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W390909

Sigma-Aldrich

Cyclohexanone

99.8%

Sinónimos:

Hexanon, Keto hexamethylene, Ketohexamethylene, Pimelic ketone, Sextone

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About This Item

Fórmula lineal:
C6H10(=O)
Número de CAS:
108-94-1
Peso molecular:
98.14
FEMA Number:
3909
Beilstein/REAXYS Number:
385735
EC Number:
203-631-1
MDL number:
MFCD00001625
UNSPSC Code:
12164502
PubChem Substance ID:
24901934
Flavis number:
7.148
NACRES:
NA.21

biological source

synthetic

agency

meets purity specifications of JECFA

vapor density

3.4 (vs air)

vapor pressure

3.4 mmHg ( 20 °C)

assay

99.8%

form

liquid

autoignition temp.

788 °F

expl. lim.

1.1 %, 100 °F
9.4 %

refractive index

n20/D 1.450 (lit.)

bp

155 °C (lit.)

mp

−47 °C (lit.)

density

0.947 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

organoleptic

minty

SMILES string

O=C1CCCCC1

InChI

1S/C6H10O/c7-6-4-2-1-3-5-6/h1-5H2

InChI key

JHIVVAPYMSGYDF-UHFFFAOYSA-N

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General description

Cyclohexanone is a cyclic ketone with a minty odor. It is reported to be present in volatile flavor fraction of kiwi fruit pulp and acerola fruit.

Application


  • Structural Revision of Hyperibrin B and Hyperscabrones H and I by Biosynthetic Considerations, NMR Analysis, and Chemical Synthesis.: Cyclohexanone is utilized in the synthesis and structural revision of complex natural products, demonstrating its utility in biochemical research (Wang et al., 2021).

  • Biocatalytic conversion of cycloalkanes to lactones using an in-vivo cascade in Pseudomonas taiwanensis VLB120.: This study highlights the biocatalytic potential of Cyclohexanone in producing valuable lactones, contributing to advancements in green chemistry (Karande et al., 2018).

Disclaimer

For R&D or non-EU Food use. Not for retail sale.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

111.2 °F - closed cup

flash_point_c

44 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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GC-FTIR as a powerful tool for the characterization of flavor components in Kiwi.
Fischbock G, et al.
Microchimica Acta, 96(1), 249-257 (1988)
Alakananda Hajra et al.
Organic letters, 14(21), 5488-5491 (2012-10-18)
Dehydrogenative aromatization of cyclohexanone imines to arylamines has been achieved using a palladium catalyst under aerobic conditions. The reaction is applicable to a variety of imines that are either preformed or generated in situ from cyclohexanone derivatives and aryl or
Brahm J Yachnin et al.
Journal of the American Chemical Society, 134(18), 7788-7795 (2012-04-18)
The Baeyer-Villiger monooxygenases (BVMOs) are a family of bacterial flavoproteins that catalyze the synthetically useful Baeyer-Villiger oxidation reaction. This involves the conversion of ketones into esters or cyclic ketones into lactones by introducing an oxygen atom adjacent to the carbonyl
Application of fragment screening and merging to the discovery of inhibitors of the Mycobacterium tuberculosis cytochrome P450 CYP121.
Sean A Hudson et al.
Angewandte Chemie (International ed. in English), 51(37), 9311-9316 (2012-08-15)
Viktória Fábos et al.
Chemistry, an Asian journal, 7(11), 2629-2637 (2012-09-07)
Iron (and to a lesser extent manganese) in the wall of a 316 stainless steel (SS) reactor is responsible for the hydrogenation of cyclohexanone to cyclohexanol when using an aqueous formic acid solution under high temperature and pressure water (HTPW)
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