53484-50-7

Basic information

• Product Name: 4-METHOXYCINNAMYLALCOHOL
• Synonyms: 4-METHOXYCINNAMYLALCOHOL;(E)-3-(4-Methoxyphenyl)-2-propen-1-ol;(E)-3-(4-Methoxyphenyl)allyl alcohol;(E)-4-Methoxycinnamyl alcohol;4-Methoxy-trans-cinnamyl alcohol;2-Propen-1-ol, 3-(4-methoxyphenyl)-, (E)-
• CAS NO: 53484-50-7
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.20108
• Mol File: 53484-50-7.mol
• Article Data: 187

Chemical Properties

• Boiling Point: 315.7°Cat760mmHg
• Flash Point: 146.7°C
• Appearance: /
• Density: 1.08g/cm³
• Vapor Pressure: 0.000182mmHg at 25°C
• Refractive Index: 1.577
• CAS DataBase Reference: 4-METHOXYCINNAMYLALCOHOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXYCINNAMYLALCOHOL(53484-50-7)
• EPA Substance Registry System: 4-METHOXYCINNAMYLALCOHOL(53484-50-7)

Safety Data

• Hazardous Substances Data: 53484-50-7(Hazardous Substances Data)

Usage

General Description

4-Methoxycinnamyl alcohol, also known as 4-Methoxycinnamyl alcohol, is a chemical compound with the molecular formula C10H12O2. It is a white, crystalline solid that is commonly used in the fragrance and flavor industry due to its sweet, floral aroma. It is often used as a fragrance ingredient in perfumes, soaps, and other personal care products. It is also used as a flavoring agent in foods and beverages. Additionally, 4-Methoxycinnamyl alcohol has been studied for its potential therapeutic properties, including its ability to inhibit the growth of certain cancer cells and its antioxidant properties. However,

InChI:InChI=1/C10H12O2/c1-12-10-6-4-9(5-7-10)3-2-8-11/h2-7,11H,8H2,1H3/b3-2+

Upstream product

• 3901-07-3 3-(4-methoxy-phenyl)acrylic acid methyl ester 
• 24393-56-4 ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate 
• 123-11-5 4-methoxy-benzaldehyde 
• 830-09-1 3-(4'-methoxyphenyl)propenoic acid 
• 140-67-0 Estragole 
• 81701-30-6 (E)-4-methoxycinnamyl acetate 
• 832-01-9 methyl p-methoxycinnamate 
• 51410-44-7 1-(4-methoxylphenyl)-2-propen-1-ol 
• 1963-36-6 4-methoxycinnamaldehyde 
• 24680-50-0 4-methoxy-trans-cinnamaldehyde 
• 67-56-1 methanol 
• 768-60-5 4-methoxyphenylacetylen 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 70771-71-0 (4-methoxyphenyl)(oxiran-2-yl)methanol 

Downstream Products

• 24680-50-0 4-methoxy-trans-cinnamaldehyde 
• 173831-51-1 [(1R,2R)-2-(4-Methoxy-phenyl)-cyclopropyl]-methanol 
• 106175-43-3 1,4-bis(4'-methoxyphenyl)hexa-1,5-diene 
• 72448-90-9 1,6-bis-(p-methoxyphenyl)-1,5-(E),(E)-hexadiene 
• 321904-64-7 (2E)-3-(4-methoxyphenyl)prop-2-enyl 6-ethoxy-5,6-dihydro-2-methyl-1,4-oxathiin-3-carboxylate 
• 798576-87-1 2-Bromomethyl-3-(4-methoxy-phenyl)-oxirane 
• 317835-38-4 C₁₆H₁₅NO₃Se 
• 3901-07-3 3-(4-methoxy-phenyl)acrylic acid methyl ester 

Relevant articles and documents

Biogenetic studies of natural products. VIII. Biosynthesis of anethole by Foeniculum vulgare. (4).

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Regio- And diastereoselective Pd-catalyzed aminochlorocyclization of allylic carbamates: scope, derivatization, and mechanism

The regio- and diastereoselective synthesis of oxazolidinonesviaa Pd-catalyzed vicinal C-N/C-Cl bond-forming reaction from internal alkenes of allylic carbamates is reported. The oxazolidinones are obtained in yields of 44 to 95% with high to excellent diastereoselectivities (from 6?:?1 to >20?:?1 dr) from readily available precursors. This process is scalable, and the products are suitable for the synthesis of useful amino alcohols. A detailed theoretical and experimental mechanistic study was carried out to describe that the reaction proceeds through ananti-aminopalladation of the alkene followed by an oxidative C-Pd(ii) cleavage with retention of the carbon stereochemistry to yield the major diastereomer. The role of Cu(ii) in a C-Cl bond-forming mechanism step has also been proposed.

Stereodivergent Nucleophilic Additions to Racemic β-Oxo Acid Derivatives: Fast Addition Outcompetes Stereoconvergence in the Archetypal Configurationally Unstable Electrophile

Additions of carbon nucleophiles to racemic α-stereogenic β-oxo acid derivatives that deliver enantiomerically enriched tertiary alcohols are valuable, but uncommon. This article describes stereodivergent Cu-catalyzed borylative cyclizations of racemic β-oxo acid derivatives bearing tethered pro-nucleophilic olefins to deliver highly functionalized cyclopentanols containing four contiguous stereogenic centers. The reported protocol is applicable to a range of β-oxo acid derivatives, and the diastereomeric products are readily isolable by typical chromatographic techniques. α-Stereogenic-β-keto esters are typically thought to have extreme or spontaneous configurational fragility, but mechanistic studies for this system reveal an unusual scenario wherein productive catalysis occurs on the same time scale as background substrate racemization and completely outcompetes on-cycle epimerization, even under the basic conditions of the reaction.