13633-27-7

Basic information

• Product Name: Benzene, 1,2-hexadienyl-
• CAS NO: 13633-27-7
• Molecular Formula: C12H14
• Molecular Weight: 158.243
• Mol File: 13633-27-7.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Benzene, 1,2-hexadienyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,2-hexadienyl-(13633-27-7)
• EPA Substance Registry System: Benzene, 1,2-hexadienyl-(13633-27-7)

Safety Data

• Hazardous Substances Data: 13633-27-7(Hazardous Substances Data)

Upstream product

• 927-77-5 n-propylmagnesium bromide 
• 122044-10-4 Methanesulfinic acid (R)-1-phenyl-prop-2-ynyl ester 
• 16169-88-3 1-phenylprop-2-ynyl acetate 
• 106-94-5 propyl bromide 
• 10575-80-1 1-Bromo-1,2-hexadiene 
• 627-19-0 1-Pentyne 
• 1666-17-7 benzaldehyde p-toluenesulfonylhydrazone 
• 1176305-96-6 C₉H₁₄O₃ 
• 98-80-6 phenylboronic acid 
• 1817-51-2 1-phenyl-1-hexyn-3-ol 
• 123-72-8 butyraldehyde 
• 536-74-3 phenylacetylene 
• 1314716-01-2 C₂₄H₃₅N 
• 1220698-75-8 1-phenyl-2-heptynyl formate 

Downstream Products

• 1446696-24-7 (±)(E)-4,4,5,5-tetramethyl-2-(1-phenylhex-1-en-3-yl)-1,3,2-dioxaborolane 
• 1446696-32-7 C₁₈H₂₇BO₂ 
• 1279128-95-8 (Z)-2-(1-phenylhex-1-en-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1069111-61-0 (E)-4-phenyl-2-propylbut-3-enenitrile 
• 1451149-62-4 (E)-4-methyl-N-(1-phenylhex-1-en-3-yl)benzenesulfonamide 
• 33720-29-5 Phenyl-1,2-hexanedione 

Relevant articles and documents

Rhodium(III)-Catalyzed Directed C-H Dienylation of Anilides with Allenes Leads to Highly Conjugated Systems

Allenes are unique coupling partners in transition-metal-catalyzed C-H functionalization leading to a variety of products via alkenylation, allenylation, allylation, and annulation reactions. The outcome is governed by both the reactivity of the allene and the formation and stability of the organometallic intermediate. An efficient Rh(III)-catalyzed, weakly coordinating group-directed dienylation of electronically unbiased allenes is developed using an N-acyl amino acid as a ligand. Further elaboration of the dienylated products to construct polycyclic compounds is also described.

Highly selective copper-catalyzed hydroboration of allenes and 1,3-dienes

The highly selective copper-catalyzed hydroboration of allenes has been developed. Allylboranes and alkenylboranes were selectively prepared by the judicious choice of catalytic species (copper hydride and boryl copper). Furthermore, two types of alkenylboranes could be selectively synthesized by the choice of an appropriate ligand. Mechanistic studies confirmed that the protonation of a (Z)-σ-allyl copper species, which was isolated and structurally characterized by single-crystal X-ray diffraction, was a key step in these reactions. Besides allenes, this method is also applicable to the selective hydroboration of 1,3-diene derivatives to afford allylboranes and homoallylboranes. Copyright

Selective synthesis of allenes and alkynes through ligand-controlled, palladium-catalyzed decarboxylative hydrogenolysis of propargylic formates

Ligand-controlled regioselective palladium-catalyzed decarboxylative hydrogenolysis of propargylic formates is described. A wide range of allenes and alkynes were obtained by using either 1,2-diphenylphosphinoethane (DPPE) or 1,6-bisdiphenylphosphinohexane (DPPH) as a catalyst ligand.