2-(Dimethylamino)benzaldehyde

Base Information

• Chemical Name: 2-(Dimethylamino)benzaldehyde
• CAS No.: 579-72-6
• Molecular Formula: C9H11NO
• Molecular Weight: 149.192
• Hs Code.: 2922399090
• European Community (EC) Number: 673-055-7
• DSSTox Substance ID: DTXSID60871859
• Nikkaji Number: J76.655K
• Wikidata: Q82855170
• Mol file: 579-72-6.mol

Synonyms:2-(dimethylamino)benzaldehyde;579-72-6;2-(N,N-Dimethylamino)benzaldehyde;28602-27-9;(DIMETHYLAMINO)BENZALDEHYDE;2-dimethylaminobenzaldehyde;Benzaldehyde, (dimethylamino)-;MFCD03407377;2-N,N-(Dimethylamino)benzaldehyde;dimethylaminobenzaldehyd;Dimethylaminobenzaldehyde;dimethylamino benzaldehyde;2-dimethylamino-benzaldehyde;N,N-Dimethylaminobenzaldehyde;o-(dimethylamino)benzaldehyde;SCHEMBL97297;2-(dimethylamino) benzaldehyde;DGPBVJWCIDNDPN-UHFFFAOYSA-;DTXSID60871859;AKOS000260541;PS-3643;CS-0062404;FT-0648038;EN300-66982;A869549;J-506393;Z335439980

Chemical Property of 2-(Dimethylamino)benzaldehyde

Chemical Property:

• Vapor Pressure: 0.03mmHg at 25°C
• Boiling Point: 115-120 °C(Press: 5 Torr)
• PKA: 3.80±0.18(Predicted)
• PSA: 20.31000
• Density: 1.072±0.06 g/cm3(Predicted)
• LogP: 1.56510
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 149.084063974
• Heavy Atom Count: 11
• Complexity: 134

Purity/Quality:

98%min ^*data from raw suppliers

2-(N,N-Dimethylamino)benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=CC=C1C=O

Technology Process of 2-(Dimethylamino)benzaldehyde

There total 28 articles about 2-(Dimethylamino)benzaldehyde 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: 99.0%

2-bromo-N,N-dimethylaniline (698-00-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-(dimethylamino)benzaldehyde (579-72-6)

Guidance literature:

2-bromo-N,N-dimethylaniline; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1002/anie.201708578

Reference yield: 99.0%

2-[(tert-butylimino)methyl]-N,N-dimethylaniline → 2-(dimethylamino)benzaldehyde (579-72-6)

Guidance literature:

2-[(tert-butylimino)methyl]-N,N-dimethylaniline; With phenylmagnesium bromide; In tetrahydrofuran; at 20 ℃; for 15h; Inert atmosphere;

With hydrogenchloride; In water; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jacs.7b08579

Reference yield: 94.0%

ortho-fluoro-benzal chloride (320-65-0) + dimethyl amine (124-40-3) → 2-(dimethylamino)benzaldehyde (579-72-6)

Guidance literature:

With water; at 60 ℃; for 8h;

DOI:10.1055/s-2003-44390

upstream raw materials:

anthranil

dimethyl sulfate

o-aminobenzaldehyde

2-Fluorobenzaldehyde

Downstream raw materials:

(E)-2-chloro-1-[2-(N,N-dimethylamino)phenyl]ethene

2-{(E)-2-[2-(dimethylamino)phenyl]vinyl}-3-methyl-6-nitrobenzothiazol-3-ium iodide

2-{(E)-2-[2-(dimethylamino)phenyl]vinyl}-3-methyl-5-nitrobenzothiazol-3-ium iodide

2-(((2,6-diisopropylphenyl)imino)methyl)-N,N-dimethylaniline

Refernces

• 1、 Sheng, Heyun,Su, Jianke,Li, Xin,Li, Xue,Song, Qiuling. "Double Capture of Difluorocarbene by 2-Aminostyrenes Enables the Construction of 3-(2,2-Difluoroethyl)-2-fluoroindoles". supporting information. p. 7781 - 7786. Retrieved 2021/10/25.
• 2、 Chen, Pangkuan,Ji, Guangqian,Wang, Nan,Yin, Xiaodong. "Substituent Effect Induces Emission Modulation of Stilbene Photoswitches by Spatial Tuning of the N/B Electronic Constraints". supporting information. . Retrieved 2020/07/30.