73244-32-3

Basic information

• Product Name: 3-(3-methylphenyl)-2-propen-1-ol
• Synonyms: 3-(3-methylphenyl)-2-propen-1-ol
• CAS NO: 73244-32-3
• Molecular Weight: 148.205
• Mol File: 73244-32-3.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: 3-(3-methylphenyl)-2-propen-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3-methylphenyl)-2-propen-1-ol(73244-32-3)
• EPA Substance Registry System: 3-(3-methylphenyl)-2-propen-1-ol(73244-32-3)

Safety Data

• Hazardous Substances Data: 73244-32-3(Hazardous Substances Data)

Upstream product

• 58824-47-8 1-(m-tolyl)prop-2-en-1-ol 
• 108-24-7 acetic anhydride 
• 620-23-5 m-tolyl aldehyde 
• 93614-80-3 3-(3-methylphenyl)prop-2-en-1-al 
• 82444-40-4 3-(3-methylphenyl)acrylic acid methyl ester 
• 3029-79-6 3-methylcinnamic acid 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 50556-03-1 3-m-tolyl-acrylic acid ethyl ester 

Downstream Products

• 93614-80-3 3-(3-methylphenyl)prop-2-en-1-al 
• 1158681-18-5 C₁₆H₁₅FO 
• 1158681-17-4 C₁₇H₁₈O₂ 
• 1158681-16-3 C₁₇H₁₈O₂ 
• 1222181-25-0 m-methylphenylallyl methyl carbonate 

Relevant articles and documents

Ternary Catalysis Enabled Three-Component Asymmetric Allylic Alkylation as a Concise Track to Chiral α,α-Disubstituted Ketones

Multicomponent reactions that involve interception of onium ylides through Aldol, Mannich, and Michael addition with corresponding bench-stable acceptors have demonstrated broad applications in synthetic chemistry. However, because of the high reactivity and transient survival of these in situ generated intermediates, the substitution-type interception process, especially the asymmetric catalytic version, remains hitherto unknown. Herein, a three-component asymmetric allylation of α-diazo carbonyl compounds with alcohols and allyl carbonates is disclosed by employing a ternary cooperative catalysis of achiral Pd-complex, Rh2(OAc)4, and chiral phosphoric acid CPA. This method represents the first example of three-component asymmetric allylic alkylation through an SN1-type trapping process, which involves a convergent assembly of two active intermediates, Pd-allyl species, and enol derived from onium ylides, providing an expeditious access to chiral α,α-disubstituted ketones in good to high yields with high to excellent enantioselectivity. Combined experimental and computational studies have shed light on the mechanism of this novel three-component reaction, including the critical role of Xantphos ligand and the origin of enantioselectivity.

Highly Regio- A nd Enantioselective Hydrogenation of Conjugated α-Substituted Dienoic Acids

Highly regio- A nd enantioselective hydrogenation of conjugated α-substituted dienoic acids was realized for the first time using Trifer-Rh complex, providing a straightforward method for the synthesis of chiral α-substituted ?,?′-unsaturated acids. DFT calculations revealed N+H-O hydrogen bonding interaction is formed to stabilize the transition state and the coordination of 4,5-double bond to Rh(III) center would facilitate the reductive elimination process. This hydrogenation provided a gram-scale synthesis of the precursor of sacubitril.

Arene Trifunctionalization with Highly Fused Ring Systems through a Domino Aryne Nucleophilic and Diels–Alder Cascade

A convenient and efficient domino aryne process was developed under transition-metal-free conditions to generate a range of tetra- and pentacyclic ring systems. This transformation was realized via a 1,2-benzdiyne through a nucleophilic and Diels–Alder reaction cascade using styrene as the diene moiety. Three new chemical bonds, namely one C?N and two C?C bonds, and two benzofused rings could be constructed concomitantly, which was made possible by distinct chemoselective control at both the 1,2-aryne and 2,3-aryne stages. Moreover, in-depth studies were carried out on the domino aryne precursors and controlling the diastereoselectivity.