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Basic Information
| CAS No.: | 101-86-0 |
|---|---|
| Name: | alpha-Hexylcinnamaldehyde |
| Molecular Structure: | |
|
|
|
| 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: |
 C, Xi
|
| 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 |
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Synthetic route
Conditions
| Conditions | Yield |
|---|---|
| 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% |
Conditions
| Conditions | Yield |
|---|---|
| With p-toluene sulfonic acid impregnated on MCM-41 In neat (no solvent) at 125℃; for 13h; Inert atmosphere; Green chemistry; |
...Expand
- 101-86-0
α-hexylcinnamaldehyde
- 53892-67-4
α-hexylcinnamyl alcohol
Conditions
| Conditions | Yield |
|---|---|
| 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
| Conditions | Yield |
|---|---|
| With sodium tetrahydroborate; palladium diacetate In methanol at 20℃; for 1h; | 95% |
Conditions
| Conditions | Yield |
|---|---|
| With bismuth (III) nitrate pentahydrate In ethanol at 100℃; for 12h; Temperature; | 92% |
- 101-86-0
α-hexylcinnamaldehyde
Conditions
| Conditions | Yield |
|---|---|
| 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
| Conditions | Yield |
|---|---|
| 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
Conditions
| Conditions | Yield |
|---|---|
| With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] In toluene at 120℃; for 12h; Inert atmosphere; | 88% |
Conditions
| Conditions | Yield |
|---|---|
| With copper(II) bis(trifluoromethanesulfonate) In toluene at 70℃; for 6h; Schlenk technique; Inert atmosphere; | 84% |
...Expand
Conditions
| Conditions | Yield |
|---|---|
| With potassium hydroxide at 20℃; | 84% |
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alpha-Hexylcinnamaldehyde
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.
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.
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%