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C100005 Aldrich

1,3-Cyclohexadiene

contains 0.05% BHT as inhibitor, 97%

Synonym: 1,2-Dihydrobenzene

  • CAS Number 592-57-4

  • Empirical Formula (Hill Notation) C6H8

  • Molecular Weight 80.13

  •  Beilstein Registry Number 506024

  •  EC Number 209-764-1

  •  MDL number MFCD00001532

  •  PubChem Substance ID 24892292

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Properties

Related Categories Alkenes, Building Blocks, Chemical Synthesis, Cyclic, Organic Building Blocks More...
InChI Key   MGNZXYYWBUKAII-UHFFFAOYSA-N
assay   97%
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

Description

Packaging

5, 25, 100 mL in glass bottle

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.

Safety & Documentation

Safety Information

Symbol 
GHS02  GHS02
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 3295BE 3 / PGII
WGK Germany 
3
Flash Point(F) 
17.6 °F
Flash Point(C) 
-8 °C

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Protocols & Articles
Peer-Reviewed Papers
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References

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