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Cyclohexanone

analytical standard

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About This Item

Fórmula linear:
C6H10(=O)
Número CAS:
108-94-1
Peso molecular:
98.14
Beilstein:
385735
Número CE:
203-631-1
Número MDL:
MFCD00001625
Código UNSPSC:
41116107
ID de substância PubChem:
329747444
NACRES:
NA.24

grau

analytical standard

Nível de qualidade

100

densidade de vapor

3.4 (vs air)

pressão de vapor

3.4 mmHg ( 20 °C)

Ensaio

≥99.9% (GC)

temperatura de autoignição

788 °F

prazo de validade

limited shelf life, expiry date on the label

Lim. expl.

1.1 %, 100 °F
9.4 %

técnica(s)

HPLC: suitable
gas chromatography (GC): suitable

índice de refração

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

pb

155 °C (lit.)

pf

−47 °C (lit.)

densidade

0.947 g/mL at 25 °C (lit.)

aplicação(ões)

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

formato

neat

cadeia de caracteres SMILES

O=C1CCCCC1

InChI

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

chave InChI

JHIVVAPYMSGYDF-UHFFFAOYSA-N

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Descrição geral

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.

Aplicação

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

Palavra indicadora

Danger

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

111.2 °F - closed cup

Ponto de fulgor (°C)

44 °C - closed cup

Equipamento de proteção individual

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

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Certificados de análise (COA)

Lot/Batch Number
BCCL8588
BCCH4976
BCCB7763
BCBT3526
BCBQ7521V

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Xu LX, et al.
Catalysis Communications, 9, 816-816 (2008)
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
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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Artigos

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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