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Cyclohexanone

analytical standard

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About This Item

Formula condensata:
C6H10(=O)
Numero CAS:
108-94-1
Peso molecolare:
98.14
Beilstein:
385735
Numero CE:
203-631-1
Numero MDL:
MFCD00001625
Codice UNSPSC:
41116107
ID PubChem:
329747444
NACRES:
NA.24

Grado

analytical standard

Livello qualitativo

100

Densità del vapore

3.4 (vs air)

Tensione di vapore

3.4 mmHg ( 20 °C)

Saggio

≥99.9% (GC)

Temp. autoaccensione

788 °F

Durata

limited shelf life, expiry date on the label

Limite di esplosione

1.1 %, 100 °F
9.4 %

tecniche

HPLC: suitable
gas chromatography (GC): suitable

Indice di rifrazione

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

P. eboll.

155 °C (lit.)

Punto di fusione

−47 °C (lit.)

Densità

0.947 g/mL at 25 °C (lit.)

applicazioni

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

Formato

neat

Stringa SMILE

O=C1CCCCC1

InChI

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

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Descrizione generale

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.

Applicazioni

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

Avvertenze

Danger

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

111.2 °F - closed cup

Punto d’infiammabilità (°C)

44 °C - closed cup

Dispositivi di protezione individuale

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

Choose from one of the most recent versions:

Certificati d'analisi (COA)

Lot/Batch Number
BCCL8588
BCCH4976
BCCB7763
BCBT3526
BCBQ7521V

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Dodgson I, et al.
Chemistry & Industry, 830 (1989)
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
Xu LX, et al.
Catalysis Communications, 9, 816-816 (2008)
194. A synthesis of vitamin a from cyclohexanone.
Attenburrow J, et al.
Journal of the Chemical Society, 1094-1111 (1952)
Huizhen Liu et al.
Science (New York, N.Y.), 326(5957), 1250-1252 (2009-12-08)
Cyclohexanone is an industrially important intermediate in the synthesis of materials such as nylon, but preparing it efficiently through direct hydrogenation of phenol is hindered by over-reduction to cyclohexanol. Here we report that a previously unappreciated combination of two common
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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.

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