C100005
1,3-Cyclohexadiene
contains 0.05% BHT as inhibitor, 97%
Synonyme(s) :
1,2-Dihydrobenzene
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A propos de cet article
Formule empirique (notation de Hill) :
C6H8
Numéro CAS:
Poids moléculaire :
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
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Laissez-nous vous aiderInChI
1S/C6H8/c1-2-4-6-5-3-1/h1-4H,5-6H2
InChI key
MGNZXYYWBUKAII-UHFFFAOYSA-N
SMILES string
C1CC=CC=C1
assay
97%
form
liquid
contains
0.05% BHT as inhibitor
Quality Level
bp
80 °C (lit.)
density
0.841 g/mL at 25 °C (lit.)
storage temp.
2-8°C
Catégories apparentées
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
Classe de stockage
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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Takumi Oshima et al.
Organic & biomolecular chemistry, 10(9), 1730-1734 (2012-01-13)
The first CH/π solute-solvent interaction of C(60) was evidenced by the kinetic solvent effects in the Diels-Alder reaction with 1,3-cyclohexadiene based on the evaluation of linear free energy relationship of log k(2) with empirical solvent polarity and basicity parameters, E(T)(30)
Yasushi Obora et al.
The Journal of organic chemistry, 75(17), 6046-6049 (2010-08-05)
Intermolecular [2+2+2] cycloaddition of tert-butylacetylene with alpha,omega-dienes was successfully achieved by NbCl(3)(DME) catalyst to afford 5-omega-alkenyl-1,4-disubstituted-1,3-cyclohexadienes in excellent yields with high chemo- and regioselectivity.
Cobalt Tetra (hydroquinone) porphyrin: An Efficient Electron Transfer Reagent in Aerobic Pd?Catalyzed 1, 4?Diacetoxylation of 1, 3?Cyclohexadiene.
Grennberg H, et al.
Angewandte Chemie (International Edition in English), 32(2), 263-264 (1993)
Nicolas J Saettel et al.
Journal of the American Chemical Society, 124(38), 11552-11559 (2002-09-19)
The electron-transfer-catalyzed Diels-Alder reaction of indole and 1,3-cyclohexadiene was studied by a combination of experimental and theoretical methods. The (13)C kinetic isotope effects were determined at natural abundance by NMR methodology. B3LYP/6-31G* calculations allow for the first time a quantitatively
Synthesis of polymers with an alicyclic structure in the main chain. Living anionic polymerization of 1, 3-cyclohexadiene with the n-butyllithium/N, N, N ′, N′-tetramethyl-ethylenediamine system.
Natori I.
Macromolecules, 30(12), 3696-3697 (1997)
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