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94950

Supelco

4-Vinyl-1-cyclohexene

analytical standard

Synonyme(s) :

4-Ethenyl-1-cyclohexene, NSC 15760

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About This Item

Formule linéaire :
C6H9CH=CH2
Numéro CAS:
100-40-3
Poids moléculaire :
108.18
Numéro Beilstein :
1901553
Numéro CE :
202-848-9
Numéro MDL:
MFCD00001576
Code UNSPSC :
41116107
ID de substance PubChem :
329770400
Nomenclature NACRES :
NA.24

Qualité

analytical standard

Niveau de qualité

100

Densité de vapeur

3.76 (vs air)

Pression de vapeur

10.2 mmHg ( 25 °C)

Pureté

≥99.5% (GC)

Température d'inflammation spontanée

517 °F

Durée de conservation

limited shelf life, expiry date on the label

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Indice de réfraction

n20/D 1.463 (lit.)
n20/D 1.464

Point d'ébullition

126-127 °C (lit.)

Pf

−101 °C (lit.)

Densité

0.831 g/mL at 20 °C
0.831 g/mL at 20 °C
0.832 g/mL at 25 °C (lit.)

Application(s)

environmental
petroleum

Format

neat

Température de stockage

2-8°C

Chaîne SMILES 

C=CC1CCC=CC1

InChI

1S/C8H12/c1-2-8-6-4-3-5-7-8/h2-4,8H,1,5-7H2

Clé InChI

BBDKZWKEPDTENS-UHFFFAOYSA-N

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Catégories apparentées

Description générale

4-Vinyl-1-cyclohexene can be synthesized via cyclo-dimerization of butadiene in the presence of nitrosyl iron catalysts like [Fe(NO)2(CO)2] or [{FeCl(NO)2}2]/reductant.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Produits recommandés

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Pictogrammes

FlameHealth hazardExclamation mark
GHS02,GHS08,GHS07

Mention d'avertissement

Danger

Classification des risques

Aquatic Chronic 3 - Asp. Tox. 1 - Carc. 2 - Flam. Liq. 2 - Repr. 2 - Skin Irrit. 2

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

60.8 °F - closed cup

Point d'éclair (°C)

16 °C - closed cup

Équipement de protection individuelle

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

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Certificats d'analyse (COA)

Lot/Batch Number
BCCG5086
BCCG7880
BCBZ3843
BCBT2046
BCBP1483V

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Sigma-Aldrich

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Inorganic Reactions and Methods, Reactions Catalyzed by Inorganic Compounds (2009)
D A Keller et al.
Toxicology and applied pharmacology, 144(1), 36-44 (1997-05-01)
4-Vinylcyclohexene (4-VCH), the dimer of 1,3-butadiene, is an ovarian toxicant in mice due to the formation of a diepoxide metabolite, but the tissue-specific site of formation of the metabolites is unknown. Microsomal preparations from liver, lung, and ovaries obtained from
S M Borman et al.
Toxicology and applied pharmacology, 167(3), 191-198 (2000-09-14)
Extensive destruction of primordial follicles by exposure to ovarian toxicants can cause early menopause in women. Primordial follicle destruction is known to result from dosing of mice and rats with three polycyclic aromatic hydrocarbons (PAHs), contaminants commonly found in cigarette
S M Fontaine et al.
Drug metabolism and disposition: the biological fate of chemicals, 29(9), 1236-1242 (2001-08-15)
4-Vinyl-1-cyclohexene (VCH) is ovotoxic in B6C3F(1) mice but not in Fischer-344 rats, which can be partially attributed to greater formation of toxic epoxides from VCH in mice compared with rats. Since repeated exposure to VCH is necessary to cause ovotoxicity
Cinzia Chiappe et al.
Chemical research in toxicology, 16(1), 56-65 (2003-04-16)
The stereochemical course of the biotransformation of 1,2-monoepoxides of 4-vinylcyclohexene (2 and 3) by liver microsomes from control and induced rats and by purified P4502B1 and P4502E1 has been determined. The epoxidation of monoexpodies cis-4-vinylcyclohexene 1,2-epoxide (2) and trans-4-vinylcyclohexene 1,2-epoxide
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