4-Dimethylamino-2-methoxybenzaldehyde

Base Information

• Chemical Name: 4-Dimethylamino-2-methoxybenzaldehyde
• CAS No.: 84562-48-1
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.219
• Hs Code.: 2922509090
• European Community (EC) Number: 677-050-0
• NSC Number: 156544
• DSSTox Substance ID: DTXSID90303077
• Nikkaji Number: J1.234.232B
• Wikidata: Q72489723
• Mol file: 84562-48-1.mol

Synonyms:4-DIMETHYLAMINO-2-METHOXYBENZALDEHYDE;84562-48-1;4-(dimethylamino)-2-methoxybenzaldehyde;Benzaldehyde, 4-(dimethylamino)-2-methoxy-;4-(dimethylamino)-2-methoxy-benzaldehyde;2-methoxy-4-dimethylaminobenzaldehyde;MFCD00151814;NSC156544;4-dimethylamino-2-methoxy-benzaldehyde;SCHEMBL154497;DTXSID90303077;AKOS015850832;NSC-156544;AS-65636;2-methoxy-4-(n,n-dimethylamino)benzaldehyde;CS-0009916;FT-0618348;D-4790;D97434;A840849;A841518

Chemical Property of 4-Dimethylamino-2-methoxybenzaldehyde

Chemical Property:

• Vapor Pressure: 0.000796mmHg at 25°C
• Melting Point: 58-60 °C
• Refractive Index: 1.576
• Boiling Point: 305.9 °C at 760 mmHg
• PKA: 1.34±0.22(Predicted)
• Flash Point: 138.8 °C
• PSA: 29.54000
• Density: 1.098 g/cm³
• LogP: 1.57370
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: Slightly soluble 0.32 g/L at 25°C.
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 170

Purity/Quality:

99% ^*data from raw suppliers

4-(Dimethylamino)-2-methoxybenzaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC(=C(C=C1)C=O)OC
• Uses: 4-Dimethylamino-2-methoxybenzaldehyde is used to produce 2,6-Dichloro-N'-(4-dimethylamino-2-methoxy-benzylidene)-benzene-1,4-diamine.

Technology Process of 4-Dimethylamino-2-methoxybenzaldehyde

There total 5 articles about 4-Dimethylamino-2-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: 86.0%

4-fluoro-2-methoxybenzaldehyde (450-83-9) + dimethyl amine (124-40-3) → 4-dimethylamino-2-methoxybenzaldehyde (84562-48-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 - 90 ℃; for 15.5h; Sealed tube;

DOI:10.1016/j.bmc.2016.08.056

Reference yield: 68.1%

methyl bromide (74-83-9) + 4-dimethylamino-2-hydroxy-benzaldehyde (41602-56-6) → 4-dimethylamino-2-methoxybenzaldehyde (84562-48-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 8h;

DOI:10.1016/j.dyepig.2010.11.009

Reference yield:

3-methoxy-N,N-dimethylaniline (15799-79-8) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 4-dimethylamino-2-methoxybenzaldehyde (84562-48-1)

Guidance literature:

With trichlorophosphate;

DOI:10.1039/jr9570002237

upstream raw materials:

3-methoxy-N,N-dimethylaniline

N,N-dimethyl-formamide

methyl bromide

4-dimethylamino-2-hydroxy-benzaldehyde

Downstream raw materials:

2,2'-dimethoxy-tetra-N-methyl-trans-stilbene-4,4'-diyldiamine

C₂₄H₂₆N₆O₂

Refernces

• 1、 Petersen, Ida Nymann,Villadsen, Jonas,Hansen, Hanne Demant,Jensen, Anders A.,Lehel, Szabolcs,Gillings, Nic,Herth, Matthias M.,Knudsen, Gitte M.,Kristensen, Jesper L.. "Convergent18F-labeling and evaluation of N-benzyl-phenethylamines as 5-HT2Areceptor PET ligands". supporting information. p. 5353 - 5356. Retrieved 2016/10/22.
• 2、 -. "3-(substituted phenyl)phthalides". . . Retrieved 2008/06/13.