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15356-70-4

Basic Information
CAS No.: 15356-70-4
Name: MENTHOL
Article Data: 101
Molecular Structure:
Molecular Structure of 15356-70-4 (MENTHOL)
Formula: C10H20O
Molecular Weight: 156.268
Synonyms: CCRIS 4666;UNII-YS08XHA860;
EINECS: 216-074-4
Density: 0.89 g/mL at 25 °C(lit.)
Melting Point: 34-36 °C(lit.)
Boiling Point: 216 °C(lit.)
Flash Point: 200 °F
Hazard Symbols: R37/38:; R41:;
Risk Codes:  Xi:Irritant;
">  Xi:Irritant;
Safety: 36/37/39-36-26
PSA: 20.23000
LogP: 2.43950
Synthetic route
87770-93-2, 88765-36-0, 91898-14-5, 97334-45-7, 121153-32-0

(1S,2R,4R)-1-Isopropyl-2-methoxymethoxy-4-methyl-cyclohexane

15356-70-4

menthol

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In butanone for 3.5h; Heating;99%
87770-96-5, 88765-35-9, 91898-15-6, 123482-46-2

(1S,2R,4R)-1-Isopropyl-2-(2-methoxy-ethoxymethoxy)-4-methyl-cyclohexane

15356-70-4

menthol

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In butanone for 4h; Heating;99%

tert-butyl(2-isopropyl-5-methylcyclohexyloxy)dimethylsilane

15356-70-4

menthol

Conditions
ConditionsYield
With phosphomolybdic acid hydrate; silica gel In tetrahydrofuran at 20℃; for 0.333333h;96%
Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen In methanol at 25℃; under 2280.15 Torr; for 8h;95.6%
With hydrogen In toluene at 80℃; under 15001.5 Torr; for 16h; Kinetics; Catalytic behavior; Reagent/catalyst; Autoclave;96 %Chromat.
41231-48-5

benzyl 4-nitrobenzenesulfinate

15356-70-4

menthol

Conditions
ConditionsYield
With potassium hydroxide In methanol at 25℃; for 0.5h;93%
5392-40-5

(E/Z)-3,7-dimethyl-2,6-octadienal

A

106-22-9

Citronellol

B

106-21-8, 59204-02-3

tetrahydrogeraniol

15356-70-4

menthol

Conditions
ConditionsYield
With hydrogen In tert-butyl alcohol at 80℃; under 1500.15 - 15001.5 Torr; for 8h; Autoclave; diastereoselective reaction;A n/a
B n/a
C 89%
Conditions
ConditionsYield
With titanium(III) chloride; magnesium In tetrahydrofuran for 2.5h; Heating;88%
Conditions
ConditionsYield
With hydrogen In tert-butyl alcohol at 80℃; under 7500.75 Torr; for 8h; Autoclave; diastereoselective reaction;A n/a
B n/a
C 87%
D n/a
Conditions
ConditionsYield
With ruthenium(IV) oxide In cyclohexane at 75℃; under 7500.75 Torr; for 22h; Temperature; Time;68%
With hydrogen; nickel at 180℃; under 7355.08 - 22065.2 Torr;
With calcium ethoxide at 180℃;
With aluminum ethoxide at 180℃;
Conditions
ConditionsYield
With 5%-palladium/activated carbon; hydrogen In tert-butyl alcohol at 80℃; under 1500.15 - 15001.5 Torr; for 40h; Autoclave; diastereoselective reaction;A n/a
B n/a
C 68%
D n/a
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Toxicity Data With Reference

1.   

skn-rbt 500 mg/24H MLD

    FCTXAV    Food and Cosmetics Toxicology. 14 (1976),443.
2.   

eye-rbt 1%

    FRZKAP    Farmatsevtichnii Zhurnal (Kiev). 17 (3)(1962),53.
3.   

orl-rat LD50:2900 mg/kg

    FAONAU    Food and Agriculture Organization of United Nations, Report Series. 44A (1967),59.
4.   

scu-rat LDLo:1 g/kg

    MMWOAU    Muenchener Medizinische Wochenscrift. 73 (1926),2011.
5.   

orl-mus LD50:3100 mg/kg

    QJPPAL    Quarterly Journal of Pharmacy and Pharmacology. 5 (1932),233.
6.   

scu-mus LDLo:14 g/kg

    MMWOAU    Muenchener Medizinische Wochenscrift. 73 (1926),2011.
7.   

orl-cat LDLo:1500 mg/kg

    MMWOAU    Muenchener Medizinische Wochenscrift. 73 (1926),2011.
8.   

ipr-cat LDLo:1500 mg/kg

    MMWOAU    Muenchener Medizinische Wochenscrift. 73 (1926),2011.
9.   

ipr-rbt LDLo:2000 mg/kg

    FAONAU    Food and Agriculture Organization of United Nations, Report Series. 44A (1967),59.
10.   

ipr-gpg LD50:865 mg/kg

    APFRAD    Annales Pharmaceutiques Francaises. 10 (1952),481.

Consensus Reports

NCI Carcinogenesis Bioassay (feed); No Evidence: mouse, rat NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-GC-TR-98 ,1979. . Reported in EPA TSCA Inventory.

Safety Profile

Moderately toxic by ingestion, intraperitoneal, and subcutaneous routes. An eye and skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes. See also MENTHOL and l-MENTHOL.