19784-98-6

Basic information

• Product Name: 2-Methoxy-5-[(E)-1-propenyl]phenol
• Synonyms: 2-Methoxy-5-[(E)-1-propenyl]phenol;trans-m-Propenyl guaiacol;2-Methoxy-5-(1E)-1-propen-1-yl
• CAS NO: 19784-98-6
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.2
• Mol File: 19784-98-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: 95-96 °C
• Boiling Point: 298.8±28.0 °C(Predicted)
• Appearance: /
• Density: 1.074±0.06 g/cm3(Predicted)
• PKA: 9.90±0.10(Predicted)
• CAS DataBase Reference: 2-Methoxy-5-[(E)-1-propenyl]phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methoxy-5-[(E)-1-propenyl]phenol(19784-98-6)
• EPA Substance Registry System: 2-Methoxy-5-[(E)-1-propenyl]phenol(19784-98-6)

Safety Data

• Hazardous Substances Data: 19784-98-6(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 145134-27-6 1-methoxy-2-methoxymethoxy-4-trans-propenyl-benzene 
• 621-59-0 isovanillin 
• 1530-32-1 ethyltriphenylphosphonium bromide 
• 56-23-5 tetrachloromethane 
• 917-64-6 methyl magnesium iodide 
• 60-29-7 diethyl ether 
• 6379-72-2 1,2-dimethoxy-4-(E)-propenylbenzene 
• 94-59-7 1-allyl-3,4-methylenedioxybenzene 
• 92-42-2 4-methoxy-3-ethoxy-1-trans-propenyl-benzene 
• 141-52-6 sodium ethanolate 
• 120-58-1 isosafrole 
• 4125-43-3 O-allyl guaiacol 
• 108-88-3 toluene 

Downstream Products

• 122446-54-2 6-Methoxy-2-triphenylmethyl-3-(propen-⁽¹⁾-yl-(1t))-phenol 
• 6379-72-2 1,2-dimethoxy-4-(E)-propenylbenzene 
• 92-42-2 4-methoxy-3-ethoxy-1-trans-propenyl-benzene 
• 621-59-0 isovanillin 
• 124272-00-0 isoeugenol acetate 
• 92-42-2 4-methoxy-3-ethoxy-1-cis-propenyl-benzene 
• 519-79-9 (+/-)-5-methoxy-2t-methyl-1r-ethyl-3c-(3-hydroxy-4-methoxy-phenyl)-indanol-⁽⁶⁾ 
• 38146-61-1 6-(3-hydroxy-4-methoxyphenethyl)-4-methoxy-5,6-dihydro-2H-pyran-2-one 
• 1258741-40-0 5-(1-(2,4-dimethoxyphenyl)propyl)-2-methoxyphenol 
• 101267-14-5 4-methoxy-3-propyloxy-1-trans-propenyl-benzene 
• 108974-19-2 (E)-2-(benzyloxy)-1-methoxy-4-(prop-1-en-1-yl)benzene 

Relevant articles and documents

In vivo Structure-Activity Relationship of Dihydromethysticin in Reducing Nicotine-Derived Nitrosamine Ketone (NNK)-Induced Lung DNA Damage against Lung Carcinogenesis in A/J Mice

Lung cancer is the leading cause of cancer-related deaths and chemoprevention should be developed. We recently identified dihydromethysticin (DHM) as a promising candidate to prevent NNK-induced lung tumorigenesis. To probe its mechanisms and facilitate its future translation, we investigated the structure-activity relationship of DHM on NNK-induced DNA damage in A/J mice. Twenty DHM analogs were designed and synthesized. Their activity in reducing NNK-induced DNA damage in the target lung tissues was evaluated. The unnatural enantiomer of DHM was identified to be more potent than the natural enantiomer. The methylenedioxy functional moiety did not tolerate modifications while the other functional groups (the lactone ring and the ethyl linker) accommodated various modifications. Importantly, analogs of high structural similarity to DHM with distinct efficacy in reducing NNK-induced DNA damage have been identified. They will serve as chemical probes to elucidate the mechanisms of DHM in blocking NNK-induced lung carcinogenesis.

Rhodium catalyzed selective hydroaminomethylation of biorenewable eugenol under aqueous biphasic condition

This work reports a highly regioselective hydroaminomethylation of eugenol, anethole and estragole with piperidine in aqueous medium. This catalytic system was composed of rhodium complexes stabilized by trisulfonated triphenylphosphine (TPPTS) and of a native or chemically modified cyclodextrins. Various cyclodextrins such as α-cyclodextrins (α-CD), β-cyclodextrin (β-CD), γ-cyclodextrin (γ-CD), 2-hydroxy-propyl β-cyclodextrin (hp-β-CD) and RAndomly MEthylated β-cyclodextrin (RAME-β-CD) have been tested. The effect of different parameters such as syngas pressure, time, temperature, catalyst precursor/loading and the ratio of Metal/Ligand/Cyclodextrin were also investigated. The addition of cyclodextrins as a mass transfer agent remarkably increased the rate reaction and the selectivity of linear amines, specially in the case of RAME-β-CD. So, the Rh/TPPTS/RAME-β-CD as a catalyst exhibited high conversion (92%) and selectivity (79.2%) towards the linear amine as major product under mild conditions. Finally, the catalytic system was recycled up to five times without a significant loss in activity and selectivity.