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Basic Information
CAS No.: 16409-46-4
Name: Menthyl isovalerate
Article Data: 5
Molecular Structure:
Molecular Structure of 16409-46-4 (Menthyl isovalerate)
Formula: C15H28 O2
Molecular Weight: 240.386
Synonyms: Isovalericacid, p-menth-3-yl ester (7CI); Menthol, isovalerate (8CI); Menthyl isovalerate
EINECS: 240-460-1
Density: 0.909
Melting Point: 1.3°C (estimate)
Boiling Point: 269.5°Cat760mmHg
Flash Point: 113 ºC
Appearance: COA
Hazard Symbols:
Risk Codes: R36/37/38   
Safety: Low toxicity by ingestion. ingestion and skin contact. A moderate skin contact irritant. When heated to decomposition it emits acrid smoke and irritating vapors.
PSA: 26.30000
LogP: 4.03650
Synthetic route
201230-82-2

carbon monoxide

89-78-1

menthol

115-11-7

isobutene

16409-46-4

menthyl isovalerate

Conditions
ConditionsYield
With palladium diacetate; hydrogen; toluene-4-sulfonic acid; triphenylphosphine In xylene at 100℃; under 13680 Torr; for 2h;99.7%
With hydrogen; bis-triphenylphosphine-palladium(II) chloride In 1,4-dioxane; xylene at 130℃; under 33440 Torr; for 21h; Product distribution; var. reactions conditions;62%
With hydrogen; bis-triphenylphosphine-palladium(II) chloride In 1,4-dioxane; xylene at 130℃; under 33440 Torr; for 21h;62%
With palladium diacetate; hydrogen; toluene-4-sulfonic acid; triphenylphosphine In xylene at 100℃; under 13680 Torr; for 2h; other rate of hydrocarboxylation, var. component ratio, var. solvents;
503-74-2

3-methylbutyric acid

2216-51-5

(-)-menthol

16409-46-4

menthyl isovalerate

Conditions
ConditionsYield
With sulfuric acid at 100 - 110℃; -isovalerate;
With mineral acid at 70 - 80℃; isovaleric acid l-menthyl ester;
2216-51-5

(-)-menthol

108-12-3

isopentanoyl chloride

16409-46-4

menthyl isovalerate

Conditions
ConditionsYield
With pyridine; benzene isovaleric acid l-menthyl ester;
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Chemistry

IUPAC Name:  (5-methyl-2-propan-2-ylcyclohexyl) 3-methylbutanoate
Synonyms of Menthyl 3-menthylbutyrate (CAS NO.16409-46-4): 1-Isopropyl-4-methylcyclohex-2-yl 3-methylbutanoate ; 2-06-00-00043 (Beilstein Handbook Reference) ; 5-Methyl-2-(1-methylethyl)cyclohexyl 3-methylbutanoate ; BRN 3200250 ; Butanoic acid, 3-methyl-, 5-methyl-2-(1-methylethyl)cyclohexyl ester ; EINECS 240-460-1 ; FEMA No. 2669 ; Menth-3-yl isovalerate ; Menthyl 3-menthylbutyrate ; Menthyl 3-methylbutanoate ; Menthyl isopentanoate ; Menthyl isovalerate ; Menthyl isovalerianate ; Mentyl isovalerate ; P-Menth-3-yl isovalerate ; (1alpha,2beta,5alpha)-3-Methylbutanoic acid, 5-methyl-2-(1-methylethyl)cyclohexyl ester ; Isovaleric acid, p-menth-3-yl ester (7CI) ; Menthol, isovalerate
CAS NO: 16409-46-4 
Molecular Formula of Menthyl 3-menthylbutyrate (CAS NO.16409-46-4):  C15H28O
Molecular Weight: 240.3816  
H bond acceptors: 2
H bond donors: 0
Freely Rotating Bonds: 5
Polar Surface Area: 26.3 Å2
Index of Refraction: 1.452
Molar Refractivity: 71.19 cm3
Molar Volume: 263.5 cm3
Surface Tension: 29.9 dyne/cm
Density: 0.91 g/cm3
Flash Point: 124.1 °C
Enthalpy of Vaporization: 50.76 kJ/mol
Boiling Point: 269.5 °C at 760 mmHg
Vapour Pressure: 0.00724 mmHg at 25°C 
Molecular Structure:

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin > 5gm/kg (5000mg/kg)   Food and Chemical Toxicology. Vol. 20, Pg. 735, 1982.
rat LD50 oral > 5gm/kg (5000mg/kg)   Food and Chemical Toxicology. Vol. 20, Pg. 735, 1982.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Hazard Codes of Menthyl 3-menthylbutyrate (CAS NO.16409-46-4): XiIrritant
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36: Wear suitable protective clothing.
WGK Germany: 2
RTECS: OT0720000
Low toxicity by ingestion. ingestion and skin contact. A moderate skin contact irritant. When heated to decomposition it emits acrid smoke and irritating vapors.