71186-58-8

Basic information

• Product Name: 2-allyloxy-4-methoxybenzaldehyde
• Synonyms: 2-allyloxy-4-methoxybenzaldehyde;4-methoxy-2-prop-2-enoxybenzaldehyde
• CAS NO: 71186-58-8
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21118
• EINECS: -0
• Mol File: 71186-58-8.mol
• Article Data: 30

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-allyloxy-4-methoxybenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-allyloxy-4-methoxybenzaldehyde(71186-58-8)
• EPA Substance Registry System: 2-allyloxy-4-methoxybenzaldehyde(71186-58-8)

Safety Data

• Hazardous Substances Data: 71186-58-8(Hazardous Substances Data)

Usage

General Description

2-allyloxy-4-methoxybenzaldehyde, also known as eugenol, is an organic compound commonly found in essential oils such as clove oil and cinnamon leaf oil. It is a pale yellow liquid with a strong, sweet, and spicy scent. Eugenol is used in the food and fragrance industries as a flavoring agent and perfume ingredient, as well as in traditional medicine for its analgesic and antiseptic properties. It is also used as a precursor in the synthesis of other chemicals such as vanillin and aspirin. Additionally, eugenol has shown potential as a natural insecticide and repellent. However, it should be used with caution as it can cause skin irritation and allergic reactions in some individuals.

Upstream product

• 673-22-3 2-Hydroxy-4-methoxybenzaldehyde 
• 106-95-6 allyl bromide 
• 5446-02-6 4-methoxymethylsalicylate 
• 31456-95-8 Methyl 4-methoxy-2-(prop-2-enyloxy)benzoate 
• 1207288-77-4 (2-(allyloxy)-4-methoxyphenyl)methanol 
• 7647-01-0 hydrogenchloride 
• 60-29-7 diethyl ether 
• 74-90-8 hydrogen cyanide 
• 37592-19-1 3-allyloxyanisole 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 

Downstream Products

• 934569-90-1 1-(2-allyloxy-4-methoxyphenyl)-3-phenylprop-2-yn-1-ol 
• 397333-51-6 (E)-2-(3,5-dimethoxystyryl)-5-methoxyphenol 
• 1159707-78-4 (2-allyloxy-4-methoxyphenyl)phenylmethanol 
• 1159707-81-9 (2'-allyloxy-4'-methoxyphenyl)-(4''-methoxyphenyl)methanol 
• 1207288-80-9 3-(2-(allyloxy)-4-methoxyphenyl)propiolic acid 
• 1207288-79-6 methyl 3-(2-(allyloxy)-4-methoxyphenyl)propiolate 
• 200355-07-3 2-Allyloxy-4-methoxy-1-vinyl-benzene 
• 71186-61-3 2-Allyloxy-4-methoxyphenol 

Relevant articles and documents

Discovery of seneciobipyrrolidine derivatives for the amelioration of glucose homeostasis disorders through 4E-BP1/Akt/AMPK signaling activation

Modulating the glucose transport in skeletal muscle is a promising strategy for ameliorating glucose homeostasis disorders. However, the complicated mechanisms of glucose transport make it difficult to find compounds therapeutically relevant molecular mechanisms of action, while phenotypic screening is thought to be an alternative approach to mimic the cell state of interest. Here, we report (±)-seneciobipyrrolidine (1a) is first found to enhance glucose uptake in L6 myotubes through phenotype-based screening. Further SAR investigation led to the identfication of compound A27 (EC50 = 2.7 μM). Proteomiic analysis discloses the unique function mechanism of A27 through upregulating the level of the eukaryotic translation initiation factor 4E-binding protein 1 (4E-BP1), subsequently enhancing the Akt and AMPK phosphorylation, thereby promoting the glucose uptake. Chronic oral administration of A27 significantly lowers blood glucose and improves glucose tolerance in db/db mice. This work is new research on seneciobipyrrolidine derivatives, providing a promising avenue for ameliorating glucose homeostasis.

Synthesis of pterocarpans through palladium-catalyzed oxyarylation of alkoxy-2H-chromenes with o-iodophenols

The oxyarylation of alkoxy-2H-chromenes (1a-e) with o-iodophenols substituted by electron-withdrawing (CHO) and electron-donating (OMe) groups is studied under two experimental conditions: a) Pd(OAc)2, Ag2CO3 in PEG-400 at 140 °C, 10 min and b) oxime-based palladacycle, DIPEA, in PEG-400 at 150 °C, 3–4 h. Pterocarpans are obtained in moderate to good chemical yields.

Regioselective Synthesis of Heteroatom-Functionalized Cyclobutene-triflones and Cyclobutenones

The controlled metal-free synthesis of a vast variety of heteroatom-containing cyclobutene-triflones [bis(trifluoromethylsulfonyl)cyclobutenes] and cyclobutenones has been developed starting from heteroatom-substituted alkynes and a pyridinium salt (a latent Tf2C=CH2 source). This powerful methodology, involving cyclization reactions, allows for the selective preparation of oxygen-, nitrogen-, bromine-, chlorine-, iodine-, sulfur-, selenium-, tellurium-, phosphorus-, and silicon-functionalized cyclobutene derivatives. (Figure presented.).