Key Documents

View All Documentation

C100005

1,3-Cyclohexadiene

Name: 1,3-Cyclohexadiene
Brand: ALDRICH

contains 0.05% BHT as inhibitor, 97%

Synonym(s):

1,2-Dihydrobenzene

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):

C₆H₈

CAS Number:

592-57-4

Molecular Weight:

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

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

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

Description

Application

1,3-Cyclohexadiene can undergo:

C-C coupling with aromatic alcohols via iridium-catalyzed hydrogen auto-transfer and with aldehydes via transfer hydrogenation mediated by isopropanol to form carbonyl addition products.
Living anionic polymerization with n-BuLi/TMEDA system to form polycyclohexadiene.
Platinum-catalyzed silaboration to form (1R,4S)-1-(dimethylphenylsilyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-cyclohexene.
Aerobic palladium-catalyzed 1,4-diacetoxylation in the presence of cobalt tetra(hydroquinone)porphyrin as an electron transfer reagent.

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

Storage Class

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

Regulatory Information

危险化学品

This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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.

Isotope effects and the mechanism of an electron-transfer-catalyzed Diels-Alder reaction.

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

View All Related Papers

Global Trade Item Number

SKU	GTIN
C59122-100G	04061833502655
45925-250MG	04061832343136
C100005-5ML	04061833460207
C100005-25ML	04061837329166
C100005-100ML	04061833460191