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Geranylacetone

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Name

Geranylacetone

EINECS 211-711-2
CAS No. 689-67-8 Density 0.856 g/cm3
PSA 17.07000 LogP 4.04830
Solubility Not miscible or difficult to mix in water. Soluble in alcohol. Melting Point N/A
Formula C13H22O Boiling Point 256.038 °C at 760 mmHg
Molecular Weight 194.317 Flash Point 107.443 °C
Transport Information N/A Appearance Colorless liquid or Light yellow liquid
Safety 26-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 689-67-8 (6,10-Dimethyl-5,9-undecadien-2-one) Hazard Symbols IrritantXi
Synonyms

5,9-Hendecadien-2-one,6,10-dimethyl- (4CI);2,6-Dimethylundeca-2,6-dien-10-one;6,10-Dimethyl-5,9-undec-2-one;6,10-Dimethyl-5,9-undecadien-2-one;6,10-Dimethyl-5,9-undecadiene-2-one;Dihydropseudoionone;NSC 406679;

Article Data 52

Geranylacetone Synthetic route

141-10-6

pseudoionone

689-67-8

pseudo-ionone

Conditions
ConditionsYield
With phenylsilane; C3H7CuF*FH In tetrahydrofuran at 20℃; for 12h; Inert atmosphere; chemoselective reaction;96%
With ethanol; nickel Hydrogenation;
With nickel at 50℃; Hydrogenation;
25456-03-5

3,7-Dimethylocta-1,6-dien-3-yl acetoacetate

689-67-8

pseudo-ionone

Conditions
ConditionsYield
With aluminum oxide at 60℃; for 3h;95%
With aluminum oxide at 60℃; for 5h; other allyl acetoacetates;75%
With aluminum oxide at 60℃; for 5h;75%
With palladium diacetate; triphenylphosphine In tert-butyl alcohol at 50℃; for 2h;56%
at 170 - 235℃;
78-70-6

3,7-dimethylocta-1,6-dien-3-ol

116-11-0

2-Methoxypropene

689-67-8

pseudo-ionone

Conditions
ConditionsYield
ammonium chloride at 140℃; for 40h; Product distribution / selectivity; Autoclave;93.1%
With phenylphosphinic acid
134451-02-8

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

87887-37-4

3-Chloro-10-methyl-6-methylene-undec-9-en-2-one

689-67-8

pseudo-ionone

Conditions
ConditionsYield
With 2,4,6-trimethyl-pyridine; lithium chloride In various solvent(s) at 150℃; for 2.5h;88%
78-70-6

3,7-dimethylocta-1,6-dien-3-ol

105-45-3

acetoacetic acid methyl ester

689-67-8

pseudo-ionone

Conditions
ConditionsYield
With aluminum oxide In methanol at 170℃; for 5.5h; Temperature;85.68%
418768-53-3

C15H24O2

A

689-67-8

pseudo-ionone

B

129970-89-4

C14H24O

Conditions
ConditionsYield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,2-dichloro-benzene at 140℃; for 14h; Sealed tube; Inert atmosphere;A 30%
B 64%
108-24-7

acetic anhydride

C11H19IMg

689-67-8

pseudo-ionone

Conditions
ConditionsYield
In diethyl ether at -72℃;44.7%
50373-44-9

C13H24O

689-67-8

pseudo-ionone

Conditions
ConditionsYield
With dichloro(benzene)ruthenium(II) dimer; mono(3-deoxy-3-[N-(2-hydroxyethyl)amino])-β-cyclodextrin; sodium formate In water; N,N-dimethyl-formamide at 50℃; for 12h; optical yield given as %ee; enantioselective reaction;35%
19317-11-4

farnesal

689-67-8

pseudo-ionone

Conditions
ConditionsYield
With potassium carbonate
111-02-4

squalene

689-67-8

pseudo-ionone

Conditions
ConditionsYield
With potassium permanganate; acetone bei gewoehnlicher Temperatur;

Geranylacetone Chemical Properties

CAS: 689-67-8
MF: C13H22O
MW: 194.31
EINECS: 223-269-8
Product Categories: Acyclic Monoterpenes;Biochemistry;Terpenes
Mol File: 689-67-8.mol
bp:  254-258 °C(lit.)
density:  0.873 g/mL at 25 °C(lit.)
FEMA:  3542
refractive index:  n20/D 1.467(lit.)
Fp:  >230 °F
Synonyms:9-Undecadien-2-one,6,10-dimethyl-5;alpha,beta-Dihydropseudoionone;Dihydropseudoionone;TRANS-6,10-DIMETHYL-5,9-UNDECADIEN-2-ONE;GERANYL-2-PROPANONE;FEMA 3542;CBI-BB ZERO/001230;6,10-DIMETHYLUNDECA-5,9-DIEN-2-ONE
The structure of GERANYL ACETONE is:

          

Geranylacetone Toxicity Data With Reference

   

skn-rbt 500 mg/24H MOD

   FCTXAV    Food and Cosmetics Toxicology. 17 (1979),787.

Geranylacetone Consensus Reports

GERANYL ACETONE is reported in EPA TSCA Inventory.

Geranylacetone Safety Profile

Hazard Codes:  Xi
Risk Statements:  36/37/38
Safety Statements:  26-37/39
WGK Germany:  3
RTECS:  YQ1190000
A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes.
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