3-Bromo-5-methoxybenzaldehyde

Base Information

• Chemical Name: 3-Bromo-5-methoxybenzaldehyde
• CAS No.: 262450-65-7
• Molecular Formula: C8H7 Br O2
• Molecular Weight: 215.046
• Hs Code.: 2913000090
• European Community (EC) Number: 852-672-7
• DSSTox Substance ID: DTXSID50442436
• Mol file: 262450-65-7.mol

Synonyms:3-Bromo-5-methoxybenzaldehyde;262450-65-7;Benzaldehyde, 3-bromo-5-methoxy-;3-bromo-5-methoxy-benzaldehyde;MFCD06797975;SCHEMBL235612;2-HYDROXY-3-BUTYNOICACID;DTXSID50442436;GCXBEEKTPWZHJN-UHFFFAOYSA-N;CL9169;AKOS015951038;AB29742;PS-5037;SY110347;CS-0030480;FT-0716966;EN300-174785;A818342;J-512029;Z1269112446

Chemical Property of 3-Bromo-5-methoxybenzaldehyde

Chemical Property:

• Melting Point: 45-46 °C
• Boiling Point: 279.5±20.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.522±0.06 g/cm3(Predicted)
• LogP: 2.27020
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 213.96294
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Bromo-5-methoxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1)C=O)Br
• Uses: 3-Bromo-5-methoxybenzaldehyde, can be used for the synthesis of novel scaffold, that led to the discovery of potent and selective Inhibitors of Dihydrofolate Reductase, used for the treatment of Cryptosporidiosis. It can also be used for the synthesis of Tetrahydrobenzoxepino[2,3,4-ij]isoquinolines derivatives, as Dopamine Receptor ligands.

Technology Process of 3-Bromo-5-methoxybenzaldehyde

There total 7 articles about 3-Bromo-5-methoxybenzaldehyde 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: 98.0%

3,5-dibromoanisole (74137-36-3) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-bromo-5-methoxybenzaldehyde (262450-65-7)

Guidance literature:

With n-butyllithium; In diethyl ether; at -78 ℃; for 0.75h;

Reference yield: 98.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-bromo-5-methoxybenzaldehyde (262450-65-7)

Guidance literature:

3,5-dibromoanisole; With n-butyllithium; In diethyl ether; at -78 ℃; for 0.75h;

N,N-dimethyl-formamide; In diethyl ether; at 20 ℃;

Reference yield: 95.0%

(3-bromo-5-methoxyphenyl)methanol (262450-64-6) → 3-bromo-5-methoxybenzaldehyde (262450-65-7)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; for 2h;

DOI:10.1021/jm991034o

upstream raw materials:

(3-bromo-5-methoxyphenyl)methanol

3-bromo-5-methoxytoluene

3-bromo-5-methoxybenzoic acid

N,N-dimethyl-formamide

Downstream raw materials:

3-formyl-5-methoxy-benzonitrile

1-(3-bromo-5-methoxybenzyl)piperidine

(3-bromo-5-methoxyphenyl)methanol

3-methoxy-5-(pyridin-4-yl)benzaldehyde

Refernces

• 1、 -. "DIHYDROBENZOFURAN AND INDEN ANALOGS AS CARDIAC SARCOMERE INHIBITORS". Paragraph 0412. . Retrieved 2019/08/08.
• 2、 -. "CYCLIC AMINES AS BROMODOMAIN INHIBITORS". Paragraph 0512. . Retrieved 2014/05/25.