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02482

Supelco

Cyclohexanone

analytical standard

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Linear Formula:
C6H10(=O)
CAS Number:
Molecular Weight:
98.14
Beilstein:
385735
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

vapor density

3.4 (vs air)

vapor pressure

3.4 mmHg ( 20 °C)

Assay

≥99.9% (GC)

autoignition temp.

788 °F

shelf life

limited shelf life, expiry date on the label

expl. lim.

1.1 %, 100 °F
9.4 %

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.450 (lit.)
n20/D 1.451

bp

155 °C (lit.)

mp

−47 °C (lit.)

density

0.947 g/mL at 25 °C (lit.)

application(s)

cleaning products
cosmetics
environmental
flavors and fragrances
food and beverages
personal care

format

neat

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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1 of 4

This Item
39824129140C102180
Cyclohexanone analytical standard

Supelco

02482

Cyclohexanone

Cyclohexanone ACS reagent, ≥99.0%

Sigma-Aldrich

398241

Cyclohexanone

Cyclohexanone puriss. p.a., ≥99.5% (GC)

Sigma-Aldrich

29140

Cyclohexanone

Cyclohexanone ReagentPlus®, 99.8%

Sigma-Aldrich

C102180

Cyclohexanone

assay

≥99.9% (GC)

assay

≥99.0%

assay

≥99.5% (GC)

assay

99.8%

shelf life

limited shelf life, expiry date on the label

shelf life

-

shelf life

-

shelf life

-

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

-

technique(s)

-

technique(s)

-

application(s)

cleaning products
cosmetics
environmental
flavors and fragrances
food and beverages
personal care

application(s)

-

application(s)

-

application(s)

-

format

neat

format

-

format

-

format

-

General description

Cyclohexanone is a cycloalkanone. It is an industrially important intermediate. It is useful for the preparation of raw materials for various chemical intermediates, such as caprolactam for nylon 6 and adipic acid for nylon 66 synthesis of nylon. It can be synthesized industrially by either the oxidation of cyclohexane or the hydrogenation of phenol.

Application

Cyclohexanone may be used for the following syntheses:
  • vitamin A
  • 2-cyclohexylidene cyclohexanone via Aldol condensation reaction
  • 2-cyclohexenyl cyclohexanone via Aldol condensation reaction
  • bis-(arylmethylidene)cycloalkanones by cross-aldol condensation with aldehydes

Signal Word

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 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

Certificates of Analysis (COA)

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Dodgson I, et al.
Chemistry & Industry, 830 (1989)
Xu LX, et al.
Catalysis Communications, 9, 816-816 (2008)
Lei Liu et al.
Angewandte Chemie (International ed. in English), 48(12), 2206-2209 (2009-02-10)
On their best behavior: Three zirconium compounds with one-, two-, and three-dimensional structures have been successfully synthesized by the ionothermal approach. The 3D zirconium phosphate (see picture; F green, H white, O red, P pink, Zr yellow) exhibits high catalytic
194. A synthesis of vitamin a from cyclohexanone.
Attenburrow J, et al.
Journal of the Chemical Society, 1094-1111 (1952)
Aldol Condensation of Cyclohexanone and Synthesis of Acetal or Ketals [J]. J. Jilin
Yiezhi L, et al.
Journal of Jilin University (Science Edition) / Chi Lin Ta Hsueh Hsueh Pao (Li Hsueh Pan ), 2, 021-021 (1989)

Articles

The aldol condensation reaction is an organic reaction introduced by Charles Wurtz, who first prepared the β-hydroxy aldehyde from acetaldehdye in 1872.

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