173912-31-7

Basic information

• Product Name: (2-(2-methylprop-1-en-1-yl)phenyl)methanol
• Synonyms: (2-(2-methylprop-1-en-1-yl)phenyl)methanol
• CAS NO: 173912-31-7
• Molecular Weight: 162.232
• Mol File: 173912-31-7.mol

Chemical Properties

• CAS DataBase Reference: (2-(2-methylprop-1-en-1-yl)phenyl)methanol(CAS DataBase Reference)
• NIST Chemistry Reference: (2-(2-methylprop-1-en-1-yl)phenyl)methanol(173912-31-7)
• EPA Substance Registry System: (2-(2-methylprop-1-en-1-yl)phenyl)methanol(173912-31-7)

Safety Data

• Hazardous Substances Data: 173912-31-7(Hazardous Substances Data)

Upstream product

• 59868-79-0 1,3-dihydroisobenzofuran-1-ol 
• 24470-78-8 isopropyltriphenylphosphonium iodide 
• 87-41-2 2-benzofuran-1(3H)-one 
• 68692-65-9 2-(2-methylprop-1-en-1-yl)benzoic acid 
• 55479-94-2 2-(hydroxymethyl)benzaldehyde 

Downstream Products

• 866314-58-1 2-[2-(2-methyl-1-propenyl)-benzyl]-3-oxobutanoic acid ethyl ester 
• 173912-25-9 1-<3-acetoxy-4-(phenylthio)butyl>-2-(2-methyl-1-propenyl)benzene 
• 866314-66-1 2-diazo-3-[2-(2-methyl-propenyl)-phenyl]-propionic acid ethyl ester 
• 173912-32-8 1-chloromethyl-2-(2-methyl-1-propenyl)benzene 

Relevant articles and documents

Intramolecular hydroalkoxylation catalyzed inside a self-assembled cavity of an enzyme-like host structure

Self-assembled resorcin[4]arene hexamer catalyzes the intramolecular hydroalkoxylation of unsaturated alcohols to the corresponding cyclic ethers under mild conditions. The mode of catalysis and encapsulation-based substrate selectivity of the host efficiently mimic the basic principle of operation observed in enzymes.

Preparation of conformationally constrained α2 antagonists: The bicyclo[3.1.0]hexane approach

The aim of the research was to discover antagonists at α2 receptor subtypes potentially more selective than known compounds. We focused on new, conformationally restricted analogues of atipamezole. The key step in the synthetic sequences leading to target compounds relied on a rhodium-catalyzed intramolecular cyclopropanation reaction, the outcome of which varied with the nature of the diazo styrene precursor. Thus, depending on the substitution pattern of the double bond and the electronic properties of the diazo precursors, the cyclopropanes 2 or 7, naphtalenes 8, or pyrazolines 17 were formed. The byproducts 8 and 17 originated from different, nonoverlapping mechanisms. Among the racemates synthesized, three compounds (1a, 22a, and 22b) showed increased selectivity for α2A vs. α2B and α2C receptor subtypes, and consequently were prepared in enantiomerically pure form. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.

Highly stereoselective cationic cyclization assisted by a sulfenyl group, scope, limitation, and mechanism

When 8-acetoxy-2-naethyl-9-(phenylthio)-2-nonene (la) was treated with an acid, followed by a base, alkylative cyclization proceeded to give a mixture of 1,2-disubstituted cyclohexanes: 2a, 3a, and 4a. The stereochemistry of the reaction was only slightly affected by the leaving group and the reaction conditions, such as the temperature, solvent, and acid. However, the bulkiness of the sulfenyl group had a great effect on the stereochemical course of the reaction. High trans selectivity was attained when 1c (a derivative of 1a with a bulkier sulfenyl group) was used as a substrate. On the other hand, the length and rigidity of the carbon chain of the substrate also had a major effect on the stereochemistry of the reaction; a high cis selectivity was observed when 10a (a one-carbon-fewer analog of Ia) or 15a (a derivative with one more double bond in the carbon chain than in 1a) was used as the substrate. The reaction proceeded via a 6,5- or 5,5-fused-ring intermediate. The sulfenyl-group-assisted reaction could be a useful method for the stereoselective cyclization of acetates of α-sulfenylated secondary alcohols.