29417-89-8

Basic information

• Product Name: (Z)-1-Methoxy-3-phenylprop-1-en-2-ol
• Synonyms: (Z)-1-Methoxy-3-phenylprop-1-en-2-ol
• CAS NO: 29417-89-8
• Molecular Weight: 164.204
• Mol File: 29417-89-8.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (Z)-1-Methoxy-3-phenylprop-1-en-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-1-Methoxy-3-phenylprop-1-en-2-ol(29417-89-8)
• EPA Substance Registry System: (Z)-1-Methoxy-3-phenylprop-1-en-2-ol(29417-89-8)

Safety Data

• Hazardous Substances Data: 29417-89-8(Hazardous Substances Data)

Usage

Description

(Z)-1-Methoxy-3-phenylprop-1-en-2-ol, commonly known as eugenol, is an organic compound characterized by its molecular formula C10H12O2. It presents as a pale yellow, oily liquid with a distinctive, pleasant, and spicy clove-like odor. (Z)-1-Methoxy-3-phenylprop-1-en-2-ol is predominantly found in various essential oils, including those derived from clove, nutmeg, cinnamon, and basil. Eugenol is recognized for its antioxidant, anti-inflammatory, and antimicrobial properties, which contribute to its diverse applications across different industries.

Uses

Used in the Pharmaceutical Industry:
Eugenol is utilized as an active ingredient in the pharmaceutical sector, particularly for its anti-inflammatory and analgesic effects. It is often incorporated into medications aimed at alleviating pain and reducing inflammation, making it a valuable component in the development of various pharmaceutical products.
Used in the Food Industry:
In the food industry, eugenol serves as a flavoring agent and fragrance, adding a unique taste and aroma to a variety of products. Its natural and pleasant scent makes it a popular choice for enhancing the sensory experience of food items, contributing to its widespread use in this sector.
Used in Oral Hygiene Products:
Eugenol's antimicrobial properties make it a suitable ingredient for oral hygiene products, such as mouthwashes and toothpastes. It helps in maintaining oral health by combating bacteria and promoting a clean and fresh mouth environment.
Used in Natural Remedies:
Due to its antioxidant, anti-inflammatory, and antimicrobial characteristics, eugenol is also employed in the formulation of natural remedies. It is often used in traditional medicine and herbal formulations to address various health concerns, highlighting its versatility as a natural therapeutic agent.

Upstream product

• 95092-10-7 N-methoxy-N-methyl-2-phenylacetamide 
• 107-30-2 chloromethyl methyl ether 
• 300-57-2 allylbenzene 
• 69438-62-6 acide phenyl-1 dibromo-2,2 cyclopropane carboxylique 
• 140-29-4 phenylacetonitrile 
• 4455-77-0 (methoxymethyl)diphenylphosphine oxide 
• 22174-59-0 (3-methoxyprop-1-yn-1-yl)benzene 
• 67-56-1 methanol 
• 56955-33-0 1-methoxy-2-phenylcyclopropanol 
• 71-43-2 benzene 
• 38870-89-2 Methoxyacetyl chloride 
• 100-44-7 benzyl chloride 
• 4250-02-6 1-diazo-3-phenyl-2-propanone 
• 107940-09-0 (2-methoxy-1-trimethylsilyloxy-vinyloxy)-trimethyl-silane 

Downstream Products

• 160332-68-3 (R)-1-methoxy-3-phenyl-2-propanol 
• 586-38-9 3-Methoxybenzoic acid 
• 332135-42-9 2-benzyl-7-bromo-3-methoxyquinoline 
• 332135-43-0 2-benzyl-7-pyrazyl-3-methoxyquinoline 

Relevant articles and documents

Highly efficient synthesis of functionalized α-oxyketones: Via Weinreb amides homologation with α-oxygenated organolithiums

An efficient, chemoselective homologation of Weinreb amides to the corresponding variously substituted α-oxyketones has been developed via the addition of lithiated α-oxygenated species. This one-step, experimentally easy, high yielding protocol is amenable not only for accessing simple α-oxyketones but also for more complex substituted ones ranging from primary and secondary alkyl-type to aromatic ones. Full delivery of the stereochemical information contained in the starting materials is observed through both the employment of enantioenriched Weinreb amides and optically active organolithium species.

Silver ion-assisted solvolysis of 2,2-dibromo-1-phenylcyclopropanecarboxylic acid: Solvent-dependent competition between decarboxylation and ring closure

The solvolysis of the title compound has been studied in several alcohols (methanol, 2,2,2-trifluoroethanol, isopropyl alcohol, tert-butyl alcohol and ,1,1,3,3,3-hcxafluoro-2-propanol [HFP]) in the presence of an excess of silver trifluoroacetale. In all solvents the corresponding butenolide, 4-bromo-3-phenyl-2(5H)-furanone, was a major or the predominant product. Another product formed in all solvents but HFP was (Z)-4-alkoxy-3-bromo-2-phenyl-2-butenoic acid, which resulted from solvent attack on intermediate allylic cations. Furthermore, both 3-alkoxy-1-phenyl-1-propyne and 3-alkoxy-1-phenyl-1-propanone were formed except when reactions were performed in HFP; their formation involved decarboxylation and their total yield was 15-40%. Acta Chemica Scandinavica 1998.

Baker's yeast-mediated reduction of α-hydroxy ketones and derivatives: The steric course of the biotransformation

The results from the baker's yeast-mediated reduction of the acetates 3a- d and the methyl ethers 5a-d were compared with the same biotransformation which converts the α-hydroxy ketones 1a-d into the (R)-diols 2a-d (90- 98%ee); the acetates 3a-d afford the (S)-monoacetates 4a-d (72-94% ee) and the methyl ethers 5a-d are reduced to the (R)-monoethers 6a-d (64-76% ee).