubility Insoluble in water & Soluble in alcohol
  • Melting Point <25 °C
  • Formula C13H20 O
  • Boiling Point 297.8 °C at 760 mmHg
  • Molecular Weight 192.301
  • Flash Point 129 °C
  • Transport Information
  • Appearance Pale yellowish to yellow oily liquid.
  • Safety Slightly toxic by ingestion and skin contact routes. When heated to decomposition it emits acrid smoke and irritating vapors.
  • Risk Codes
  • Molecular Structure Molecular Structure of 141-10-6 (PSEUDOIONONE)
  • Hazard Symbols
  • Synonyms Pseudoionone(6CI); 2,6-Dimethyl-2,6,8-undecatrien-10-one;2,6-Dimethylhendeca-2,6,8-trien-10-one; 2-Pseudoionone; 2-Pseudojonon;6,10-Dimethyl-3,5,9-undecatrien-2-one; Citrylideneacetone; j-Ionone; y-Ionone
  • PSA 17.07000
  • LogP 3.82430

Synthetic 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;

Pseudoionone Chemical Properties

IUPAC Name: (3E,5E)-6,10-Dimethylundeca-3,5,9-trien-2-one
Synonyms: Pseudoionone ; Psi-ionone ; 2,6-Dimethylundeca-2,6,8-triene-10-one ; 5,9-Undecatrien-2-one,6,10-dimethyl-3 ; 9-Undecatrien-2-one,6,10-dimethyl-5 ; Pseudoionone,mixtureofisomers ; 2 6-Dimethylhendeca-2 6 8-trien-10-one ; 6,10-Dimethyl-3,5,9-undecatrien-2-one
CAS NO: 141-10-6
Molecular Formula: C13H20O
Molecular Weight: 192.3
Molecular Structure:
EINECS: 205-457-1
Mol File: 141-10-6.mol
Index of Refraction: 1.475
Surface Tension: 28.1 dyne/cm
Density: 0.871 g/cm3
Flash Point: 129 °C
Enthalpy of Vaporization: 53.76 kJ/mol
Boiling Point: 297.8 °C at 760 mmHg
Vapour Pressure: 0.00132 mmHg at 25°C
Appearance: Pseudoionone (CAS NO.141-10-6) is light yellow oily liquid.

Pseudoionone Uses

 Pseudoionone (CAS NO.141-10-6) is used as intermediate of Vitamin A, spice deodorant  and perfumer agent.

Pseudoionone Production

Citric acid and acetone, treated by bleaching powder, cobalt nitrate, ethanol,can be obtained relatively low purity of Pseudoionone (CAS NO.141-10-6).

Pseudoionone Consensus Reports

Reported in EPA TSCA Inventory.

Pseudoionone Safety Profile

Slightly toxic by ingestion and skin contact routes. When heated to decomposition it emits acrid smoke and irritating vapors.
Safety Statements 23-24/25
S23:Do not breathe vapour. 
S24/25:Avoid contact with skin and eyes. 
WGK Germany 2
RTECS YQ2833700

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