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101-86-0

Basic Information
CAS No.: 101-86-0
Name: alpha-Hexylcinnamaldehyde
Article Data: 4
Molecular Structure:
Molecular Structure of 101-86-0 (alpha-Hexylcinnamaldehyde)
Formula: C15H20O
Molecular Weight: 216.323
Synonyms: Cinnamaldehyde,a-hexyl- (6CI,8CI);2-(Phenylmethylene)octanal;2-Hexyl-3-phenyl-2-propenal;2-Hexylcinnamaldehyde;Hexyl cinnamic aldehyde;NSC 406799;NSC 46150;a-Hexylcinnamaldehyde;a-Hexylcinnamic aldehyde;a-Hexylcinnamyl aldehyde;a-n-Hexyl-b-phenylacrolein;a-n-Hexylcinnamaldehyde;
EINECS: 202-983-3
Density: 0.95 g/cm3
Boiling Point: 308.1 °C at 760 mmHg
Flash Point: 140.5 °C
Hazard Symbols: CorrosiveC,IrritantXi
Risk Codes: 36/37/38-34
Safety: 26-36/37/39-45-36
Transport Information: UN 3265 8/PG 3
PSA: 17.07000
LogP: 4.23930
Synthetic route
124-13-0

Octanal

100-52-7

benzaldehyde

101-86-0

α-hexylcinnamaldehyde

Conditions
ConditionsYield
With benzoic acid; L-proline In neat (no solvent) at 125℃; for 1h; Aldol Condensation; Inert atmosphere;97%
With nitrogen; potassium hydroxide In methanol; water at 30℃; for 6h;93.8%
With pyrrolidine In neat (no solvent) at 120℃; for 0.25h; Microwave irradiation;90%
124-13-0

Octanal

100-52-7

benzaldehyde

A

13893-39-5

2-hexyl-2-decenal

B

101-86-0

α-hexylcinnamaldehyde

Conditions
ConditionsYield
With p-toluene sulfonic acid impregnated on MCM-41 In neat (no solvent) at 125℃; for 13h; Inert atmosphere; Green chemistry;
101-86-0

α-hexylcinnamaldehyde

53892-67-4

α-hexylcinnamyl alcohol

Conditions
ConditionsYield
With tricarbonyl(η4-1,3-bis(trimethylsilyl)-4,5,6,7-tetrahydro-2H-inden-2-one)iron; hydrogen; potassium carbonate In water; isopropyl alcohol at 100℃; under 22502.3 Torr; for 17h; Inert atmosphere;98%
With Cp*Ir(6,6'-dionato-2,2'-bipyridine)(H2O); isopropyl alcohol at 82℃; for 6h; Inert atmosphere; Schlenk technique; chemoselective reaction;96%
With Cp*Ir(6,6'-dionato-2,2'-bipyridine)(H2O); isopropyl alcohol at 82℃; for 6h; Inert atmosphere; Green chemistry;96%
101-86-0

α-hexylcinnamaldehyde

107613-28-5

(±)-2-benzyl-1-octanol

Conditions
ConditionsYield
With sodium tetrahydroborate; palladium diacetate In methanol at 20℃; for 1h;95%
101-86-0

α-hexylcinnamaldehyde

28144-70-9

anthranilic acid amide

104-53-0

3-phenyl-propionaldehyde

Conditions
ConditionsYield
With bismuth (III) nitrate pentahydrate In ethanol at 100℃; for 12h; Temperature;92%
101-86-0

α-hexylcinnamaldehyde

α-hexylcinnamaldehyde-α-d1

Conditions
ConditionsYield
With 2-pentafluorophenyl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; water-d2; potassium acetate In dichloromethane at 50℃; for 12h;92%
101-86-0

α-hexylcinnamaldehyde

A

107613-28-5

(±)-2-benzyl-1-octanol

B

53892-67-4

trans-α-n-hexylcinnamic alcohol

Conditions
ConditionsYield
With chlorine[2-(4,5-dihydro-1H-imidazol-2-yl)-6-methoxypyridine](pentamethylcyclopentadienyl)iridium(III) chloride; sodium formate In water at 80℃; for 0.5h; Schlenk technique; chemoselective reaction;A 91%
B n/a
101-86-0

α-hexylcinnamaldehyde

28144-70-9

anthranilic acid amide

2-(1-phenyl-2-octyl)quinazolin-4(3H)-one

Conditions
ConditionsYield
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] In toluene at 120℃; for 12h; Inert atmosphere;88%
101-86-0

α-hexylcinnamaldehyde

62-53-3

aniline

623-47-2

propynoic acid ethyl ester

ethyl 5-hexyl-1,4-diphenyl-1,4-dihydropyridine-3-carboxylate

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In toluene at 70℃; for 6h; Schlenk technique; Inert atmosphere;84%
101-86-0

α-hexylcinnamaldehyde

1303507-75-6

N-benzyloxy-α-methyl-α-bromopropionamide

C26H33NO3

Conditions
ConditionsYield
With potassium hydroxide at 20℃;84%
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Chemistry

Molecular Formula: C15H20O
Formula Weight: 216.32
bp : 174-176 °C15 mm Hg(lit.)
density : 0.95 g/mL at 25 °C(lit.)
refractive index : n20/D 1.55(lit.)
Fp : 200 °F
nature of HEXYL CINNAMALDEHYDE: pale yellow viscous liquid slightly.Soluble ethanol, do not dissolve in water, propylene glycol, glycerin. Yi oxidation.

Uses

HEXYL CINNAMALDEHYDE are jasmine scent, a-amylcinnamaldehyde and with even more flavor, more stable. For soap, detergent.

Production

benzaldehyde and octyl acid in the presence of alkali generated from condensation.

Toxicity Data With Reference

1.   

skn-rbt 500 mg/24H MOD

   FCTXAV    Food and Cosmetics Toxicology. 12 (1974),915.
2.   

orl-rat LD50:3100 mg/kg

   FCTXAV    Food and Cosmetics Toxicology. 12 (1974),915.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Hazard Codes : C,Xi
Risk Statements : 36/37/38-34
Safety Statements : 26-36/37/39-45-36
RIDADR : UN 3265 8/PG 3
WGK Germany : 2
RTECS : GD6560000
Moderately toxic by ingestion. A skin irritant. When heated to decomposition it emits acrid smoke and fumes. See also ALDEHYDES.

Standards and Recommendations

Assay of HEXYL CINNAMALDEHYDE: Approx.95%