C100005
1,3-环己二烯
contains 0.05% BHT as inhibitor, 97%
别名:
1,2-二氢苯
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关于此项目
经验公式（希尔记法）:
C6H8
化学文摘社编号:
分子量:
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
InChI
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
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
Application
1,3-环己二烯可以通过：
- 铱催化的氢自动转移与芳香醇进行C-C偶联，并通过异丙醇介导的转移氢化与醛发生偶联，从而形成羰基加成产物。
- 与n-BuLi/TMEDA系统发生活性阴离子聚合，从而形成聚环己二烯。
- 铂催化的硅烷化形成（1R，4S）-1-（二甲基苯基）-4-（4,4,5,5-四甲基-1,3,2-二氧硼戊环-2-基）-2-环己烯。
- 在作为电子转移试剂的四（氢醌）卟啉钴存在下，进行需氧钯催化的1,4-二乙酰氧基化。
signalword
Danger
hcodes
Hazard Classifications
Flam. Liq. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
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
法规信息
危险化学品
此项目有
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)
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)
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
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)
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