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Merck
CN

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 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

97%

表单

liquid

包含

0.05% BHT as inhibitor

折射率

n20/D 1.474 (lit.)

沸点

80 °C (lit.)

密度

0.841 g/mL at 25 °C (lit.)

储存温度

2-8°C

SMILES字符串

C1CC=CC=C1

InChI

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

InChI key

MGNZXYYWBUKAII-UHFFFAOYSA-N

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应用

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。

象形图

FlameExclamation mark

警示用语:

Danger

危险声明

危险分类

Flam. Liq. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

3 - Flammable liquids

WGK

WGK 3

闪点(°F)

66.0 °F

闪点(°C)

18.9 °C

个人防护装备

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

法规信息

危险化学品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Enantioselective Platinum?Catalyzed Silicon?Boron Addition to 1, 3?Cyclohexadiene.
Gerdin M and Moberg C
Advanced Synthesis & Catalysis, 347(6), 749-753 (2005)
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
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
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)

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