2-[(1-Methyl-2-propen-1-YL)oxy]benzaldehyde

Base Information

• Chemical Name: 2-[(1-Methyl-2-propen-1-YL)oxy]benzaldehyde
• CAS No.: 925240-83-1
• Molecular Formula: C11H12O2
• Molecular Weight: 176.215
• DSSTox Substance ID: DTXSID70694753
• Nikkaji Number: J2.809.405A
• Mol file: 925240-83-1.mol

Synonyms:925240-83-1;2-[(1-METHYL-2-PROPEN-1-YL)OXY]BENZALDEHYDE;2-but-3-en-2-yloxybenzaldehyde;2-(1-methylallyloxy)benzaldehyde;SCHEMBL5303935;DTXSID70694753;AKOS011669945;2-[(But-3-en-2-yl)oxy]benzaldehyde;FT-0767794

Chemical Property of 2-[(1-Methyl-2-propen-1-YL)oxy]benzaldehyde

Chemical Property:

• Boiling Point: 282℃
• Flash Point: 122℃
• PSA: 26.30000
• Density: 1.035
• LogP: 2.45240
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 176.083729621
• Heavy Atom Count: 13
• Complexity: 177

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C=C)OC1=CC=CC=C1C=O

Technology Process of 2-[(1-Methyl-2-propen-1-YL)oxy]benzaldehyde

There total 4 articles about 2-[(1-Methyl-2-propen-1-YL)oxy]benzaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

C11H14O2 (1247784-54-8) → C11H12O2 (925240-83-1)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1039/b918626c

Reference yield:

3-bromo-1-butene (22037-73-6) + salicylaldehyde (90-02-8) → C11H12O2 (925240-83-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 6h;

DOI:10.1021/acs.orglett.9b00097

Reference yield:

methyl salicylate (119-36-8,8024-54-2) → C11H12O2 (925240-83-1)

Guidance literature:

Multi-step reaction with 3 steps

1: triphenylphosphine; diethylazodicarboxylate / toluene / 72 h / 0 - 20 °C / Inert atmosphere

2: diisobutylaluminium hydride / dichloromethane; hexane / 1 h / -78 °C / Inert atmosphere

3: pyridinium chlorochromate; sodium acetate / dichloromethane / 2 h / 20 °C / Inert atmosphere

With sodium acetate; diisobutylaluminium hydride; triphenylphosphine; pyridinium chlorochromate; diethylazodicarboxylate; In hexane; dichloromethane; toluene; 1: |Mitsunobu Displacement;

DOI:10.1039/c7cc03037a

upstream raw materials:

C₁₁H₁₄O₂

methyl salicylate

3-bromo-1-butene

salicylaldehyde

Refernces

• 1、 Haun, Graham,Paneque, Alyson N.,Almond, David W.,Austin, Brooke E.,Moura-Letts, Gustavo. "Synthesis of Chromenoisoxazolidines from Substituted Salicylic Nitrones via Visible-Light Photocatalysis". supporting information. p. 1388 - 1392. Retrieved 2019/03/08.
• 2、 Ho, Chun-Yu. "Cyanative alkene-aldehyde coupling: Ni(0)-NHC-Et2AlCN mediated chromanol synthesis with high cis-selectivity at room temperature". supporting information; experimental part. p. 466 - 468. Retrieved 2010/05/01.