94956-98-6

Basic information

• Product Name: 2-allyl-3-methoxybenzaldehyde
• Synonyms: 2-allyl-3-methoxybenzaldehyde
• CAS NO: 94956-98-6
• Molecular Formula: C₁₁H₁₂O₂
• Molecular Weight: 176.21178
• Product Categories: Treprostinil
• Mol File: 94956-98-6.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 269.6±25.0 °C(Predicted)
• Appearance: /
• Density: 1.039±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2-allyl-3-methoxybenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-allyl-3-methoxybenzaldehyde(94956-98-6)
• EPA Substance Registry System: 2-allyl-3-methoxybenzaldehyde(94956-98-6)

Safety Data

• Hazardous Substances Data: 94956-98-6(Hazardous Substances Data)

Usage

General Description

2-Allyl-3-methoxybenzaldehyde is an organic compound with the molecular formula C11H12O2. It is a member of the benzaldehyde family and possesses a methoxy group at the 3 position and an allyl group at the 2 position on the aromatic ring. The structure is notable for the presence of an aromatic ring, a carbonyl group, and an unsaturated carbon chain. The compound is noted for its pleasant aroma and has been detected in plant and food extracts, including clove oil. It has potential usage in natural product synthesis and pharmaceuticals because of its potential biological activity.

Upstream product

• 79950-42-8 2-allyl-3-hydroxy-benzaldehyde 
• 74-88-4 methyl iodide 
• 136911-16-5 (2-allyl-3-methoxyphenyl)methanol 
• 6971-51-3 3-methoxybenzyl alcohol 
• 153974-48-2 3-methoxy-O-tert-butyldimethylsilylbenzyl alcohol 
• 223734-55-2 2-allyl-3-methoxy-O-tert-butyldimethylsilylbenzyl alcohol 
• 40359-32-8 3-allyloxy-benzaldehyde 
• 100-83-4 meta-hydroxybenzaldehyde 
• 106-95-6 allyl bromide 
• 591-31-1 3-methoxy-benzaldehyde 
• 74-83-9 methyl bromide 
• 1613271-10-5 2-allyl-3-methoxybenzyl 3,5-dinitrobenzoate 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 94956-99-7 (2-Allyl-3-methoxy-phenyl)-trimethylsilanyloxy-acetonitrile 
• 223734-56-3 3-methoxy-2-(2-propenyl)-α-[(5S)-5-[(tetrahydro-2H-pyran-2-yl)oxy]-1-decynyl]benzenemethanol 
• 905562-90-5 5-(2-allyl-3-methoxyphenyl)oxazole 
• 81846-19-7 treprostinil 
• 101692-01-7 (1R,2R,3aS,9aS)-1-[(3S)-3-hydroxyoctyl]-5-methoxy-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-2-ol 
• 101692-02-8 (1R,2R,3aS,9aS)-2,3,3a,4,9,9a-hexahydro-1-((S)-3-hydroxyoctyl)-1H-cyclopenta[b]naphthalene-2,5-diol 
• 101692-03-9 2-((1R,2R,3aS,9aS)-2,3,3a,4,9,9a-hexahydro-2-hydroxy-1-((3S)-3-hydroxyoctyl)-1H-cyclopenta[b]naphthalen-5-yloxy)acetonitrile 
• 223734-57-4 (6S)-1-[3-methoxy-2-(2-propenyl)phenyl]-6-[(tetrahydro-2H-pyran-2-yl)oxy]-2-undecyn-1-one 
• 223734-58-5 (αS)-3-methoxy-2-(2-propenyl)-α-[(5S)-5-[(tetrahydro-2H-pyran-2-yl)oxy]-1-decynyl]benzenemethanol 
• 223734-61-0 1,3,3a,4,9,9a-hexahydro-5-methoxy-1-[(3S)-3-[(tetrahydro-2H-pyran-2-yl)oxy]octyl]-2H-benz[f]inden-2-one 
• 101758-87-6 (1R,2R,3aS,9aS)-2,3,3a,4,9,9a-hexahydro-5-methoxy-1-[(3S)-3-[(tetrahydro-2H-pyran-2-yl)oxy]octyl]-1H-benz[f]inden-2-ol 
• 223734-59-6 (1,1-dimethylethyl)[[(1S,6S)-1-[3-methoxy-2-(2-propenyl)phenyl]-6-[(tetrahydro-2H-pyran-2-yl)oxy]-2-undecynyl]oxy]dimethylsilane 
• 223734-60-9 (3aS,9aS)-9-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3,3a,4,9-tetrahydro-5-methoxy-1-[(3S)-3-[(tetrahydro-2H-pyran-2-yl)oxy]octyl]-2H-benz[f]inden-2-one 
• 94957-00-3 1-(2-Allyl-3-methoxy-phenyl)-2-amino-ethanol 

Relevant articles and documents

Nickel-Catalyzed Intramolecular Hydroalkenylation of Imines

A ligand-enabled nickel-catalyzed intramolecular hydroalkenylation of imines with unactivated alkenes has been developed. A variety of five- and six-membered cyclic allylic amines were synthesized in high yields. The use of both wide-bite-angle diphosphine ligand and Br?nsted acid is crucial for realizing the reaction. Preliminary investigation of the asymmetric intramolecular hydroalkenylation of imines shows promising potential for the application of the method in the synthesis of enantio-enriched cyclic allylic amines.

PdCl2/CuCl2/Bi(OTf)3-promoted Construction of Sulfonyl Dibenzooxabicyclo[3.3.1]nonanes and Arylnaphthalenes via Intramolecular Annulation of Sulfonyl o-Allylarylchromanones

PdCl2/CuCl2/Bi(OTf)3-promoted intramolecular domino annulation of sulfonyl o-allylarylchromanones provides tetracyclic sulfonyl dibenzooxabicyclo[3.3.1]nonanes and bicyclic arylnaphthalenes with good to excellent yields in MeOH at room (25 °C) and refluxing (65 °C) temperature, respectively. The starting sulfonyl o-allylarylchromanones can be easily obtained from the intermolecular cyclocondensation of α-sulfonyl o-hydroxyacetophenones and o-allylbenzaldehydes. The uses of various catalysts and solvent systems are investigated herein for convenient transformation. A plausible mechanism is proposed and discussed. This protocol provides one-pot ring closure via carbon-carbon (C?C) bond formation. (Figure presented.).

Synthesis of 3-Azidopiperidine Skeleton Employing Ceric Ammonium Nitrate (CAN)-Mediated Regioselective Azidoalkoxylation of Enol Ether: Total Synthesis of D2 Receptor Agonist (±)-Quinagolide

The total synthesis of (±)-quinagolide, which is a D2 receptor agonist, was accomplished via a ceric ammonium nitrate (CAN)-mediated regioselective azidoalkoxylation of enol ether route. Key features of the synthesis include Claisen rearrangement, PPTS (pyridinium p-toluenesulfonate)-catalyzed one-pot acetal deprotection, followed by a diastereoselective Henry reaction, which enables construction of the required trans ring junction and CAN-mediated regioselective azidoalkoxylation of enol ether. The PPTS-catalyzed intramolecular diastereoselective Henry reaction to fix three contiguous stereocenters on tetrahydronaphthalene and the first-of-its-kind synthesis of the 3-azidopiperidine skeleton, using a CAN-mediated regioselective azidoalkoxylation of enol ether, are important findings of the present work.