213267-92-6

Basic information

• Product Name: (1S)-1-(3-Methylphenyl)-1-propanol
• Synonyms: (1S)-1-(3-Methylphenyl)-1-propanol;(S)-1-(3-tolyphenyl)-1-propanol
• CAS NO: 213267-92-6
• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.21756
• Mol File: 213267-92-6.mol
• Article Data: 60

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (1S)-1-(3-Methylphenyl)-1-propanol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S)-1-(3-Methylphenyl)-1-propanol(213267-92-6)
• EPA Substance Registry System: (1S)-1-(3-Methylphenyl)-1-propanol(213267-92-6)

Safety Data

• Hazardous Substances Data: 213267-92-6(Hazardous Substances Data)

Usage

General Description

(1S)-1-(3-Methylphenyl)-1-propanol, also known as p-methyl-alpha-methylcinnamyl alcohol, is a chemical compound with the molecular formula C10H14O. It is a colorless liquid with a floral, fruity odor and is commonly used in the production of fragrances and perfumes. (1S)-1-(3-Methylphenyl)-1-propanol is also used as a flavoring ingredient and in the manufacturing of cosmetic and personal care products. It is classified as a primary alcohol and is derived from natural sources such as cinnamon oil. This chemical is known for its potential skin irritation and sensitization properties and should be handled with care in industrial and laboratory settings.

Upstream product

• 557-20-0 diethylzinc 
• 620-23-5 m-tolyl aldehyde 
• 536-74-3 phenylacetylene 
• 587-03-1 3-methylbenzyl alcohol 
• 17271-70-4 β-methyl-3-methylstyrene 
• 403501-31-5 (1R,2S)-1-(3-methylphenyl)-1-propene oxide 

Relevant articles and documents

Deciphering the mechanism behind efficient enantioselective ethylation with thiazolidine-based amino alcohols

Taking advantage of the opposite chirality of two privileged starting materials, l-cysteine and d-penicillamine, a wide range of thiazolidine-based amino alcohols was synthesized. l-Cysteine derivatives were more efficient chiral inductors than the d-peni

Chiral zinc amidate catalyzed additions of diethylzinc to aldehydes

A series of bifunctional spiro ligands bearing “carboxamide–phosphine oxide” groups and ethylzinc carboxamidates from these ligands as catalysts for Et2Zn additions to aldehydes were reported. Excellent yields were obtained with moderate ee′s in Et2Zn additions to benzaldehyde derivatives, implying effectiveness of our newly designed catalytic structures as well as mediocre stereocontrol by these chiral ligands. Possible transition states were suggested based on the crystal structures of two ligands.

Chiral thiazolidines in the enantioselective ethylation of aldehydes: An experimental and computational study

A library of new chiral thiazolidines was prepared starting from L-cysteine and D-penicillamine in a simple, one-step procedure. 2-Arylthiazolidines were obtained, as diastereoisomeric mixtures, with good yields and in short reaction times, through a new and greener procedure, using microwave irradiation. Their use as chiral ligands in the enantioselective ethylation of aromatic aldehydes was studied and optimized, originating good to excellent conversions and ee up to 94% in 6 h. A series of heteroaromatic and aliphatic substrates were also enantioselectively ethylated with success, with ee up to 77%. The distinct opposite chirality in L-cysteine and D-penicillamine makes the use of these ligands an interesting approach for obtaining both the (S) and (R) enantiomers of the chiral alcohols, compounds with potential applications in the area of fine chemistry. NMR studies were carried out using a diastereoisomeric mixture of thiazolidines, allowing the identification of the most stable structure. Computational studies confirmed this result and also gave important insight into the species involved in the catalytic cycle of the enantioselective alkylation.