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Merck

C100005

Sigma-Aldrich

1,3-环己二烯

contains 0.05% BHT as inhibitor, 97%

别名:

1,2-二氢苯

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About This Item

经验公式(希尔记法):
C6H8
CAS号:
分子量:
80.13
Beilstein:
506024
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

97%

形狀

liquid

包含

0.05% BHT as inhibitor

折射率

n20/D 1.474 (lit.)

bp

80 °C (lit.)

密度

0.841 g/mL at 25 °C (lit.)

儲存溫度

2-8°C

SMILES 字串

C1CC=CC=C1

InChI

1S/C6H8/c1-2-4-6-5-3-1/h1-4H,5-6H2

InChI 密鑰

MGNZXYYWBUKAII-UHFFFAOYSA-N

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應用

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。
  • 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。

象形圖

FlameExclamation mark

訊號詞

Danger

危險聲明

危險分類

Flam. Liq. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

3 - Flammable liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

66.0 °F

閃點(°C)

18.9 °C

個人防護裝備

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


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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)
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.
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

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