4-Amino-3-methoxybenzaldehyde

Base Information

• Chemical Name: 4-Amino-3-methoxybenzaldehyde
• CAS No.: 90151-40-9
• Molecular Formula: C8H9 N O2
• Molecular Weight: 151.165
• DSSTox Substance ID: DTXSID90599690
• Wikidata: Q82495611
• Mol file: 90151-40-9.mol

Synonyms:4-AMINO-3-METHOXYBENZALDEHYDE;90151-40-9;4-Amino-3-methoxybenzaldehyd;SCHEMBL2774349;DTXSID90599690;GNSWIAYWYINAGV-UHFFFAOYSA-N;MFCD09909739;AKOS006313686;AB54813;CS-0374694;C90569

Chemical Property of 4-Amino-3-methoxybenzaldehyde

Chemical Property:

• Vapor Pressure: 0.000589mmHg at 25°C
• Melting Point: 100 °C
• Refractive Index: 1.605
• Boiling Point: 310.7°C at 760 mmHg
• PKA: 1.81±0.10(Predicted)
• Flash Point: 175.3°C
• PSA: 52.32000
• Density: 1.186g/cm³
• LogP: 1.67110
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

4-Amino-3-methoxybenzaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)C=O)N

Technology Process of 4-Amino-3-methoxybenzaldehyde

There total 12 articles about 4-Amino-3-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: 83.0%

3-methoxy-4-nitrobenzaldehyde (80410-57-7) → 4-amino-3-methoxybenzaldehyde (90151-40-9)

Guidance literature:

With iron; ammonium chloride; In methanol; water; for 3h; Reflux;

Reference yield: 65.0%

(4-amino-3-methoxyphenyl)methanol (148459-54-5) → 4-amino-3-methoxybenzaldehyde (90151-40-9)

Guidance literature:

With manganese(IV) oxide; In tetrahydrofuran; for 3h; Reflux;

DOI:10.1016/j.bmcl.2010.12.020

Reference yield: 32.0%

4-fluoro-3-methoxybenzaldehyde (128495-46-5) → 4-amino-3-methoxybenzaldehyde (90151-40-9)

Guidance literature:

With 3,6‐di‐tert‐butyl‐9‐(2,6‐dimethylphenyl)‐10‐(4‐(trifluoromethyl)phenyl)acridin‐10‐iumtetrafluoroborate; ammonium carbamate; In 2,2,2-trifluoroethanol; 1,2-dichloro-ethane; at 45 - 50 ℃; for 18h; Irradiation; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.0c09296

upstream raw materials:

pyrimidine-2,4,5,6(1H,3H)-tetraone

2-methoxy-phenylamine

3-methoxy-4-nitrotoluene

3-methoxy-4-nitrobenzaldehyde

Downstream raw materials:

vanillin

4-Acetamido-3-methoxybenzaldehyde

1,2-bis(4-cyanophenyl)diazene oxide

4-Formyl-2-methoxyazobenzol-4'-(N-methylsulfonsaeureamid)