Dihydroterpineol supplier | CasNO.498-81-7

Name
Dihydroterpineol
EINECS 207-871-8
CAS No. 498-81-7
Article Data29
CAS DataBase
Density 0.9 g/cm³
Solubility
Melting Point
Formula C₁₀H₂₀O
Boiling Point 212.223 °C at 760 mmHg
Molecular Weight 156.268
Flash Point 89.708 °C
Transport Information
Appearance Clear liquid
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms p-Menthan-8-ol(6CI,7CI,8CI);8-p-Menthanol;Dihydro-a-terpineol;Cyclohexanemethanol, a,a,4-trimethyl-;2-(4-Methylcyclohexyl)-2-propanol;alpha,alpha,4-Trimethylcyclohexanemethanol;p-Menthan-8-ol;
PSA 20.23000
LogP 2.58360

Synthetic route

: 5718-78-5
p-4(8)-Menthene oxide

A: 498-81-7
p-menthan-8-ol

B: 470-65-5
p-menthane-4-ol

Conditions

Conditions	Yield
With lithium In ethylenediamine for 0.5h;	A 95% B 5%
With lithium aluminium tetrahydride; aluminium trichloride In diethyl ether for 8h; Ambient temperature;	A 23% B 70%

: 98-55-5
terpineol

: 498-81-7
p-menthan-8-ol

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen In methanol for 8h;	93.5%
With 5%-palladium/activated carbon; hydrogen In methanol for 12h;	93.5%
With hydrogen; nickel Hydrogenation;

: 99-82-1, 1678-82-6, 6069-98-3, 129939-70-4, 129939-71-5
Menthane

A: 498-81-7
p-menthan-8-ol

B: 3901-93-7, 3901-95-9, 21129-27-1
1-methyl-4-(1-methylethyl)cyclohexanol

C: 470-65-5
p-menthane-4-ol

Conditions

Conditions	Yield
With deuterioporphyrin dimethyl ester ferric chloride In dichloromethane at 130℃; for 18h; Catalytic behavior; Reagent/catalyst; Temperature;	A 34.44% B 5.71% C 49.16%
With C32H32CoN4O4 at 130℃; under 760.051 Torr; for 17h; Reagent/catalyst; Overall yield = 10.2 %; chemoselective reaction;

...Expand

: 917-64-6
methyl magnesium iodide

: 1879-06-7
4-acetyl-1-methylcyclohexane

: 498-81-7
p-menthan-8-ol

: 917-64-6
methyl magnesium iodide

: 41692-50-6
trans-4-methyl-1-(ethoxycarbonyl)cyclohexane

: 498-81-7
p-menthan-8-ol

: 89-78-1
menthol

: 98-55-5
terpineol

: 498-81-7
p-menthan-8-ol

Conditions

Conditions	Yield
With copper substances of uncertain configuration;
With nickel substances of uncertain configuration;

: 98-55-5
terpineol

A: 1197-01-9
p-cymene-8-ol

B: 498-81-7
p-menthan-8-ol

Conditions

Conditions	Yield
With palladium-catalysts at 100℃; substances of uncertain configuration;

: 106-22-9
Citronellol

: 498-81-7
p-menthan-8-ol

Conditions

Conditions	Yield
With benzoic acid In water at 100℃; Product distribution; sealed tube;	37 % Chromat.

: 7133-31-5
4-methylcyclohexanecarboxylic acid ethyl ester

: 74-88-4
methyl iodide

: 498-81-7
p-menthan-8-ol

Conditions

Conditions	Yield
With magnesium 1.)Et2O; Yield given. Multistep reaction;

4-nitro-benzoyl derivative of (+)-α-terpineol: 4-nitro-benzoyl derivative of (+)-α-terpineol

: 498-81-7
p-menthan-8-ol

Conditions

Conditions	Yield
With hydrogenchloride; ethanol; platinum Hydrogenation.Behandlung des Reaktionsprodukts mit aethanol. Alkalilauge; substances of uncertain configuration;

: 917-64-6
methyl magnesium iodide

hexahydro-p-toluic acid ester: hexahydro-p-toluic acid ester

: 498-81-7
p-menthan-8-ol

Conditions

Conditions	Yield
With diethyl ether

: 99-82-1, 1678-82-6, 6069-98-3, 129939-70-4, 129939-71-5
Menthane

: 638-38-0, 993-02-2, 2180-18-9, 15411-95-7, 22981-23-3, 27004-39-3
manganese(II) acetate

: 301-04-2
lead acetate

air: air

A: 498-81-7
p-menthan-8-ol

B: 4331-54-8
4-methylcyclohexanecarboxylic acid

C: 62067-45-2
4-isopropyl cyclohexane carboxylic acid

Conditions

Conditions	Yield
at 30 - 50℃; auch bei 100grad; substance of uncertain configuration;

...Expand

: 98-55-5
terpineol

A: 498-81-7
p-menthan-8-ol

B cis-form: cis-form

Conditions

Conditions	Yield
With nickel Hydrogenation; trans-dihydro-α-terpineol;

: 98-55-5
terpineol

nickel: nickel

: 498-81-7
p-menthan-8-ol

Conditions

Conditions	Yield
at 150℃; Kinetics; Hydrogenation; dl-α-terpineol;
Hydrogenation; dl-α-terpineol;

: 98-55-5
terpineol

palladium: palladium

: 498-81-7
p-menthan-8-ol

Conditions

Conditions	Yield
Hydrogenation; dl-α-terpineol;

: 2438-10-0
(+)-terpinen-4-ol

nickel: nickel

A: 498-81-7
p-menthan-8-ol

B 1r-methyl-4t-isopropyl-cyclohexanol-(4c): 1r-methyl-4t-isopropyl-cyclohexanol-(4c)

C 1r-methyl-4c-isopropyl-cyclohexanol-(4t): 1r-methyl-4c-isopropyl-cyclohexanol-(4t)

Conditions

Conditions	Yield
at 200 - 240℃; under 58840.6 - 73550.8 Torr; aus Sho-gyu-Oel isoliertes Praeparat.Hydrogenation;

...Expand

: 98-55-5
terpineol

palladium-catalysts: palladium-catalysts

A: 1197-01-9
p-cymene-8-ol

B: 498-81-7
p-menthan-8-ol

Conditions

Conditions	Yield
at 100℃;

...Expand

: 98-55-5
terpineol

: 15356-70-4
menthol

copper catalysts: copper catalysts

A: 498-81-7
p-menthan-8-ol

B: 10458-14-7
Menthone

...Expand

: 98-55-5
terpineol

: 15356-70-4
menthol

nickel catalysts: nickel catalysts

A: 498-81-7
p-menthan-8-ol

B: 10458-14-7
Menthone

...Expand

: 22273-97-8
methyl-4 cyclohexenyl-1 methyle cetone

: 498-81-7
p-menthan-8-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: water; palladium / Hydrogenation View Scheme

: 6090-09-1
(+-)-4-acetyl-1-methylcyclohexene

: 498-81-7
p-menthan-8-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: water; palladium / Hydrogenation View Scheme

: 2216-51-5
(-)-menthol

: 498-81-7
p-menthan-8-ol

Conditions

Conditions	Yield
With Aspergillus niger (P.T.C.C.5011); Sabouraud Dextrose Agar

: 1678-82-6
trans-1,4-menthane

A: 498-81-7
p-menthan-8-ol

B: 499-69-4, 1126-39-2, 1126-40-5, 1126-41-6, 1845-59-6, 3127-80-8, 3858-43-3, 3858-45-5, 3858-47-7, 3858-49-9, 5563-78-0, 42846-32-2, 116783-34-7, 60320-28-7
(+/-)-menthol

C: 3901-95-9
cis p-menthanol

D: 470-65-5
p-menthane-4-ol

: 490-99-3, 491-01-0, 491-02-1, 1490-04-6, 2216-51-5, 2216-52-6, 3623-51-6, 3623-52-7, 3623-53-8, 15356-60-2, 15356-70-4, 20747-49-3, 20752-33-4, 20752-34-5, 23283-97-8, 64282-88-8, 89-78-1
DL-neomenthol

Conditions

Conditions	Yield
With monooxygenase P450-BM3; nicotinamide adenine dinucleotide phosphate for 3h; Catalytic behavior; Enzymatic reaction; stereoselective reaction;

...Expand

: 1678-82-6
trans-1,4-menthane

: 498-81-7
p-menthan-8-ol

Conditions

Conditions	Yield
With monooxygenase P450-BM3 (A328F) mutant; nicotinamide adenine dinucleotide phosphate for 3h; Catalytic behavior; Enzymatic reaction; stereoselective reaction;

: 498-81-7
p-menthan-8-ol

: 1879-04-5
8-bromo-p-menthane

Conditions

Conditions	Yield
With hydrogen bromide; zinc dibromide	80%
With hydrogen bromide at 50℃; im Druckrohr;

: 10026-04-7, 53609-55-5
tetrachlorosilane

: 498-81-7
p-menthan-8-ol

: 18724-26-0
Dichlor-bis-(p-menthan-8-yloxy)-silan

Conditions

Conditions	Yield
With pyridine In benzene	80%
With pyridine In benzene	80%
With pyridine In benzene	80%

: 498-81-7
p-menthan-8-ol

: 107-12-0
propiononitrile

: N-(p-menth-8-yl)propionamide

Conditions

Conditions	Yield
With sulfuric acid Ambient temperature;	48%

: 498-81-7
p-menthan-8-ol

: 100-47-0
benzonitrile

: N-(p-menth-8-yl)benzamide

Conditions

Conditions	Yield
With sulfuric acid Ambient temperature;	37%

: 420-05-3
cyanic acid

: 498-81-7
p-menthan-8-ol

: allophanic acid p-menthan-8-yl ester

: 498-81-7
p-menthan-8-ol

: 1124-27-2
p-4(8)-menthene

Conditions

Conditions	Yield
With oxalic acid
With sulfuric acid; acetic acid

: 498-81-7
p-menthan-8-ol

: 500-00-5
3-p-menthene

Conditions

Conditions	Yield
With phosphorus pentaoxide inactive p-menthene-(3);
With oxalic acid inactive p-menthene-(3);
With potassium pyrosulfate at 200℃; im Kupferautoklaven; inactive p-menthene-(3);
With magnesium aluminium-silicate at 300℃;
With magnesium aluminium-silicate at 300℃;

: 498-81-7
p-menthan-8-ol

: 6252-33-1
4-isopropenyl-1-methylcyclohexane

Conditions

Conditions	Yield
With potassium hydrogensulfate

: 498-81-7
p-menthan-8-ol

A: 6252-33-1
4-isopropenyl-1-methylcyclohexane

B: 500-00-5
3-p-menthene

Conditions

Conditions	Yield
With water; magnesium chloride at 230 - 240℃;

: 498-81-7
p-menthan-8-ol

: 91138-81-7
8-chloro-p-menthane

Conditions

Conditions	Yield
With hydrogenchloride; diethyl ether at 0℃;

: 498-81-7
p-menthan-8-ol

: 1,4-di-p-menthan-1-yl-benzene

Conditions

Conditions	Yield
With hydrogen fluoride; benzene

: 498-81-7
p-menthan-8-ol

: 108-24-7
acetic anhydride

: 80-25-1
dihydroterpenyl acetate

Conditions

Conditions	Yield
With phosphoric acid

: 498-81-7
p-menthan-8-ol

: 103-71-9
phenyl isocyanate

: 93991-95-8
carbanilic acid p-menthan-8-yl ester

Conditions

Conditions	Yield
es wurden zwei Verbindungen vom Schmelzpunkt 89-91grad und 116-117grad erhalten;

: 59965-20-7, 72746-96-4, 79434-89-2, 3383-83-3
1-bromo-3,7-dimethyloctane

: 498-81-7
p-menthan-8-ol

: 57706-83-9
1-[1-(3,7-Dimethyl-octyloxy)-1-methyl-ethyl]-4-methyl-cyclohexane

Conditions

Conditions	Yield
(i) Na, Et2O, (ii) /BRN= 1719643/; Multistep reaction;

: 498-81-7
p-menthan-8-ol

: 24302-23-6, 83206-95-5, 18479-65-7
p-menth-3-en-8-ol

Conditions

Conditions	Yield
(i) (dehydratation), (ii) (UV-irradiation), O2, rose bengale, (iii) Ph3P; Multistep reaction;

: 498-81-7
p-menthan-8-ol

A: 20082-33-1
trans-Δ8-p-Menthen-4-ol

B: 20082-34-2
cis-Δ8-p-Menthen-4-ol

Conditions

Conditions	Yield
(i) (dehydratation), (ii) (UV-irradiation), O2, rose bengale, (iii) Ph3P; Multistep reaction;

: 498-81-7
p-menthan-8-ol

magnesium aluminium-silicate: magnesium aluminium-silicate

: 500-00-5
3-p-menthene

Conditions

Conditions	Yield
at 300℃; substances of uncertain configuration;
at 300℃; substances of uncertain configuration;

Dihydroterpineol Consensus Reports

Reported in EPA TSCA Inventory.

Dihydroterpineol Specification

The Dihydroterpineol, with the CAS registry number 498-81-7, is also known as alpha,alpha,4-Trimethylcyclohexanemethanol. It belongs to the product category of Pharmaceutical Intermediates. Its EINECS number is 207-871-8. This chemical's molecular formula is C₁₀H₂₀O and molecular weight is 156.27. What's more, its systematic name is 2-(4-Methylcyclohexyl)-2-propanol. Its classification code is Skin / Eye Irritant.

Physical properties of Dihydroterpineol are: (1)ACD/LogP: 3.092; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.09; (4)ACD/LogD (pH 7.4): 3.09; (5)ACD/BCF (pH 5.5): 131.76; (6)ACD/BCF (pH 7.4): 131.76; (7)ACD/KOC (pH 5.5): 1145.38; (8)ACD/KOC (pH 7.4): 1145.38; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 20.23 Å²; (13)Index of Refraction: 1.459; (14)Molar Refractivity: 47.476 cm³; (15)Molar Volume: 173.691 cm³; (16)Polarizability: 18.821×10^-24cm³; (17)Surface Tension: 31.10 dyne/cm; (18)Density: 0.9 g/cm³; (19)Flash Point: 89.708 °C; (20)Enthalpy of Vaporization: 52.168 kJ/mol; (21)Boiling Point: 212.223 °C at 760 mmHg; (22)Vapour Pressure: 0.039 mmHg at 25°C.

Preparation: this chemical can be prepared by p-4(8)-Menthene oxide at the ambient temperature. This reaction will need reagents LiAlH₄, AlCl₃ and solvent diethyl ether with the reaction time of 8 hours. The yield is about 70%.

Dihydroterpineol can be prepared by p-4(8)-Menthene oxide at the ambient temperature

Uses of Dihydroterpineol: it can be used to produce N-p-menth-8-ylacetamide at the temperature of 20 °C. It will need reagent H₂SO₄ with the reaction time of 2 days. The yield is about 95%.

Dihydroterpineol can be used to produce N-p-menth-8-ylacetamide at the temperature of 20 °C

You can still convert the following datas into molecular structure:
(1)SMILES: OC(C)(C)C1CCC(C)CC1
(2)Std. InChI: InChI=1S/C10H20O/c1-8-4-6-9(7-5-8)10(2,3)11/h8-9,11H,4-7H2,1-3H3
(3)Std. InChIKey: UODXCYZDMHPIJE-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rabbit	LD50	skin	> 5gm/kg (5000mg/kg)		Food and Cosmetics Toxicology. Vol. 12, Pg. 529, 1974.
rat	LD50	oral	> 5gm/kg (5000mg/kg)		Food and Cosmetics Toxicology. Vol. 12, Pg. 529, 1974.

Product Name

Dihydroterpineol

Synthetic route

Dihydroterpineol Consensus Reports

Dihydroterpineol Specification

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