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

Description

(1S)-1-(3-Methylphenyl)-1-propanol, also known as p-methyl-alpha-methylcinnamyl alcohol, is a colorless liquid with a floral, fruity odor and a molecular formula of C10H14O. It is a primary alcohol derived from natural sources such as cinnamon oil and is commonly used in the production of fragrances and perfumes.

Uses

Used in Fragrance and Perfume Industry:
(1S)-1-(3-Methylphenyl)-1-propanol is used as a fragrance ingredient for its floral, fruity scent, adding a pleasant aroma to perfumes and other scented products.
Used in Flavoring Industry:
(1S)-1-(3-Methylphenyl)-1-propanol is used as a flavoring ingredient, enhancing the taste and aroma of various food and beverage products.
Used in Cosmetic and Personal Care Products:
(1S)-1-(3-Methylphenyl)-1-propanol is used in the manufacturing of cosmetic and personal care products, contributing to their scent and potentially providing some skin conditioning properties.
However, it is important to note that (1S)-1-(3-Methylphenyl)-1-propanol is known for its potential skin irritation and sensitization properties. Therefore, it should be handled with care in industrial and laboratory settings to minimize any adverse effects on users and workers.

Upstream product

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

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.

New chiral amino alcohol ligands for catalytic enantioselective addition of diethylzincs to aldehydes

A study aimed at the synthesis and structure optimization of new, efficient, optically active β-amino alcohol ligands with a structure suitable for immobilization on magnetite nanoparticles has been carried out. The optimized homogeneous amino alcohol catalysts 13a and 13b, the chirality of which arises from the Sharpless epoxidation of suitable allyl alcohols, were tested by employing the well-established enantioselective amino alcohol-promoted addition of diethylzinc to benzaldehyde, giving the corresponding benzyl alcohol with nearly quantitative yield and ee = 95%. Then, their broad applicability as chiral catalysts was evaluated by carrying out the same reaction on a family of aldehydes, including variously substituted aromatic ones as well as an aliphatic analogue. The results have confirmed the validity of the fine-tuning process performed on ligands 13a and 13b. In fact, both exhibited excellent catalytic activity as demonstrated by the chemical yields and ee obtained from all the tested aldehydes, almost independent of the position and type of substitution in the aromatic ring.