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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


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Sarah J Ryan et al.
Journal of the American Chemical Society, 133(13), 4694-4697 (2011-03-12)
Herein we report the first all-carbon N-heterocyclic carbene-catalyzed (4 + 2) cycloaddition. The reaction proceeds with α,β-unsaturated acid fluorides and silyl dienol ethers and produces 1,3-cyclohexadienes with complete diastereocontrol (dr >20:1) while demonstrating a new type of reaction cascade exploiting
Borislav Naydenov et al.
Nano letters, 6(8), 1752-1756 (2006-08-10)
We present a study that maps out chemical bond formation between a Pt-inked probe and a single 1,3-cyclohexadiene (1,3-CHD) molecule on Si(100). By separating the mechanical and electronic contributions to the current during the approach to contact, we show that
Enantioselective Platinum?Catalyzed Silicon?Boron Addition to 1, 3?Cyclohexadiene.
Gerdin M and Moberg C
Advanced Synthesis & Catalysis, 347(6), 749-753 (2005)
Marija Kotur et al.
The Journal of chemical physics, 130(13), 134311-134311 (2009-04-10)
We demonstrate the use of shaped ultrafast laser pulses in the deep ultraviolet to control the ring opening isomerization of 1,3-cyclohexadiene to form 1,3,5-hexatriene. The experiments are performed with a gas phase sample and the isomerization yield is probed with
Chemo-, regio-, and stereoselective cobalt-mediated [2+2+2] cycloaddition of alkynyl boronates to alkenes: 1,3- and 1,4-diboryl-1,3-cyclohexadienes.
Vincent Gandon et al.
Angewandte Chemie (International ed. in English), 44(43), 7114-7118 (2005-10-12)

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