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2111-75-3

Basic Information
CAS No.: 2111-75-3
Name: (-)-PERILLALDEHYDE
Article Data: 30
Molecular Structure:
Molecular Structure of 2111-75-3 ((-)-PERILLALDEHYDE)
Formula: C10H14O
Molecular Weight: 150.221
Synonyms: 1-Cyclohexene-1-carboxaldehyde,4-isopropenyl- (7CI,8CI);Perillaldehyde (6CI);4-(1-Methylethenylpro)-1-cyclohexene-1-carboxaldehyde;4-(2-Propenyl)-1-cyclohexenecarboxaldehyde;4-Isopropenyl-1-cyclohexene-1-carboxaldehyde;4-Isopropenyl-1-cyclohexenecarboxaldehyde;NSC 138642;Perilla aldehyde;Perillal;dl-Perillaldehyde;p-Mentha-1,8-dien-7-al;
EINECS: 218-302-8
Density: 1.002 g/cm3
Melting Point: <25 °C
Boiling Point: 238 °C at 760 mmHg
Flash Point: 95.6 °C
Solubility: Insoluble in water; soluble in alcohols and oils
Appearance: Pale, yellowish oily liquid; powerful, fatty-spicy, oily-herbaceous odour
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26
PSA: 17.07000
LogP: 2.48790
Synthetic route
536-59-4

perillol

2111-75-3

perillaldehyde

Conditions
ConditionsYield
With oxygen In 1,3,5-trimethyl-benzene at 60℃; under 760.051 Torr; for 4h; Solvent; Reagent/catalyst;100%
With Iron(III) nitrate nonahydrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; sodium chloride In 1,2-dichloro-ethane at 20℃; for 9h;90%
With tert.-butylhydroperoxide; oxygen In decane; toluene at 80℃; under 750.075 Torr; Schlenk technique;90%
552-89-6

2-nitro-benzaldehyde

2111-75-3

perillaldehyde

Conditions
ConditionsYield
With hydrogenchloride; aluminum isopropoxide In ethyl acetate; benzene84%
7694-45-3

l-perillic acid

2111-75-3

perillaldehyde

Conditions
ConditionsYield
With Bis(N-methylpiperazinyl) aluminum hydride In tetrahydrofuran for 9h; Heating;78%
536-59-4

perillol

A

5502-72-7

dihydroperilla alcohol

B

2111-75-3

perillaldehyde

Conditions
ConditionsYield
With 6C16H36N(1+)*2Zn(2+)*4Na(1+)*[Bi2Zn2(ZnW9O34)2](14-); urea hydrogen peroxide adduct In acetonitrile at 70℃; for 2h; Ene Reaction;A 40%
B 60%
564-94-3, 18486-69-6, 23727-16-4, 57526-63-3

(+/-)-(1S,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-carbaldehyde

2111-75-3

perillaldehyde

Conditions
ConditionsYield
at 380 - 400℃; beim Leiten durch ein Eisen-Rohr;
39850-85-6

1-Chlor-4-isopropenylcyclohexen

68-12-2, 33513-42-7

N,N-dimethyl-formamide

2111-75-3

perillaldehyde

Conditions
ConditionsYield
(i) Li, Et2O, (ii) /BRN= 605365/; Multistep reaction;
dihydrocuminyl alcohol

dihydrocuminyl alcohol

2111-75-3

perillaldehyde

Conditions
ConditionsYield
With chromic acid levorotatory form;
levorotatory perilla alcohol

levorotatory perilla alcohol

2111-75-3

perillaldehyde

Conditions
ConditionsYield
With chromic acid levorotatory perillaldehyde;
41747-24-4

(methyl)(4-chlorocyclohex-3-en-1-yl)ketone

2111-75-3

perillaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: (i) Li, Et2O, (ii) /BRN= 605365/
View Scheme
138-86-3

limonene.

2111-75-3

perillaldehyde

Conditions
ConditionsYield
With sodium hydrogencarbonate; sodium sulfite In dichloromethane; 3-chloro-benzenecarboperoxoic acid
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    Raw material ,higher purity, support by origional factory, fully large stock Basic information Product Name: (-)-PERILLALDEHYDE Synonyms: (-)-4-ISOPROPENYL-1-CYCLOHEXENE-1-CARBOXALDEHYDE;1-4(1-METHYLETHENYL)-1-CYCLOHEXANE-1-CARBOXALDEHYDE;

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Chemistry

IUPAC Name: 4-prop-1-en-2-ylcyclohexene-1-carbaldehyde    
Molecular Formula: C10H14O
Molecular Weight: 150.2176g/mol
EINECS: 218-302-8
Density: 0.967 g/mL at 20 °C(lit.)
Boiling Point: 238 °C at 760 mmHg
Flash Point: 95.6 °C
Solubility: insoluble in water; soluble in alcohols and oils
Appearance: pale, yellowish oily liquid; powerful, fatty-spicy, oily-herbaceous odour
Freely Rotating Bonds: 2 
Polar Surface Area: 17.07 Å2 
Index of Refraction: 1.543 
Molar Refractivity: 47.25 cm3 
Molar Volume: 149.8 cm3
Polarizability: 18.73 ×10-24 cm3 
Surface Tension: 40.1 dyne/cm
Enthalpy of Vaporization: 47.48 kJ/mol 
Vapour Pressure: 0.0434 mmHg at 25°C 
   The chemical synonyms of (-)-Perillaldehyde (2111-75-3) are (-)-4-isopropenyl-1-cyclohexene-1-carboxaldehyde ; 1-4(1-methylethenyl)-1-cyclohexane-1-carboxaldehyde ; l(-)-perillaldehyde ; l-perillaldehyde ; fema 3557 ; (s)-4-isopropenyl-cyclohex-1-enecarbaldehyde ; (s)-4-isopropenyl-cyclohexene-1-carboxaldehyde ; (s)-p-mentha-1,8-dien-7-al .Product categories of (-)-Perillaldehyde (2111-75-3) are  pharmacetical .The molecular structure of (-)-Perillaldehyde (2111-75-3) is.

Uses

  (-)-Perillaldehyde (2111-75-3) can be used as flavor.

Toxicity Data With Reference

1.    

skn-gpg 100%/24H MOD

    FCTOD7    Food and Chemical Toxicology. 20 (Suppl)(1982),799.
2.    

cyt-ham:fbr 50 mg/L

    FCTOD7    Food and Chemical Toxicology. 22 (1984),623.
3.    

orl-mus LD50:1720 mg/kg

    FCTOD7    Food and Chemical Toxicology. 20 (Suppl)(1982),799.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Moderately toxic by ingestion. A skin irritant. Mutation data reported. When heated to decomposition it emits acrid smoke and fumes. See also ALDEHYDES.
Hazard Codes:  Xi
Risk Statements:  36/37/38 
36/37/38:  Irritating to eyes, respiratory system and skin
Safety Statements:  26 
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
F  10:  Keep under argon