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Cas Database

Name	Perillaldehyde	EINECS	218-302-8
CAS No.	2111-75-3	Density	1.002 g/cm³
PSA	17.07000	LogP	2.48790
Solubility	Insoluble in water; soluble in alcohols and oils	Melting Point	<25 °C
Formula	C₁₀H₁₄O	Boiling Point	238 °C at 760 mmHg
Molecular Weight	150.221	Flash Point	95.6 °C
Transport Information	N/A	Appearance	Pale, yellowish oily liquid; powerful, fatty-spicy, oily-herbaceous odour
Safety	26	Risk Codes	36/37/38
Molecular Structure		Hazard Symbols	Xi
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;	Article Data	30

Perillaldehyde Synthetic route

: 536-59-4
perillol

: 2111-75-3
perillaldehyde

Conditions

Conditions	Yield
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

Conditions	Yield
With hydrogenchloride; aluminum isopropoxide In ethyl acetate; benzene	84%

: 7694-45-3
l-perillic acid

: 2111-75-3
perillaldehyde

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
(i) Li, Et2O, (ii) /BRN= 605365/; Multistep reaction;

dihydrocuminyl alcohol: dihydrocuminyl alcohol

: 2111-75-3
perillaldehyde

Conditions

Conditions	Yield
With chromic acid levorotatory form;

levorotatory perilla alcohol: levorotatory perilla alcohol

: 2111-75-3
perillaldehyde

Conditions

Conditions	Yield
With chromic acid levorotatory perillaldehyde;

: 41747-24-4
(methyl)(4-chlorocyclohex-3-en-1-yl)ketone

: 2111-75-3
perillaldehyde

Conditions

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

: 138-86-3
limonene.

: 2111-75-3
perillaldehyde

Conditions

Conditions	Yield
With sodium hydrogencarbonate; sodium sulfite In dichloromethane; 3-chloro-benzenecarboperoxoic acid

Perillaldehyde Chemical Properties

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.

Perillaldehyde Uses

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

Perillaldehyde 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.

Perillaldehyde Consensus Reports

Reported in EPA TSCA Inventory.

Perillaldehyde 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

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