4-(Dimethylamino)benzenediazonium tetrafluoroborate

Base Information

• Chemical Name: 4-(Dimethylamino)benzenediazonium tetrafluoroborate
• CAS No.: 24564-52-1
• Molecular Formula: C8H10ClN3
• Molecular Weight: 234.992
• European Community (EC) Number: 246-318-5
• DSSTox Substance ID: DTXSID40885272
• Wikidata: Q27116414
• Mol file: 24564-52-1.mol

Synonyms:4-dimethylaminobenzenediazonium chloride;4-dimethylaminobenzenediazonium fluoroborate;4-dimethylaminobenzenediazonium hexafluorophosphate (1-);4-dimethylaminobenzenediazonium perchlorate;4-dimethylaminobenzenediazonium sulfite (1:1), sodium salt;4-dimethylaminobenzenediazonium trichlorozincate (1-);4-dimethylaminobenzenediazonium, (T-4)-tetrachlorozincate (2-) (2:1);4-N,N-dimethylaminobenzene diazonium chloride;DDFB;p-(n,N-dimethyl)aminobenzenediazonium fluoroborate;para-dimethylaminobenzene diazonium fluoroborate

Chemical Property of 4-(Dimethylamino)benzenediazonium tetrafluoroborate

Chemical Property:

• Melting Point: 150 °C (decomp)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 31.39000
• Density: g/cm³
• LogP: -10.93070
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 235.0903901
• Heavy Atom Count: 16
• Complexity: 179

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [B-](F)(F)(F)F.CN(C)C1=CC=C(C=C1)[N+]#N

Technology Process of 4-(Dimethylamino)benzenediazonium tetrafluoroborate

There total 7 articles about 4-(Dimethylamino)benzenediazonium tetrafluoroborate 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: 87.0%

tetrafluoroboric acid + tert.-butylnitrite (540-80-7) + 4-amino-N,N-dimethylaniline (99-98-9) → 4-(dimethylamino)benzenediazonium tetrafluoroborate (24564-52-1)

Guidance literature:

tetrafluoroboric acid; 4-amino-N,N-dimethylaniline; In acetone; at 0 ℃; for 0.166667h;

tert.-butylnitrite; In acetone; at 0 ℃; for 0.25h;

DOI:10.1002/anie.201806913

Reference yield: 61.0%

4-amino-N,N-dimethylaniline (99-98-9) → 4-(dimethylamino)benzenediazonium tetrafluoroborate (24564-52-1)

Guidance literature:

With tetrafluoroboric acid diethyl ether; isopentyl nitrite; In ethanol; at -15 - 0 ℃; for 0.25h;

DOI:10.1002/chem.201504601

Reference yield: 51.0%

tetrafluoroboric acid + 4-amino-N,N-dimethylaniline (99-98-9) → 4-(dimethylamino)benzenediazonium tetrafluoroborate (24564-52-1)

Guidance literature:

With sodium nitrite; In water; at 0 ℃;

DOI:10.1021/acs.joc.5b02817

upstream raw materials:

4-amino-N,N-dimethylaniline

sodium nitrite

tert.-butylnitrite

N,N-dimethyl-aniline

Downstream raw materials:

O,O-dimethyl S-(4-(dimethylamino)phenyl) phosphorothioate

1-(4-dimethylamino-phenylazo)-6-diphenylphosphanyl-naphthalen-2-ol

4-(3-nitrophenylazo)-N,N-dimethylaniline

4'-Dimethylamino-phenyldiazo-4-tolylsulfon

Refernces

• 1、 Bakas, Idriss,Yilmaz, Gorkem,Ait-Touchente, Zouhair,Lamouri, Aazdine,Lang, Philippe,Battaglini, Nicolas,Carbonnier, Benjamin,Chehimi, Mohamed M.,Yagci, Yusuf. "Diazonium salts for surface-confined visible light radical photopolymerization". . p. 3506 - 3515. Retrieved 2016.
• 2、 Fu, Ying,Guo, Liang-Liang,Zhang, Yu-Xia. "Aryl Diazonium Salts: Powerful Arylating Agents for Catellani-Typeortho-Arylation". supporting information. p. 17437 - 17444. Retrieved 2021/12/02.