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498-81-7

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498-81-7 Usage

Uses

Dihydro-α-terpineol is used as a bronchodilator for treatment of asthma, bronchitis, and other respiratory diseases. It is also a useful deodorant, food additive, and analgesic agent.

Check Digit Verification of cas no

The CAS Registry Mumber 498-81-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,9 and 8 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 498-81:
(5*4)+(4*9)+(3*8)+(2*8)+(1*1)=97
97 % 10 = 7
So 498-81-7 is a valid CAS Registry Number.
InChI:InChI=1/C10H20O/c1-8-4-6-9(7-5-8)10(2,3)11/h8-9,11H,4-7H2,1-3H3

498-81-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name DIHYDROTERPINEOL

1.2 Other means of identification

Product number -
Other names 2-(4-methylcyclohexyl)propan-2-ol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:498-81-7 SDS

498-81-7Synthetic route

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

p-4(8)-Menthene oxide

A

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

p-menthan-8-ol

B

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

p-menthane-4-ol

Conditions
ConditionsYield
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%
terpineol
98-55-5

terpineol

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

p-menthan-8-ol

Conditions
ConditionsYield
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;

A

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

p-menthan-8-ol

B

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

1-methyl-4-(1-methylethyl)cyclohexanol

C

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

p-menthane-4-ol

Conditions
ConditionsYield
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;
methyl magnesium iodide
917-64-6

methyl magnesium iodide

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

4-acetyl-1-methylcyclohexane

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

p-menthan-8-ol

methyl magnesium iodide
917-64-6

methyl magnesium iodide

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

trans-4-methyl-1-(ethoxycarbonyl)cyclohexane

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

p-menthan-8-ol

menthol
89-78-1

menthol

terpineol
98-55-5

terpineol

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

p-menthan-8-ol

Conditions
ConditionsYield
With copper substances of uncertain configuration;
With nickel substances of uncertain configuration;
terpineol
98-55-5

terpineol

A

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

p-cymene-8-ol

B

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

p-menthan-8-ol

Conditions
ConditionsYield
With palladium-catalysts at 100℃; substances of uncertain configuration;
Citronellol
106-22-9

Citronellol

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

p-menthan-8-ol

Conditions
ConditionsYield
With benzoic acid In water at 100℃; Product distribution; sealed tube;37 % Chromat.
4-methylcyclohexanecarboxylic acid ethyl ester
7133-31-5

4-methylcyclohexanecarboxylic acid ethyl ester

methyl iodide
74-88-4

methyl iodide

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

p-menthan-8-ol

Conditions
ConditionsYield
With magnesium 1.)Et2O; Yield given. Multistep reaction;
4-nitro-benzoyl derivative of (+)-α-terpineol

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

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

p-menthan-8-ol

Conditions
ConditionsYield
With hydrogenchloride; ethanol; platinum Hydrogenation.Behandlung des Reaktionsprodukts mit aethanol. Alkalilauge; substances of uncertain configuration;
methyl magnesium iodide
917-64-6

methyl magnesium iodide

hexahydro-p-toluic acid ester

hexahydro-p-toluic acid ester

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

p-menthan-8-ol

Conditions
ConditionsYield
With diethyl ether
lead acetate
301-04-2

lead acetate

air

air

A

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

p-menthan-8-ol

B

4-methylcyclohexanecarboxylic acid
4331-54-8

4-methylcyclohexanecarboxylic acid

C

4-isopropyl cyclohexane carboxylic acid
62067-45-2

4-isopropyl cyclohexane carboxylic acid

Conditions
ConditionsYield
at 30 - 50℃; auch bei 100grad; substance of uncertain configuration;
terpineol
98-55-5

terpineol

A

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

p-menthan-8-ol

B

cis-form

cis-form

Conditions
ConditionsYield
With nickel Hydrogenation; trans-dihydro-α-terpineol;
terpineol
98-55-5

terpineol

nickel

nickel

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

p-menthan-8-ol

Conditions
ConditionsYield
at 150℃; Kinetics; Hydrogenation; dl-α-terpineol;
Hydrogenation; dl-α-terpineol;
terpineol
98-55-5

terpineol

palladium

palladium

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

p-menthan-8-ol

Conditions
ConditionsYield
Hydrogenation; dl-α-terpineol;
(+)-terpinen-4-ol
2438-10-0

(+)-terpinen-4-ol

nickel

nickel

A

p-menthan-8-ol
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
ConditionsYield
at 200 - 240℃; under 58840.6 - 73550.8 Torr; aus Sho-gyu-Oel isoliertes Praeparat.Hydrogenation;
terpineol
98-55-5

terpineol

palladium-catalysts

palladium-catalysts

A

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

p-cymene-8-ol

B

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

p-menthan-8-ol

Conditions
ConditionsYield
at 100℃;
terpineol
98-55-5

terpineol

menthol
15356-70-4

menthol

copper catalysts

copper catalysts

A

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

p-menthan-8-ol

B

Menthone
10458-14-7

Menthone

terpineol
98-55-5

terpineol

menthol
15356-70-4

menthol

nickel catalysts

nickel catalysts

A

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

p-menthan-8-ol

B

Menthone
10458-14-7

Menthone

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

methyl-4 cyclohexenyl-1 methyle cetone

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

p-menthan-8-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water; palladium / Hydrogenation
View Scheme
(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

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

p-menthan-8-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water; palladium / Hydrogenation
View Scheme
(-)-menthol
2216-51-5

(-)-menthol

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

p-menthan-8-ol

Conditions
ConditionsYield
With Aspergillus niger (P.T.C.C.5011); Sabouraud Dextrose Agar
Conditions
ConditionsYield
With monooxygenase P450-BM3; nicotinamide adenine dinucleotide phosphate for 3h; Catalytic behavior; Enzymatic reaction; stereoselective reaction;
trans-1,4-menthane
1678-82-6

trans-1,4-menthane

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

p-menthan-8-ol

Conditions
ConditionsYield
With monooxygenase P450-BM3 (A328F) mutant; nicotinamide adenine dinucleotide phosphate for 3h; Catalytic behavior; Enzymatic reaction; stereoselective reaction;
p-menthan-8-ol
498-81-7

p-menthan-8-ol

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

8-bromo-p-menthane

Conditions
ConditionsYield
With hydrogen bromide; zinc dibromide80%
With hydrogen bromide at 50℃; im Druckrohr;
tetrachlorosilane
10026-04-7, 53609-55-5

tetrachlorosilane

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

p-menthan-8-ol

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

Dichlor-bis-(p-menthan-8-yloxy)-silan

Conditions
ConditionsYield
With pyridine In benzene80%
With pyridine In benzene80%
With pyridine In benzene80%
p-menthan-8-ol
498-81-7

p-menthan-8-ol

propiononitrile
107-12-0

propiononitrile

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

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

Conditions
ConditionsYield
With sulfuric acid Ambient temperature;48%
p-menthan-8-ol
498-81-7

p-menthan-8-ol

benzonitrile
100-47-0

benzonitrile

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

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

Conditions
ConditionsYield
With sulfuric acid Ambient temperature;37%
cyanic acid
420-05-3

cyanic acid

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

p-menthan-8-ol

allophanic acid p-menthan-8-yl ester

allophanic acid p-menthan-8-yl ester

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

p-menthan-8-ol

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

p-4(8)-menthene

Conditions
ConditionsYield
With oxalic acid
With sulfuric acid; acetic acid
p-menthan-8-ol
498-81-7

p-menthan-8-ol

3-p-menthene
500-00-5

3-p-menthene

Conditions
ConditionsYield
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℃;
p-menthan-8-ol
498-81-7

p-menthan-8-ol

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

4-isopropenyl-1-methylcyclohexane

Conditions
ConditionsYield
With potassium hydrogensulfate
p-menthan-8-ol
498-81-7

p-menthan-8-ol

A

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

4-isopropenyl-1-methylcyclohexane

B

3-p-menthene
500-00-5

3-p-menthene

Conditions
ConditionsYield
With water; magnesium chloride at 230 - 240℃;
p-menthan-8-ol
498-81-7

p-menthan-8-ol

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

8-chloro-p-menthane

Conditions
ConditionsYield
With hydrogenchloride; diethyl ether at 0℃;
p-menthan-8-ol
498-81-7

p-menthan-8-ol

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

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

Conditions
ConditionsYield
With hydrogen fluoride; benzene
p-menthan-8-ol
498-81-7

p-menthan-8-ol

acetic anhydride
108-24-7

acetic anhydride

dihydroterpenyl acetate
80-25-1

dihydroterpenyl acetate

Conditions
ConditionsYield
With phosphoric acid
p-menthan-8-ol
498-81-7

p-menthan-8-ol

phenyl isocyanate
103-71-9

phenyl isocyanate

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

carbanilic acid p-menthan-8-yl ester

Conditions
ConditionsYield
es wurden zwei Verbindungen vom Schmelzpunkt 89-91grad und 116-117grad erhalten;
p-menthan-8-ol
498-81-7

p-menthan-8-ol

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

1-[1-(3,7-Dimethyl-octyloxy)-1-methyl-ethyl]-4-methyl-cyclohexane

Conditions
ConditionsYield
(i) Na, Et2O, (ii) /BRN= 1719643/; Multistep reaction;
p-menthan-8-ol
498-81-7

p-menthan-8-ol

Conditions
ConditionsYield
(i) (dehydratation), (ii) (UV-irradiation), O2, rose bengale, (iii) Ph3P; Multistep reaction;
p-menthan-8-ol
498-81-7

p-menthan-8-ol

A

trans-Δ8-p-Menthen-4-ol
20082-33-1

trans-Δ8-p-Menthen-4-ol

B

cis-Δ8-p-Menthen-4-ol
20082-34-2

cis-Δ8-p-Menthen-4-ol

Conditions
ConditionsYield
(i) (dehydratation), (ii) (UV-irradiation), O2, rose bengale, (iii) Ph3P; Multistep reaction;
p-menthan-8-ol
498-81-7

p-menthan-8-ol

magnesium aluminium-silicate

magnesium aluminium-silicate

3-p-menthene
500-00-5

3-p-menthene

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

498-81-7Relevant articles and documents

Biotransformation of one monoterpene by sporulated surface cultures of Aspergillus niger and Penicillium sp.

Esmaeili, Akbar,Sharafian, Shirin,Safaiyan, Shila,Rezazadeh, Shamsali,Rustaivan, Abdolhossein

, p. 1058 - 1061 (2009)

In this study, biotransformation of menthol by sporulated surface culture of Aspergillus niger and Penicillium sp. was studied. The main bioconversion product obtained from menthol of A. niger was cis-p-menthan-7-ol and the main products obtained by surfa

Discovery of a novel series of α-terpineol derivatives as promising anti-asthmatic agents: Their design, synthesis, and biological evaluation

Zhu, Wanping,Liu, Xia,Wang, Yuji,Tong, Yeling,Hu, Yongzhou

, p. 419 - 425 (2017/12/07)

A series of novel α-terpineol derivatives were designed and synthesized through structural derivatization of the tertiary hydroxyl moiety or reduction of the double bond. Of the resulting compounds, eight compounds enhanced relaxation of airway smooth muscle (ASM) compared to the α-terpineol precursor, and four compounds (4a, 4d, 4e, and 4i)were superior or comparable to aminophylline at a concentration of 0.75 mmol/L. Assays for 3′-5′-Cyclic adenosine monophpsphate (cAMP) activation revealed that some representative α-terpineol derivatives in this series were capable of upregulating the level of cAMP in ASM cells. Further in vivo investigation using the asthmatic rat model, illustrated that treatment with the compounds 4a and 4e resulted in significantly lowered lung resistance (RL) and enhanced dynamic lung compliance (Cldyn), two important parameters for lung fuction. Moreover, treatment with 4e downregulated the levels of both IL-4 and IL-17. Due to its several favorable physiological functions, including ASM relaxation activity, cAMP activation capability, and in vivo anti-asthmatic efficacy, 4e is a promising remedy for bronchial asthma, meriting extensive development.

meng Wanchun products and to a method for preparing the same

-

Paragraph 0027; 0028; 0029; 0030, (2016/10/09)

The invention discloses a 1-isopropyl-4-methylcyclohexane product and a preparation method thereof. The method includes utilizing mixed gas composed of normal pressure air, oxygenized air or oxygen and inert gas as an oxidizing agent with the flowing speed as 10-100mL/min and the reaction temperature as 70-180 DEG C, utilizing metalloporphyrin or a solid carrier of the metalloporphyrin as a catalyst, conducting reaction under the condition that no additional solvent or oxidation reductant exists with the catalyst mass fraction as 1-100mg/kg and the reaction time as 1-24h and conducting rectification separation after reaction to obtain an the 1-isopropyl-4-methylcyclohexane product. Main components of the product include 1-isopropyl-4-methylcyclohexane-1-alcohol, 1-isopropyl-4-methylcyclohexane-2-alcohol, 1-isopropyl-4-methylcyclohexane-3-alcohol, 1-isopropyl-4-methylcyclohexane-4-alcohol, 1-isopropyl-4-methylcyclohexane-8-alcohol and a small amount of 1-isopropyl-4-methylcyclohexane-2-ketone and 1-isopropyl-4-methylcyclohexane-3-ketone. The method is less in catalyst usage, simple in reaction process, low in temperature, high in triggering speed, good in selectivity, capable of conducting homogeneous catalysis and also capable of conducting heterogeneous catalysis after immobilization.

Selective aerobic hydroxylation of p-menthane to dihydroterpineols catalyzed by metalloporphyrins in solvent and additive free system

Xu, Shichao,Zhao, Zhendong,Bi, Liangwu,Chen, Yuxiang,Li, Dongmei,Wang, Jing,Gu, Yan,Lu, Yanju

, p. 26 - 29 (2014/12/11)

Metallodeuteroporphyrins (MDPs) were employed as the catalysts for aerobic hydroxylation of p-menthane in absence of solvents and additives under ambient pressure. Tertiary C-H bonds were found to be more active than secondary and primary C-H bonds. Thus,

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