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67260

Sigma-Aldrich

5-Methyl-3-heptanone

≥94% (GC)

Synonym(s):
Ethyl isoamyl ketone
Linear Formula:
CH3CH2CH(CH3)CH2COCH2CH3
CAS Number:
Molecular Weight:
128.21
Beilstein:
506345
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

assay

≥94% (GC)

refractive index

n20/D 1.414 (lit.)

bp

157-162 °C (lit.)

density

0.823 g/mL at 25 °C (lit.)

SMILES string

CCC(C)CC(=O)CC

InChI

1S/C8H16O/c1-4-7(3)6-8(9)5-2/h7H,4-6H2,1-3H3

InChI key

PSBKJPTZCVYXSD-UHFFFAOYSA-N

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Application

  • 5-Methyl-3-heptanone can be converted into the corresponding gem-dihydroperoxide using aqueous hydrogen peroxide and chlorosulfonic acid as a catalyst at room temperature.
  • It can be reduced to its corresponding alcohol using sodium borohydride in urea/choline chloride eutectic salt.
  • It can undergo condensation with tert-butyl-sulfinamide to form the corresponding chiral tert-butyl-sulfinyl-ketimine, which can further react with ylides derived from trimethylsulfonium iodide and S-allyl tetrahydrothiophenium bromide to form highly substituted chiral aziridines.

Packaging

1 L in glass bottle

Pictograms

FlameExclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

111.2 °F - closed cup

Flash Point(C)

44 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Natural deep eutectic salt promoted regioselective reduction of epoxides and carbonyl compounds.
Azizi N, et al.
Royal Society of Chemistry Advances, 2(6), 2289-2293 (2012)
Direct synthesis of chiral aziridines from N-tert-butyl-sulfinylketimines.
Morton D, et al.
Chemical Communications (Cambridge, England), (17), 1833-1835 (2006)
An efficient synthesis of gem-dihydroperoxides and 1, 2, 4, 5-tetraoxanes catalyzed bychlorosulfonic acid as a new catalyst.?
Khosravi K and Asgari A
JOURNAL OF ADVANCES IN CHEMISTRY, 11(3), 3381-3390 (2015)
Denis Schenkel et al.
Frontiers in microbiology, 9, 1847-1847 (2018-08-29)
The plant-growth modulating effect of microbial volatile organic compounds (VOCs) has been demonstrated repeatedly. This has most often been performed by exposing plants to VOC released by microbes grown on nutrient rich media. Here, we used soil instead to grow...

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