C100005

1,3-Cyclohexadiene

contains 0.05% BHT as inhibitor, 97%

• Synonym(s): 1,2-Dihydrobenzene
• Empirical Formula (Hill Notation): C₆H₈
• CAS Number: 592-57-4
• Molecular Weight: 80.13
• Beilstein: 506024
• EC Number: 209-764-1
• MDL number: MFCD00001532
• UNSPSC Code: 12352100
• PubChem Substance ID: 24892292
• NACRES: NA.22

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.

Safety Information

• Pictograms: GHS02,GHS07
• Signal Word: Danger
• Hazard Statements: H225,H335
• Precautionary Statements: P210 - P233 - P240 - P241 - P242 - P243
• Hazard Classifications: Flam. Liq. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): 66.0 °F
• Flash Point(C): 18.9 °C
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves