C100005
1,3-Cyclohexadiene
contains 0.05% BHT as inhibitor, 97%
Sinónimos:
1,2-Dihydrobenzene
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Acerca de este artículo
Fórmula empírica (notación de Hill):
C6H8
Número CAS:
Peso molecular:
80.13
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
209-764-1
Beilstein/REAXYS Number:
506024
MDL number:
Assay:
97%
Form:
liquid
Servicio técnico
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Permítanos ayudarleQuality Level
assay
97%
form
liquid
contains
0.05% BHT as inhibitor
refractive index
n20/D 1.474 (lit.)
bp
80 °C (lit.)
density
0.841 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
C1CC=CC=C1
InChI
1S/C6H8/c1-2-4-6-5-3-1/h1-4H,5-6H2
InChI key
MGNZXYYWBUKAII-UHFFFAOYSA-N
Application
1,3-Cyclohexadiene can undergo:
- C-C coupling with aromatic alcohols via iridium-catalyzed hydrogen auto-transfer and with aldehydes via transfer hydrogenation mediated by isopropanol to form carbonyl addition products.
- Living anionic polymerization with n-BuLi/TMEDA system to form polycyclohexadiene.
- Platinum-catalyzed silaboration to form (1R,4S)-1-(dimethylphenylsilyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-cyclohexene.
- Aerobic palladium-catalyzed 1,4-diacetoxylation in the presence of cobalt tetra(hydroquinone)porphyrin as an electron transfer reagent.
signalword
Danger
hcodes
Hazard Classifications
Flam. Liq. 2 - STOT SE 3
target_organs
Respiratory system
Clase de almacenamiento
3 - Flammable liquids
wgk
WGK 3
flash_point_f
66.0 °F
flash_point_c
18.9 °C
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Andrew D Cohen et al.
Journal of the American Chemical Society, 125(6), 1444-1445 (2003-02-06)
Benzoyl nitroside (5) was generated in solution by laser photolysis of 3,5-diphenyl-1,2,4-oxadiazole-4-oxide (4) and studied by time-resolved infrared spectroscopy. The second-order rate constants for reaction of 5 with diethylamine and 1,3-cyclohexadiene were determined to be (1.3 +/- 0.5) x 10(5)
John F Bower et al.
Organic letters, 10(5), 1033-1035 (2008-02-08)
Under hydrogen autotransfer conditions employing a catalyst derived from [Ir(cod)Cl]2 and BIPHEP, 1,3-cyclohexadiene (CHD) couples to benzylic alcohols 1a-9a to furnish carbonyl addition products 1c-9c, which appear as single diastereomers with variable quantities of regioisomeric adducts 1d-9d. Under related transfer
Xiang-Shan Wang et al.
Journal of combinatorial chemistry, 11(6), 1011-1022 (2009-09-22)
An efficient and green method for the synthesis of highly substituted cyclohexa-1,3-diene, polyhydroindene, polyhydronaphthalene, isochromene, isothiochromene, and isoquinoline derivatives has been developed. The synthesis was achieved by using a multicomponent procedure in ionic liquid media. The features of this procedure