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| CAS No.: | 141-10-6 |
|---|---|
| Name: | PSEUDOIONONE |
| Article Data: | 94 |
| Molecular Structure: | |
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|
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| Formula: | C13H20 O |
| Molecular Weight: | 192.301 |
| 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 |
| EINECS: | 205-457-1 |
| Density: | 0.871 g/cm3 |
| Melting Point: | <25 °C |
| Boiling Point: | 297.8 °C at 760 mmHg |
| Flash Point: | 129 °C |
| Solubility: | Insoluble in water & Soluble in alcohol |
| 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. |
| PSA: | 17.07000 |
| LogP: | 3.82430 |
- 144851-82-1METHYL2-AMINO-3-FLUOROBENZOATE
- 483366-12-7(2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidine
- 173606-50-3BOC-10-AMINODECANOIC ACID
- 361456-36-2METHYL (R)-(+)-ISOCYANATO-3-PHENYLPROPI&
- 5156-58-1N-(1-Benzyl-4-pipperidinyl)-N-phenylpropanamide HCl
- 81281-59-67-Benzylideneaminotheophylline
- 50288-62-5threo-Phenyl-2-piperidyl acetamide
- 82993-81-5D-threo-Ritalinic acid hydrochloride
- 47087-37-6Z-D-Glu-OMe
- 73441-42-6METHYL-5-CHLORO-2,2-DIMETHYLVALERATE
| Conditions | Yield |
|---|---|
| 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; |
- 141-10-6
pseudoionone
| Conditions | Yield |
|---|---|
| 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% |
- 64708-52-7
4-isopropenyl-3,7-dimethyl-1-octyn-6-en-3-ol
A
- 141-10-6
pseudoionone
B
- 107555-74-8
6,10-dimethyl-3,6,9-undecatrien-2-one
| Conditions | Yield |
|---|---|
| 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; |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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 |
- 22414-87-5
acetoacetic acid-(1-ethynyl-1,5-dimethyl-hex-4-enyl ester)
A
- 13927-47-4
(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one
B
- 141-10-6
pseudoionone
| Conditions | Yield |
|---|---|
| at 200℃; | |
| With aluminum isopropoxide; acetic acid; decalin at 190℃; |
- 41494-92-2
3,7-dimethyl-octa-1,2,6-trien-1-yl acetate
- 41494-93-3
citral diacetate
- 67-64-1
acetone
A
- 13927-47-4
(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one
B
- 141-10-6
pseudoionone
| Conditions | Yield |
|---|---|
| With sodium hydroxide |
- 107-25-5
methoxyethene
- 71570-25-7
(E)-1-iodo-2,6-dimetheylhepta-1,5-diene
- 119441-89-3
(E)-(2-bromoethenyl)diisopropoxyborane
- 141-10-6
pseudoionone
| Conditions | Yield |
|---|---|
| Yield given. Multistep reaction; |
- 13927-47-4
(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one
- 141-10-6
pseudoionone
| Conditions | Yield |
|---|---|
| With sulfur dioxide; water at 50℃; for 96h; Yield given; |
- 64708-52-7
4-isopropenyl-3,7-dimethyl-1-octyn-6-en-3-ol
A
- 141-10-6
pseudoionone
B
- 64762-12-5
6,10-Dimethyl-2-oxo-3,6,9-undecatriene
C
- 76026-90-9
4-Isopropenyl-7-methyl-3-methylene-oct-6-en-2-one
D
- 76026-89-6
3,5-Diisopropenyl-1-methyl-2-methylene-cyclopentanol
| Conditions | Yield |
|---|---|
| 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; |
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Chemistry
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: .gif){kind=small}
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.
Uses
Pseudoionone (CAS NO.141-10-6) is used as intermediate of Vitamin A, spice deodorant and perfumer agent.
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).
Consensus Reports
Reported in EPA TSCA Inventory.
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