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2-METHYL-4-OCTANONE is a versatile organic compound that serves as a key building block in various chemical and pharmaceutical applications. It is characterized by its unique molecular structure, which features a carbonyl group attached to a methyl and an octyl group, giving it distinct chemical properties and reactivity.

7492-38-8

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7492-38-8 Usage

Uses

Used in Proteomics Research:
2-METHYL-4-OCTANONE is utilized as a building block ketone in proteomics research, where it plays a crucial role in the study of proteins and their interactions. Its unique chemical properties allow it to be used in the synthesis of complex protein structures and contribute to the development of new methods for protein analysis and characterization.
Used in Pharmaceutical Industry:
2-METHYL-4-OCTANONE is employed as a pharmaceutical intermediate, which means it is a key component in the synthesis of various drugs and pharmaceutical compounds. Its reactivity and compatibility with other chemical groups make it an essential precursor in the development of new medications and therapies, potentially leading to advancements in the treatment of various diseases and medical conditions.

Check Digit Verification of cas no

The CAS Registry Mumber 7492-38-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,4,9 and 2 respectively; the second part has 2 digits, 3 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 7492-38:
(6*7)+(5*4)+(4*9)+(3*2)+(2*3)+(1*8)=118
118 % 10 = 8
So 7492-38-8 is a valid CAS Registry Number.
InChI:InChI=1/C9H18O/c1-4-5-6-9(10)7-8(2)3/h8H,4-7H2,1-3H3

7492-38-8 Well-known Company Product Price

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  • Alfa Aesar

  • (A19952)  2-Methyl-4-octanone, 99%   

  • 7492-38-8

  • 5g

  • 452.0CNY

  • Detail
  • Alfa Aesar

  • (A19952)  2-Methyl-4-octanone, 99%   

  • 7492-38-8

  • 25g

  • 1752.0CNY

  • Detail

7492-38-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-methyloctan-4-one

1.2 Other means of identification

Product number -
Other names 2-Methyl-4-octanone

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:7492-38-8 SDS

7492-38-8Synthetic route

2-methyloctan-4-ol
40575-41-5

2-methyloctan-4-ol

2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

Conditions
ConditionsYield
With jones' reagent Oxidation;86%
With chromium(VI) oxide; acetic acid
2-methyloctan-4-ol
40575-41-5

2-methyloctan-4-ol

2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

Conditions
ConditionsYield
With jones' reagent Oxidation;86%
With chromium(VI) oxide; acetic acid
oxalyl dichloride
79-37-8

oxalyl dichloride

2-methyloctan-4-ol
40575-41-5

2-methyloctan-4-ol

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

Conditions
ConditionsYield
With triethylamine In water; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran79%
tributyl borane
122-56-5

tributyl borane

isopentanoyl chloride
108-12-3

isopentanoyl chloride

2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

Conditions
ConditionsYield
With potassium acetate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 65℃; for 3h; Substitution;56%
2-methyl-oct-5-en-4-one
17577-93-4

2-methyl-oct-5-en-4-one

2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

Conditions
ConditionsYield
With nickel Hydrogenation;
di-n-butylcadmium
3431-67-2

di-n-butylcadmium

isopentanoyl chloride
108-12-3

isopentanoyl chloride

2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

Conditions
ConditionsYield
With benzene
di-n-butylcadmium
3431-67-2

di-n-butylcadmium

isopentanoyl chloride
108-12-3

isopentanoyl chloride

2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

Conditions
ConditionsYield
With benzene
pentanal
110-62-3

pentanal

isobutylmagnesium bromide
926-62-5

isobutylmagnesium bromide

2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

Conditions
ConditionsYield
(i) ether, (ii) Na2Cr2O7, H2SO4; Multistep reaction;
pentanal
110-62-3

pentanal

isobutylmagnesium bromide
926-62-5

isobutylmagnesium bromide

2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

Conditions
ConditionsYield
(i) ether, (ii) Na2Cr2O7, H2SO4; Multistep reaction;
2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

Conditions
ConditionsYield
(i) bis-(2,3-dimethyl-propyl)-borane, THF, (ii) aq. H2O2, aq. NaOH; Multistep reaction;
2-methyl-3-octyne
55402-15-8

2-methyl-3-octyne

2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

Conditions
ConditionsYield
(i) bis-(2,3-dimethyl-propyl)-borane, THF, (ii) aq. H2O2, aq. NaOH; Multistep reaction;
4-methyl-pent-3-en-2-one
141-79-7

4-methyl-pent-3-en-2-one

propionaldehyde
123-38-6

propionaldehyde

2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

Conditions
ConditionsYield
(i) MgO, (heating), (ii) H2, Raney-Ni, EtOH; Multistep reaction;
1-(trans-2-methyl-cyclopropyl)-pentan-1-one

1-(trans-2-methyl-cyclopropyl)-pentan-1-one

2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

Conditions
ConditionsYield
(i) Li, liq. NH3, (ii) aq. Na2Cr2O7, aq. H2SO4; Multistep reaction;
1-(trans-2-methyl-cyclopropyl)-pentan-1-one

1-(trans-2-methyl-cyclopropyl)-pentan-1-one

2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

Conditions
ConditionsYield
(i) Li, liq. NH3, (ii) aq. Na2Cr2O7, aq. H2SO4; Multistep reaction;
4-methyl-pent-3-en-2-one
141-79-7

4-methyl-pent-3-en-2-one

acrolein
107-02-8

acrolein

2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

Conditions
ConditionsYield
(i) MgO, (heating), (ii) TsOH, (iii) H2, Raney-Ni, EtOH; Multistep reaction;
(1-Benzenesulfinyl-1-isobutyl-pentyl)-trimethyl-silane

(1-Benzenesulfinyl-1-isobutyl-pentyl)-trimethyl-silane

2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

Conditions
ConditionsYield
With mercury(II) diacetate 1.) THF, reflux, 4 h, 2.) THF, water, 17 h, room temperature; Yield given. Multistep reaction;
(1-Benzenesulfinyl-1-isobutyl-pentyl)-trimethyl-silane

(1-Benzenesulfinyl-1-isobutyl-pentyl)-trimethyl-silane

2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

Conditions
ConditionsYield
With mercury(II) diacetate 1.) THF, reflux, 4 h, 2.) THF, water, 17 h, room temperature; Yield given. Multistep reaction;
isovaleraldehyde
590-86-3

isovaleraldehyde

hydro chloride of 1-<α-amino-isopentyl>-naphthol-(2)

hydro chloride of 1-<α-amino-isopentyl>-naphthol-(2)

2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 87 percent / diethyl ether / 20 °C
2: 86 percent / Jones' reagent
View Scheme
(1-Isobutyl-1-phenylsulfanyl-pentyl)-trimethyl-silane
105494-91-5

(1-Isobutyl-1-phenylsulfanyl-pentyl)-trimethyl-silane

2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 85percent m-chloroperbenzoic acid / CH2Cl2 / 1.5 h / -23 °C
2: 2.) 1 M mercury(II) acetate / 1.) THF, reflux, 4 h, 2.) THF, water, 17 h, room temperature
View Scheme
(1-Isobutyl-1-phenylsulfanyl-pentyl)-trimethyl-silane
105494-91-5

(1-Isobutyl-1-phenylsulfanyl-pentyl)-trimethyl-silane

2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 85percent m-chloroperbenzoic acid / CH2Cl2 / 1.5 h / -23 °C
2: 2.) 1 M mercury(II) acetate / 1.) THF, reflux, 4 h, 2.) THF, water, 17 h, room temperature
View Scheme
2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (i) NaH, DMSO, (ii) /BRN= 1700900/
2: (i) Li, liq. NH3, (ii) aq. Na2Cr2O7, aq. H2SO4
View Scheme
(E)-2-octen-4-one
22286-99-3

(E)-2-octen-4-one

2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (i) NaH, DMSO, (ii) /BRN= 1700900/
2: (i) Li, liq. NH3, (ii) aq. Na2Cr2O7, aq. H2SO4
View Scheme
(C4H9)3SnOCH(C4H9)C3H4CH3

(C4H9)3SnOCH(C4H9)C3H4CH3

A

diisobutyl ketone
108-83-8

diisobutyl ketone

B

2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

C

tributyltin butoxide
3882-70-0

tributyltin butoxide

Isobutyl-(2-methylcyclopropyl)-keton

Isobutyl-(2-methylcyclopropyl)-keton

Conditions
ConditionsYield
With t-C4H9OOC4H9-t at 130-140°C; proportion of c-C3H4(CH3)COCH3, i-C4H9COC4H9-i, n-C4H9COC4H9-i = 86:4:10;
With t-C4H9OOC4H9-t at 130-140°C; proportion of c-C3H4(CH3)COCH3, i-C4H9COC4H9-i, n-C4H9COC4H9-i = 86:4:10;
(C4H9)3SnOCH(C4H9)C3H4CH3

(C4H9)3SnOCH(C4H9)C3H4CH3

A

diisobutyl ketone
108-83-8

diisobutyl ketone

B

2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

C

tributyltin butoxide
3882-70-0

tributyltin butoxide

Isobutyl-(2-methylcyclopropyl)-keton

Isobutyl-(2-methylcyclopropyl)-keton

Conditions
ConditionsYield
With t-C4H9OOC4H9-t at 130-140°C; proportion of c-C3H4(CH3)COCH3, i-C4H9COC4H9-i, n-C4H9COC4H9-i = 86:4:10;
With t-C4H9OOC4H9-t at 130-140°C; proportion of c-C3H4(CH3)COCH3, i-C4H9COC4H9-i, n-C4H9COC4H9-i = 86:4:10;
2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

C9H17IO

C9H17IO

Conditions
ConditionsYield
With sulfuric acid; iodine; silica gel; sodium nitrite In acetonitrile at 22℃; for 2h;85%
2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

C9H17IO

C9H17IO

Conditions
ConditionsYield
With sulfuric acid; iodine; silica gel; sodium nitrite In acetonitrile at 22℃; for 2h;85%
2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

A

(R)-(-)-2-methyl-4-octanol

(R)-(-)-2-methyl-4-octanol

B

(4S)-2-methyloctan-4-ol

(4S)-2-methyloctan-4-ol

Conditions
ConditionsYield
With methanesulfonic acid; (R,R)-dihydroborate In hexane at 0℃; for 24h; Title compound not separated from byproducts;A 72%
B n/a
2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

A

(R)-(-)-2-methyl-4-octanol

(R)-(-)-2-methyl-4-octanol

B

(4S)-2-methyloctan-4-ol

(4S)-2-methyloctan-4-ol

Conditions
ConditionsYield
With methanesulfonic acid; (R,R)-dihydroborate In hexane at 0℃; for 24h; Title compound not separated from byproducts;A 72%
B n/a
Å molecular sieves

Å molecular sieves

2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

benzylamine
100-46-9

benzylamine

N-benzyl-2-methyl-4-aminooctane
142121-46-8

N-benzyl-2-methyl-4-aminooctane

Conditions
ConditionsYield
With sodium cyanoborohydride; triethylamine In methanol; hexane; ethyl acetate46%
Å molecular sieves

Å molecular sieves

2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

benzylamine
100-46-9

benzylamine

N-benzyl-2-methyl-4-aminooctane
142121-46-8

N-benzyl-2-methyl-4-aminooctane

Conditions
ConditionsYield
With sodium cyanoborohydride; triethylamine In methanol; hexane; ethyl acetate46%
Å molecular sieves

Å molecular sieves

2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

2-methyl-4-aminooctane
33788-04-4

2-methyl-4-aminooctane

Conditions
ConditionsYield
With ammonium acetate; sodium cyanoborohydride In methanol; chloroform25%
Å molecular sieves

Å molecular sieves

2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

2-methyl-4-aminooctane
33788-04-4

2-methyl-4-aminooctane

Conditions
ConditionsYield
With ammonium acetate; sodium cyanoborohydride In methanol; chloroform25%
2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

2-methyloctan-4-ol
40575-41-5

2-methyloctan-4-ol

Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether
With nickel Hydrogenation;
2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

indole-2,3-dione
91-56-5

indole-2,3-dione

2-isobutyl-3-propyl-quinoline-4-carboxylic acid

2-isobutyl-3-propyl-quinoline-4-carboxylic acid

Conditions
ConditionsYield
With potassium hydroxide
2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

indole-2,3-dione
91-56-5

indole-2,3-dione

2-isobutyl-3-propyl-quinoline-4-carboxylic acid

2-isobutyl-3-propyl-quinoline-4-carboxylic acid

Conditions
ConditionsYield
With potassium hydroxide
2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

[2-(1-isobutyl-pentyloxy)-ethyl]-dimethyl-amine

[2-(1-isobutyl-pentyloxy)-ethyl]-dimethyl-amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: lithium alanate; diethyl ether
2: sodium amide; benzene / 100 °C
View Scheme
2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

2-(aminooxy)-2-methylpropanoic acid hydrochloride

2-(aminooxy)-2-methylpropanoic acid hydrochloride

A

(E)-2-methyl-2-(((2-methyloctan-4-ylidene)amino)oxy)propanoic acid

(E)-2-methyl-2-(((2-methyloctan-4-ylidene)amino)oxy)propanoic acid

B

(Z)-2-methyl-2-(((2-methyloctan-4-ylidene)amino)oxy)propanoic acid

(Z)-2-methyl-2-(((2-methyloctan-4-ylidene)amino)oxy)propanoic acid

Conditions
ConditionsYield
With pyridine at 100℃; for 2h;A n/a
B n/a
2-methyloctan-4-one
7492-38-8

2-methyloctan-4-one

2-(aminooxy)-2-methylpropanoic acid hydrochloride

2-(aminooxy)-2-methylpropanoic acid hydrochloride

A

(E)-2-methyl-2-(((2-methyloctan-4-ylidene)amino)oxy)propanoic acid

(E)-2-methyl-2-(((2-methyloctan-4-ylidene)amino)oxy)propanoic acid

B

(Z)-2-methyl-2-(((2-methyloctan-4-ylidene)amino)oxy)propanoic acid

(Z)-2-methyl-2-(((2-methyloctan-4-ylidene)amino)oxy)propanoic acid

Conditions
ConditionsYield
With pyridine at 100℃; for 2h;A n/a
B n/a

7492-38-8Relevant academic research and scientific papers

Preparation of ketones via the palladium-catalyzed cross-coupling of acid chlorides with trialkylboranes

Kabalka, George W.,Malladi, Rama R.,Tejedor, David,Kelley, Shane

, p. 999 - 1001 (2007/10/03)

Trialkylboranes react with acid chlorides in the presence of palladium to generate alkyl and aryl ketones in good yields. (C) 2000 Elsevier Science Ltd.

Aggregation pheromones and host kairomones of West Indian sugarcane weevil, Metamasius hemipterus sericeus

Perez,Campos,Chinchilla,Oehlschlager,Gries,Gries,Giblin-Davis,Castrillo,Pena,Duncan,Gonzalez,Pierce Jr.,McDonald,Andrade

, p. 869 - 888 (2007/10/03)

Coupled gas chromatographic-electroantennographic detection (GC-EAD) analyses and coupled GC-mass spectrometry (MS) of volatiles produced by male and female West Indian sugarcane weevils (WISW), Metamasius hemipterus sericeus (Oliv.), revealed eight male specific, EAD-active compounds: 3-pentanol (1), 2-methyl-4-heptanol (2), 2-methyl-4-octanol (3) 4-methyl-5-nonanol (4), and the corresponding ketones. In field experiments in Florida, alcohols 1-4 in combination with sugarcane were most attractive, whereas addition of the ketones or replacement of alcohols with ketones significantly reduced attraction. In Costa Rica field experiments testing alcohols 1-4 singly and in all binary, ternary, and quaternary combinations revealed 4 in combination with 2 was the major aggregation pheromone, equally attracting male and female WISW. Stereoisomeric 4 and (4S,5S)-4, the only isomer produced by WISW, were equally attractive. Addition of 4S-, 4R- or (±)-2 to (4S,5S)-4 significantly enhanced attraction Sugarcane stalks in combination with 2 plus 4 (ratio of 1:8) were highly synergistic, whereas EAD-active sugarcane volatiles ethyl acetate, ethyl propionate, or ethyl butyrate only moderately increased attractiveness of the pheromone lure.

Certain sulfonamide heterobicyclic platelet activating factor antagonists

-

, (2008/06/13)

Compounds of general formula I; STR1 wherein: A1 is =N--, =CH-- or =CR1 --; A2 is =N--, =CH-- or =CR2 --; provided that, when one of A1 and A2 is a nitrogen atom, the other of A1 and A2 is other than a nitrogen atom; wherein the other variables are as defined in the specification and their pharmaceutically and veterinarily acceptable acid addition salts and hydrates are antagonists of platelet activating factor (PAF) and as such are useful in the treatment or amelioration of various diseases or disorders mediated by PAF.

The Synthesis of Ketones via α-Silyl Sulphides

Ager, David J.

, p. 195 - 204 (2007/10/02)

α-Phenylthiosilanes (2) have been prepared by alkylation of the anion (4) derived from the 1-phenylthio-1-trimethylsilylalkane (1).These anions (4) have benn prepared by a variety of methods including, direct deprotonation of (1), displacement of a phenylthio group by lithium naphthalenide addition of an alkyl-lithium to 1-phenylthio-1-trimethylsilylethene (7), and transmetallation of a tributylstannyl moiety.The formation of an alkyl-lithium by reaction of lithium naphthalenide with a phenyl sulphide provided an additional route to (2) from bis(phenylthio)acetals (8).An alternative path to the α-phenylthiosilanes (2) was to reduce the corresponding α-phenylsulphonylsilane (15); these, in turn, being readily available from alkylation or silylation of α-sulphonyl anions.The α-phenylthiosilanes (2) were converted into the O-trimethylsilylphenylthioacetal (18) by the sila-Pummerer rearrangement, although this was complicated by vinyl sulphide (20) formation in certain cases.Subsequent hydrolysis of (18) and (20) gave the ketone (3).

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