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Cyclohexanone

analytical standard

  • CAS Number 108-94-1

  • Linear Formula C6H10(=O)

  • Molecular Weight 98.14

  •  Beilstein/REAXYS Number 385735

  •  EC Number 203-631-1

  •  MDL number MFCD00001625

  •  PubChem Substance ID 329747444

  •  NACRES NA.24

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Properties

Related Categories A-C, A-F, A-L, Additional Standards, Alcoholic & Nonalcoholic Beverages,
Quality Level   100
grade   analytical standard
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 %
application(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.)
Featured Industry   Cleaning Products
Cosmetics
Environmental
Flavors and Fragrances
Food and Beverages
Personal Care
SMILES string   O=C1CCCCC1
InChI   1S/C6H10O/c7-6-4-2-1-3-5-6/h1-5H2
InChI key   JHIVVAPYMSGYDF-UHFFFAOYSA-N

Description

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

Safety & Documentation

Safety Information

Signal word 
Danger-Danger
RIDADR 
UN 1915 3 / PGIII
WGK Germany 
WGK 1
RTECS 
GW1050000
Flash Point(F) 
109.4 °F
Flash Point(C) 
43 °C
Protocols & Articles

Articles

Aldol Condensation Reaction

The aldol condensation reaction is an organic reaction introduced by Charles Wurtz, who first prepared the β-hydroxy aldehyde from acetaldehdye in 1872.1 In an aldol condensation, an enolate ion reac...
Keywords: Addition reactions, Aldol condensation, Aldol reaction, Alkylations, Antibiotics, Asymmetric synthesis, Catalysis, Condensations, Dehydration reaction, Eliminations, Etherifications, Iodinations, Michael Addition, Rearrangements, Suzuki coupling

GC Analysis of Ionic Liquid Test Mix on SLB®-IL100 (15 m x 0.10 mm I.D., 0.08 μm)

From our library of Articles, Sigma-Aldrich presents GC Analysis of Ionic Liquid Test Mix on SLB®-IL100 (15 m x 0.10 mm I.D., 0.08 μm)
Keywords: Chromatography, Flame ionization detector, Gas chromatography, Purification

GC Analysis of Ionic Liquid Test Mix on SLB®-IL100 (30 m x 0.25 mm I.D., 0.20 μm)

From our library of Articles, Sigma-Aldrich presents GC Analysis of Ionic Liquid Test Mix on SLB®-IL100 (30 m x 0.25 mm I.D., 0.20 μm)
Keywords: Chromatography, Flame ionization detector, Gas chromatography, Purification

GC Analysis of Ionic Liquid Test Mix on SLB®-IL59 (15 m x 0.10 mm I.D., 0.08 μm)

From our library of Articles, Sigma-Aldrich presents GC Analysis of Ionic Liquid Test Mix on SLB®-IL59 (15 m x 0.10 mm I.D., 0.08 μm)
Keywords: Chromatography, Flame ionization detector, Gas chromatography, Purification

GC Analysis of Ionic Liquid Test Mix on SLB®-IL59 (30 m x 0.25 mm I.D., 0.20 μm)

From our library of Articles, Sigma-Aldrich presents GC Analysis of Ionic Liquid Test Mix on SLB®-IL59 (30 m x 0.25 mm I.D., 0.20 μm)
Keywords: Chromatography, Flame ionization detector, Gas chromatography, Purification

GC Analysis of Ionic Liquid Test Mix on SLB®-IL76 (15 m x 0.10 mm I.D., 0.08 μm)

From our library of Articles, Sigma-Aldrich presents GC Analysis of Ionic Liquid Test Mix on SLB®-IL76 (15 m x 0.10 mm I.D., 0.08 μm)
Keywords: Chromatography, Flame ionization detector, Gas chromatography, Purification

GC Analysis of Ionic Liquid Test Mix on SLB®-IL76 (30 m x 0.25 mm I.D., 0.20 μm)

From our library of Articles, Sigma-Aldrich presents GC Analysis of Ionic Liquid Test Mix on SLB®-IL76 (30 m x 0.25 mm I.D., 0.20 μm)
Keywords: Chromatography, Flame ionization detector, Gas chromatography, Purification

GC Analysis of Solvents on a Packed Column (3% SP-1500 on Carbopack™ B)

From our library of Articles, Sigma-Aldrich presents GC Analysis of Solvents on a Packed Column (3% SP-1500 on Carbopack™ B)
Keywords: Chromatography, Flame ionization detector, Gas chromatography, Purification

GC Analysis of TCEP Test Mix on SLB®-IL100, 100 °C Oven Temp.

From our library of Articles, Sigma-Aldrich presents GC Analysis of TCEP Test Mix on SLB®-IL100, 100 °C Oven Temp.
Keywords: Chromatography, Flame ionization detector, Gas chromatography, Purification

GC Analysis of TCEP Test Mix on SLB®-IL100, 110 °C Oven Temp.

From our library of Articles, Sigma-Aldrich presents GC Analysis of TCEP Test Mix on SLB®-IL100, 110 °C Oven Temp.
Keywords: Chromatography, Flame ionization detector, Gas chromatography, Purification

GC Analysis of TCEP Test Mix on SLB®-IL100, 80 °C Oven Temp.

From our library of Articles, Sigma-Aldrich presents GC Analysis of TCEP Test Mix on SLB®-IL100, 80 °C Oven Temp.
Keywords: Chromatography, Flame ionization detector, Gas chromatography, Purification

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Flavor and Fragrance Analysis

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Keywords: Calorimetry, Chromatography, Environmental, Gas chromatography, Mass spectrometry, Pesticides, Sample preparations, Separation

Peer-Reviewed Papers
15

References

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