Benzaldehyde, 2-bromo-3-(phenylmethoxy)-

Base Information

• Chemical Name: Benzaldehyde, 2-bromo-3-(phenylmethoxy)-
• CAS No.: 158584-99-7
• Molecular Formula: C14H11BrO2
• Molecular Weight: 291.144
• DSSTox Substance ID: DTXSID80461377
• Nikkaji Number: J2.060.429H
• Mol file: 158584-99-7.mol

Synonyms:2-Bromo-3-phenylmethoxybenzaldehyde;158584-99-7;Benzaldehyde, 2-bromo-3-(phenylmethoxy)-;3-(benzyloxy)-2-bromobenzaldehyde;SCHEMBL8305004;2-bromo-3-benzyloxybenzaldehyde;DTXSID80461377;OEQKLUDXMWUISR-UHFFFAOYSA-N;A1-04994

Chemical Property of Benzaldehyde, 2-bromo-3-(phenylmethoxy)-

Chemical Property:

• PSA: 26.30000
• LogP: 3.84060
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 289.99424
• Heavy Atom Count: 17
• Complexity: 238

Purity/Quality:

2-Bromo-3-phenylmethoxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC=CC(=C2Br)C=O

Technology Process of Benzaldehyde, 2-bromo-3-(phenylmethoxy)-

There total 8 articles about Benzaldehyde, 2-bromo-3-(phenylmethoxy)- 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: 90.0%

2-bromo-3-hydroxy-benzaldehyde (196081-71-7) + benzyl bromide (100-39-0) → 3-(benzyloxy)-2-bromobenzaldehyde (158584-99-7)

Guidance literature:

With potassium carbonate; In acetone; at 0 - 20 ℃; for 16h;

Reference yield: 90.0%

2-bromo-3-benzyloxy-benzyl alcohol (158585-00-3) → 3-(benzyloxy)-2-bromobenzaldehyde (158584-99-7)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium bromide; In tetrahydrofuran; at 0 ℃; for 3h;

DOI:10.1021/jo00101a032

Reference yield: 45.0%

benzyl bromide (100-39-0) + meta-hydroxybenzaldehyde (100-83-4) → 5-(benzyloxy)-2-bromobenzaldehyde (85604-06-4) + 3-(benzyloxy)-2-bromobenzaldehyde (158584-99-7)

Guidance literature:

meta-hydroxybenzaldehyde; With bromine; In tetrachloromethane;

benzyl bromide; With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; Further stages.;

DOI:10.1016/j.tetlet.2004.04.174

upstream raw materials:

3-Benzyloxybenzaldehyde

2-bromo-3-benzyloxy-benzyl alcohol

benzyl bromide

meta-hydroxybenzaldehyde

Downstream raw materials:

2-[1-(3-Benzyloxy-2-bromo-phenyl)-meth-(E)-ylidene]-succinic acid 1-methyl ester

1-(3-(benzyloxy)-2-bromophenyl)ethan-1-one