21148-30-1

Basic information

• Product Name: 4-(3-phenylprop-2-en-1-yl)phenol
• CAS NO: 21148-30-1
• Molecular Formula: C₁₅H₁₄O
• Molecular Weight: 210.2711
• Mol File: 21148-30-1.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 364.5°C at 760 mmHg
• Flash Point: 174.7°C
• Density: 1.109g/cm³
• Vapor Pressure: 7.99E-06mmHg at 25°C
• Refractive Index: 1.642
• CAS DataBase Reference: 4-(3-phenylprop-2-en-1-yl)phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(3-phenylprop-2-en-1-yl)phenol(21148-30-1)
• EPA Substance Registry System: 4-(3-phenylprop-2-en-1-yl)phenol(21148-30-1)

Safety Data

• Hazardous Substances Data: 21148-30-1(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 4393-06-0 1-Phenyl-2-propen-1-ol 
• 108-95-2 phenol 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 71597-85-8 (p-hydroxyphenyl)boronic acid 
• 87802-71-9 (E)-methyl cinnamyl carbonate 
• 269409-70-3 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol 
• 1616917-67-9 (E)-2-(4-(cinnamyloxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 4392-24-9 Cinnamyl bromide 
• 444575-79-5 carbonic acid 1,1-dimethylethyl 1-phenyl-2-propenyl ester 
• 21040-45-9 Cinnamyl acetate 
• 2657-25-2 (E)-1-(4-hydroxyphenyl)-3-phenylprop-2-en-1-one 
• 16519-25-8 (E)-cinnamyl phenyl ether 

Downstream Products

• 34591-21-4 4-(3-phenylpropyl)phenol 

Relevant articles and documents

Allylic alcohols as substrate for ruthenium-catalyzed C-C coupling allylation reactions: Preliminary communication

Allylic alcohols, rather than halides, acetates, or carbonates can be used directly in the Friedel-Crafts-type coupling with various phenols. The use of a RuIV, rather than a RuII, precursor promotes the formation of one H per cycle

[Pd]-Catalyzedpara-selective allylation of phenols: access to 4-[(E)-3-aryl/alkylprop-2-enyl]phenols

4-[(E)-3-Arylprop-2-enyl]phenols are omnipresent scaffolds and constitute natural products and biologically significant compounds. Obtusastyrene and obtustyrene are two such phenolic-based natural products isolated fromDalbergia retusa. The development of strategies based on a site-selective allylation, particularly protecting group-free substrates and non-activated coupling agents, is indispensable in organic synthesis. Herein, we present a highly regioselective [Pd]-catalyzedpara-allylation of phenols using simple, inactivated allylic alcohols as allylating coupling partners. Notably, this strategy is successful in open-air and under mild reaction conditions. Besides, the efficacy of the present protocol was demonstrated by the direct synthesis of obtusastyrene and obtustyrene.

Hydrazone-palladium-catalyzed allylic arylation of cinnamyloxyphenylboronic acid pinacol esters

Allylic arylation of cinnamyloxyphenylboronic acid pinacol esters 3, which have arylboronic acid moiety and allylic ether moiety, using a hydrazone 1d-Pd(OAc)2 system proceeded and gave the corresponding 1,3-diarylpropene derivatives 4 with a phenolic hydroxyl group via a selective coupling reaction of the π-allyl intermediate to the boron-substituted position of the leaving group.