Isomenthone supplier | CasNO.491-07-6

Name
ISOMENTHONE
EINECS 207-727-4
CAS No. 491-07-6
Article Data74
CAS DataBase
Density 0.881g/cm³
Solubility
Melting Point -35 °C
Formula C10H18 O
Boiling Point 205°Cat760mmHg
Molecular Weight 372.244
Flash Point 72.8°C
Transport Information
Appearance
Safety A skin irritant. When heated to decomposition it emits acrid smoke and fumes.
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Cyclohexanone,5-methyl-2-(1-methylethyl)-, cis-; p-Menthan-3-one, cis- (8CI); (?à)-Isomenthone; Isomenthone;cis-Menthone; cis-p-Menthan-3-one; cis-p-Menthone; dl-Isomenthone; a-Isomenthone
PSA 17.07000
LogP 2.64770

Synthetic route

: 115033-76-6
Se-phenyl 3,7-dimethyloct-6-eneselenoate

A: 106-23-0, 26489-02-1
3,7-dimethyl-oct-6-enal

: 491-07-6
isomenthone

: 491-07-6, 1074-95-9, 1196-31-2, 3391-87-5, 10458-14-7, 14073-97-3, 18309-28-9, 36977-92-1, 117773-78-1, 89-80-5
(+/-)-menthone

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene at 110℃; for 0.333333h;	A 12% B n/a C n/a
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene at 110℃; for 0.333333h; Product distribution; mode of addition of TBTH/AIBN or hydroquinone;	A 12% B n/a C n/a
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene at 110℃; for 0.333333h; Yield given. Yields of byproduct given;
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene at 110℃; for 1.5h; Yield given. Yields of byproduct given;

...Expand

: 36392-06-0
3,7-dimethyl-6-octenoyl chloride

A: 106-23-0, 26489-02-1
3,7-dimethyl-oct-6-enal

: 491-07-6
isomenthone

: 491-07-6, 1074-95-9, 1196-31-2, 3391-87-5, 10458-14-7, 14073-97-3, 18309-28-9, 36977-92-1, 117773-78-1, 89-80-5
(+/-)-menthone

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene at 110℃; for 0.333333h; Product distribution; mode of addition of TBTH/AIBN or Galvinoxyl;	A 10% B n/a C n/a

...Expand

: 56-23-5
tetrachloromethane

: 15775-51-6
5-hydroxy-3,6-diisopropyl-9-methyl-2,3,5,6,7,8,9,10-octahydro-1H-5,9-methano-benzocycloocten-4-one

: 491-07-6
isomenthone

Conditions

Conditions	Yield
unter vermindertem Druck; substance of mp: 110 degree (α-dipiperitone);
unter vermindertem Druck; substance of mp: 94 degree;

: 89-83-8
thymol

: 491-07-6
isomenthone

B: 10458-14-7
Menthone

Conditions

Conditions	Yield
With hydrogen; nickel at 160℃; dl-menthone;

: 3623-53-8
neoisomenthol

: 491-07-6
isomenthone

Conditions

Conditions	Yield
With chromium(VI) oxide; sulfuric acid; water

: 491-07-6, 1074-95-9, 1196-31-2, 3391-87-5, 10458-14-7, 14073-97-3, 18309-28-9, 36977-92-1, 117773-78-1, 89-80-5
(+/-)-menthone

: 491-07-6
isomenthone

Conditions

Conditions	Yield
With sodium In methanol for 2h; Ambient temperature;

: 89-82-7, 3285-04-9, 3391-90-0, 15932-80-6
pulegone

: 491-07-6
isomenthone

: 491-07-6, 1074-95-9, 1196-31-2, 3391-87-5, 10458-14-7, 14073-97-3, 18309-28-9, 36977-92-1, 117773-78-1, 89-80-5
(+/-)-menthone

Conditions

Conditions	Yield
With diphenylsilane; zinc(II) chloride; tetrakis(triphenylphosphine) palladium(0) In chloroform for 3h; Ambient temperature; Yield given. Yields of byproduct given;
With hydrogen; silica gel; copper In toluene at 140℃; under 7600 Torr; for 4h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With hydrogen; tetra-(n-butyl)ammonium iodide In water at 110℃; under 15001.5 Torr; for 24h; Overall yield = 71 %; chemoselective reaction;	A n/a B n/a

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

A: 3239-03-0
(Z)-p-menthan-4-ol

B: 3901-93-7
(Z)-4-isopropyl-1-methylcyclohexan-1-ol

C: 3901-95-9
cis p-menthanol

: 491-07-6
isomenthone

Conditions

Conditions	Yield
Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given;

...Expand

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

A: 3239-03-0
(Z)-p-menthan-4-ol

B: 3901-93-7
(Z)-4-isopropyl-1-methylcyclohexan-1-ol

: 491-07-6
isomenthone

: 491-07-6, 1074-95-9, 1196-31-2, 3391-87-5, 10458-14-7, 14073-97-3, 18309-28-9, 36977-92-1, 117773-78-1, 89-80-5
(+/-)-menthone

Conditions

Conditions	Yield
Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given;

...Expand

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

A: 3239-03-0
(Z)-p-menthan-4-ol

B: 3901-93-7
(Z)-4-isopropyl-1-methylcyclohexan-1-ol

: 491-07-6
isomenthone

: 499-70-7, 3901-91-5, 5206-83-7, 7065-48-7, 13163-73-0, 13163-74-1, 59471-80-6, 116562-19-7, 127911-15-3
methyl-2 isopropyl-5 cyclohexanone

Conditions

Conditions	Yield
Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given;

...Expand

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

A: 3239-03-0
(Z)-p-menthan-4-ol

B: 3901-93-7
(Z)-4-isopropyl-1-methylcyclohexan-1-ol

: 491-07-6
isomenthone

: 499-70-7, 3901-91-5, 5206-83-7, 7065-48-7, 13163-73-0, 13163-74-1, 59471-80-6, 116562-19-7, 127911-15-3
methyl-2 isopropyl-5 cyclohexanone

Conditions

Conditions	Yield
Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given;

...Expand

: 115033-76-6
Se-phenyl 3,7-dimethyloct-6-eneselenoate

: 491-07-6
isomenthone

: 491-07-6, 1074-95-9, 1196-31-2, 3391-87-5, 10458-14-7, 14073-97-3, 18309-28-9, 36977-92-1, 117773-78-1, 89-80-5
(+/-)-menthone

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene at 80℃; for 0.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

: 130350-93-5
Se-methyl citronellselenoate

: 491-07-6
isomenthone

: 491-07-6, 1074-95-9, 1196-31-2, 3391-87-5, 10458-14-7, 14073-97-3, 18309-28-9, 36977-92-1, 117773-78-1, 89-80-5
(+/-)-menthone

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene for 2.5h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

: 89-81-6, 6091-52-7
piperitone

hydrogen: hydrogen

palladium: palladium

: 491-07-6
isomenthone

...Expand

: 89-81-6, 6091-52-7
piperitone

nickel pumice stone: nickel pumice stone

A: 89-83-8
thymol

: 491-07-6
isomenthone

Conditions

Conditions	Yield
at 180℃; under 100 Torr; Hydrogenation; dl-piperitone;

...Expand

: 89-81-6, 6091-52-7
piperitone

nickel: nickel

A: 89-83-8
thymol

: 491-07-6
isomenthone

Conditions

Conditions	Yield
at 140℃; under 13680 Torr; im Eisenautoklaven.Hydrogenation; dl-piperitone;

...Expand

: 89-81-6, 6091-52-7
piperitone

palladium: palladium

A: 89-83-8
thymol

: 491-07-6
isomenthone

Conditions

Conditions	Yield
Hydrogenation; dl-piperitone;

...Expand

(+-)-erythro(?)-2-isopropyl-5-methyl-heptanedioic acid: (+-)-erythro(?)-2-isopropyl-5-methyl-heptanedioic acid

: 491-07-6
isomenthone

Conditions

Conditions	Yield
With barium dihydroxide at 310 - 330℃;

: 491-07-6, 1074-95-9, 1196-31-2, 3391-87-5, 10458-14-7, 14073-97-3, 18309-28-9, 36977-92-1, 117773-78-1, 89-80-5
(+/-)-menthone

alcoholic alkaline solution: alcoholic alkaline solution

: 491-07-6
isomenthone

: 3623-53-8
neoisomenthol

chromic acid mixture: chromic acid mixture

: 491-07-6
isomenthone

: 3623-52-7
isomenthol

chromic acid mixture: chromic acid mixture

: 491-07-6
isomenthone

d-piperitone: d-piperitone

: 491-07-6
isomenthone

Conditions

Conditions	Yield
With palladium at 30℃; Hydrogenation;

: 75-30-9
2-iodo-propane

4-methyl-l-formyl-cyclohexanone-(2): 4-methyl-l-formyl-cyclohexanone-(2)

: 491-07-6
isomenthone

: 491-07-6, 1074-95-9, 1196-31-2, 3391-87-5, 10458-14-7, 14073-97-3, 18309-28-9, 36977-92-1, 117773-78-1, 89-80-5
(+/-)-menthone

Conditions

Conditions	Yield
With sodium ethanolate im geschlossenen Gefaess und Destillieren des Reaktionsprodukts mit Natronlauge;

...Expand

/PBNZB002--760/: /PBNZB002--760/

: 491-07-6
isomenthone

: 491-07-6, 1074-95-9, 1196-31-2, 3391-87-5, 10458-14-7, 14073-97-3, 18309-28-9, 36977-92-1, 117773-78-1, 89-80-5
(+/-)-menthone

Conditions

Conditions	Yield
With sodium dithionite; sodium hydrogencarbonate; Aliquat R In water; benzene at 80℃; for 2h; Yield given. Yields of byproduct given;

/PBNZB002--770/: /PBNZB002--770/

: 491-07-6
isomenthone

: 491-07-6, 1074-95-9, 1196-31-2, 3391-87-5, 10458-14-7, 14073-97-3, 18309-28-9, 36977-92-1, 117773-78-1, 89-80-5
(+/-)-menthone

Conditions

Conditions	Yield
With sodium dithionite; sodium hydrogencarbonate; Aliquat R In water; benzene at 80℃; for 2.5h; Yield given. Yields of byproduct given;

: 7647-01-0
hydrogenchloride

: 1686-42-6, 16892-34-5
p-menthan-3-one semicarbazone

: 491-07-6
isomenthone

B: 4426-72-6, 51433-48-8
hydrazine carboxamide

Conditions

Conditions	Yield
dl-isomenthone-α semicarbazone;

...Expand

: 106-23-0, 26489-02-1
3,7-dimethyl-oct-6-enal

: 491-07-6
isomenthone

: 491-07-6, 1074-95-9, 1196-31-2, 3391-87-5, 10458-14-7, 14073-97-3, 18309-28-9, 36977-92-1, 117773-78-1, 89-80-5
(+/-)-menthone

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); 2,3,3,4,4,5-hexamethyl-2-hexanethiol In toluene for 21h; Heating;

: 3623-52-7
isomenthol

: 491-07-6
isomenthone

Conditions

Conditions	Yield
With potassium dichromate; sulfuric acid In diethyl ether

: 67-66-3
chloroform

: 491-07-6
isomenthone

: 2-(chloromethylene)-1-isopropyl-4-methylcyclohexane

Conditions

Conditions	Yield
With titanium tetrachloride; magnesium In tetrahydrofuran at 10 - 25℃; for 1h;	78%

: 491-07-6
isomenthone

: 1600-27-7
mercury(II) diacetate

: (1RS,2SR,4SR)-2-acetoxy-p-menthan-3-one-(2,4-dinitro-phenylhydrazone)

Conditions

Conditions	Yield
Behandeln des Reaktionsprodukts mit <2,4-Dinitro-phenyl>-hydrazin;

: 491-07-6
isomenthone

: 540-69-2
ammonium formate

: 34048-58-3, 57457-71-3, 83213-88-1, 100049-49-8
N-((1S)-neomenthyl)-formamide

: 491-07-6
isomenthone

: 6069-98-3
cis-1-isopropyl-4-methyl-cyclohexane

Conditions

Conditions	Yield
With sulfuric acid Electrolysis;

: 491-07-6
isomenthone

: (+/-)-2,3-bis-(4-nitro-benzoyloxy)-trans-p-menth-2-ene

Conditions

Conditions	Yield
With acetic acid; mercury(II) oxide Erwaermen des Reaktionsprodukts mit wss. KOH und anschliessend mit 4-Nitro-benzoylchlorid;

: 491-07-6
isomenthone

: 1124-26-1, 2230-85-5, 5056-00-8, 5113-93-9, 5256-65-5, 31658-04-5
(+/-)-(3R,6R)-3-isopropyl-6-methyl-1-cyclohexene

Conditions

Conditions	Yield
(i) TsNHNH2, H2SO4, (ii) MeLi; Multistep reaction;

: 491-07-6
isomenthone

: 499-54-7, 68330-67-6, 68330-68-7, 130981-75-8, 130981-76-9, 133162-66-0, 133267-37-5
(R*,R*)-3,7-dimethyl-6-octanolide

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane

: 491-07-6
isomenthone

: (2R*,3R*,6S*)-2-hydroxy-3-methyl-6-isopropylcyclohexanone

: (2S*,3R*,6S*)-2-hydroxy-3-methyl-6-isopropylcyclohexanone

Conditions

Conditions	Yield
Yield given. Multistep reaction;
Multistep reaction;

: 7647-01-0
hydrogenchloride

: 491-07-6
isomenthone

: 100-52-7
benzaldehyde

2-<α-chloro-benzyl>-p-menthanon-(3) of melting point 119-120 degree: 2-<α-chloro-benzyl>-p-menthanon-(3) of melting point 119-120 degree

...Expand

: 7647-01-0
hydrogenchloride

: 491-07-6
isomenthone

: 100-52-7
benzaldehyde

A 2-<α-chloro-benzyl>-p-menthanon-(3) of melting point 119-120 degree: 2-<α-chloro-benzyl>-p-menthanon-(3) of melting point 119-120 degree

B 2-<α-chloro-benzyl>-p-menthanon-(3) of melting point 129-130 degree: 2-<α-chloro-benzyl>-p-menthanon-(3) of melting point 129-130 degree

...Expand

: 7664-93-9
sulfuric acid

: 491-07-6
isomenthone

: 6069-98-3
cis-1-isopropyl-4-methyl-cyclohexane

Conditions

Conditions	Yield
Electrolysis;

Isomenthone Chemical Properties

IUPAC Name: (2R,5R)-2-Isopropyl-5-methyl-cyclohexan-1-one
CAS: 491-07-6
EINECS: 207-727-4
Following is the Molecular Structure of Isomenthone (491-07-6):

SMILES: O=C1C[C@H](C)CC[C@@H]1C(C)C
InChI: InChI=1/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9-/m1/s1
InChIKey: NFLGAXVYCFJBMK-RKDXNWHRBG
Std.InChI: InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9-/m1/s1
Std.InChIKey: NFLGAXVYCFJBMK-RKDXNWHRSA-N
Molecular Formula: C₁₀H₁₈O
Molecular Weight: 154.25
Boiling Point: 205℃ at 760 mmHg
Flash Point: 72.8℃
Molar Volume: 175cm³
Density: 0.881g/cm³
Index of Refraction: 1.442
Molar Refractivity: 46.37cm³
Surface Tension: 27.2dyne/cm
Polarizability: 18.38 10^-24cm³
Enthalpy of Vaporization: 44.12kJ/mol
Vapour Pressure: 0.256mmHg at 25℃

Isomenthone Uses

Isomenthone (491-07-6) can be used as a food spice by GB 2760--1996.

Isomenthone Toxicity Data With Reference

skn-rbt 500 mg/24H MLD

FCTXAV Food and Cosmetics Toxicology. 14 (1976),315.

Isomenthone Consensus Reports

Reported in EPA TSCA Inventory.

Isomenthone Safety Profile

This chemical is a skin irritant.

Isomenthone Specification

Isomenthone (491-07-6),which also can be called for (±)-cis-p-Menthan-3-one ; (z)-Cyclohexanon ; (z)-p-Menthan-3-on ; 5-Methyl-2-(1-methylethyl)-,cis-Cyclohexanone ; 5-Methyl-2-(1-methylethyl)cyclohexanone ; cis-Cyclohexanon ; cis-Menthone ; cis-p-Menthan-3-one . Isomenthone (491-07-6) is a colorless slightly like oily liquid and it's insoluble in water, soluble in Ethanol and oil.When heated to decomposition it emits acrid smoke and fumes.

Product Name

ISOMENTHONE

Synthetic route

Isomenthone Chemical Properties

Isomenthone Uses

Isomenthone Toxicity Data With Reference

Isomenthone Consensus Reports

Isomenthone Safety Profile

Isomenthone Specification

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