4-(Benzyloxy)-2,6-dimethylbenzaldehyde

Base Information

• Chemical Name: 4-(Benzyloxy)-2,6-dimethylbenzaldehyde
• CAS No.: 28924-92-7
• Molecular Formula: C16H16O2
• Molecular Weight: 240.302
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID20457310
• Wikidata: Q72442242
• Mol file: 28924-92-7.mol

Synonyms:4-(Benzyloxy)-2,6-dimethylbenzaldehyde;28924-92-7;2,6-dimethyl-4-phenylmethoxybenzaldehyde;Benzaldehyde, 2,6-dimethyl-4-(phenylmethoxy)-;4-Benzyloxy-2, 6-dimethyl benzaldehyde;2,6-dimethyl-4-phenylmethoxy-benzaldehyde;SCHEMBL515204;DTXSID20457310;ZOSUBLBLLWVEBF-UHFFFAOYSA-N;MFCD06797237;4-Benzyloxy-2,6-dimethylbenzaldehyde;4-benzyloxy-2,6-dimethyl-benzaldehyde;AKOS016004710;DK-0715;CS-0196146;E90023;A819677

Chemical Property of 4-(Benzyloxy)-2,6-dimethylbenzaldehyde

Chemical Property:

• PSA: 26.30000
• LogP: 3.69490
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 240.115029749
• Heavy Atom Count: 18
• Complexity: 246

Purity/Quality:

97% ^*data from raw suppliers

4-(Benzyloxy)-2,6-dimethylbenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1C=O)C)OCC2=CC=CC=C2

Technology Process of 4-(Benzyloxy)-2,6-dimethylbenzaldehyde

There total 9 articles about 4-(Benzyloxy)-2,6-dimethylbenzaldehyde 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: 100.0%

2,6-dimethyl-4-hydroxybenzaldehyde (70547-87-4) + benzyl bromide (100-39-0) → 4-(benzyloxy)-2,6-dimethylbenzaldehyde (28924-92-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 1h;

Reference yield: 90.0%

1-((4-bromo-3,5-dimethylphenoxy)methyl)benzene (95741-44-9) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 4-(benzyloxy)-2,6-dimethylbenzaldehyde (28924-92-7)

Guidance literature:

1-((4-bromo-3,5-dimethylphenoxy)methyl)benzene; With iodine; magnesium; In tetrahydrofuran; for 1h; Heating;

N,N-dimethyl-formamide; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1016/S0957-4166(00)00250-0

Reference yield:

benzyl bromide (100-39-0) → 4-(benzyloxy)-2,6-dimethylbenzaldehyde (28924-92-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 78 percent / K₂CO₃ / dimethylformamide / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -78 °C

2.2: 80 percent / tetrahydrofuran; hexane / 0.33 h / -78 °C

With n-butyllithium; potassium carbonate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;

DOI:10.1021/jm0301181

upstream raw materials:

2,6-dimethyl-4-hydroxybenzaldehyde

benzyl chloride

1-((4-bromo-3,5-dimethylphenoxy)methyl)benzene

N,N-dimethyl-formamide

Downstream raw materials:

3-(2',6'-dimethyl-4'-hydroxyphenyl)propionic acid

2,6-dimethyl-4-benzyloxy-benzyl alcohol

4-benzyloxy-2,6-dimethylphenyl[3-isopropyl-4-(triisopropylsilyloxy)phenyl]methanol

4-(benzyloxy-2,6-dimethyl-phenyl)-(3-isopropyl-4-methoxy-phenyl)-methanol