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C100005

1,3-环己二烯

Name: 1,3-环己二烯
Brand: ALDRICH

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:

592-57-4

分子量:

80.13

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24892292

EC Number:

209-764-1

Beilstein/REAXYS Number:

506024

MDL number:

MFCD00001532

Assay:

97%

Form:

liquid

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属性

Quality Level

100

assay

97%

form

liquid

contains

0.05% BHT as inhibitor

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

SMILES string

C1CC=CC=C1

InChI

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

InChI key

MGNZXYYWBUKAII-UHFFFAOYSA-N

说明

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。

pictograms

GHS02,GHS07

signalword

Danger

hcodes

H225,H335

pcodes

P210 - P233 - P240 - P241 - P242 - P243

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

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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)

NbCl3-catalyzed intermolecular [2+2+2] cycloaddition of alkynes and alpha,omega-dienes: highly chemo- and regioselective formation of 5-omega-alkenyl-1,4-substituted-1,3-cyclohexadiene derivatives.

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.

First kinetic evidence for the CH/π and π/π solute-solvent interaction of C60 in the Diels-Alder reaction with cyclohexadiene.

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)

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