4'-(3,3-Dimethyl-1-triazeno)acetophenone

Base Information

• Chemical Name: 4'-(3,3-Dimethyl-1-triazeno)acetophenone
• CAS No.: 52416-18-9
• Molecular Formula: C10H13N3O
• Molecular Weight: 191.233
• Hs Code.: 2914399090
• NSC Number: 157032,226087
• UNII: U5QV5K9UV7
• DSSTox Substance ID: DTXSID001233014
• Nikkaji Number: J83.943D
• ChEMBL ID: CHEMBL47686
• Mol file: 52416-18-9.mol

Synonyms:52416-18-9;4'-(3,3-Dimethyl-1-triazeno)acetophenone;NSC 157032;BRN 1818565;U5QV5K9UV7;ACETOPHENONE, 4'-(3,3-DIMETHYL-1-TRIAZENO)-;Ethanone, 1-(4-(3,3-dimethyl-1-triazenyl)phenyl)-;NSC-157032;1-[4-(3,3-Dimethyl-1-triazen-1-yl)phenyl]ethanone;1-[4-(dimethylaminodiazenyl)phenyl]ethanone;NSC157032;1-(4-Acetylphenyl)-3,3-dimethyltriazene;UNII-U5QV5K9UV7;CHEMBL47686;DTXSID001233014;NSC226087;NSC-226087;Ethanone, 1-[4-(3,3-dimethyl-1-triazen-1-yl)phenyl]-

Chemical Property of 4'-(3,3-Dimethyl-1-triazeno)acetophenone

Chemical Property:

• Vapor Pressure: 0.00123mmHg at 25°C
• Melting Point: 90-92 °C(Solv: isopropyl ether (108-20-3))
• Boiling Point: 298.9°Cat760mmHg
• PKA: 0.90±0.70(Predicted)
• Flash Point: 134.6°C
• PSA: 45.03000
• Density: 1.06g/cm³
• LogP: 2.44950
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 191.105862047
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

99%min ^*data from raw suppliers

4'-(3,3-DIMETHYL-1-TRIAZENO)ACETOPHENONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4'-(3,3-Dimethyl-1-triazeno)acetophenone

There total 6 articles about 4'-(3,3-Dimethyl-1-triazeno)acetophenone 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: 88.0%

p-aminobenzophenone (99-92-3) + dimethyl amine (124-40-3) → 4'-(3,3-dimethyl-1-triazeno)acetophenone (52416-18-9)

Guidance literature:

p-aminobenzophenone; With hydrogenchloride; sodium nitrite; at 0 - 10 ℃;

dimethyl amine; In water; for 0.0833333h;

Reference yield: 86.0%

N,N-dimethylammonium chloride (506-59-2) + p-aminobenzophenone (99-92-3) → (E)-1-(4-(3,3-dimethyltriaz-1-en-1-yl)phenyl)ethanone (52416-18-9)

Guidance literature:

p-aminobenzophenone; With hydrogenchloride; sodium nitrite; In water; at 5 - 10 ℃; for 1h; Cooling with ice;

N,N-dimethylammonium chloride; In water; at 15 - 20 ℃; for 1h;

DOI:10.1002/jhet.3163

Reference yield: 40.0%

1-(4-acetylphenyl)diazonium tetrafluoroborate (350-47-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 4'-(3,3-dimethyl-1-triazeno)acetophenone (52416-18-9) + (E)-1-(3-((4-acetylphenyl)diazenyl)phenyl)ethanone

Guidance literature:

With caesium carbonate; phenylpropyolic acid; In methanol; at 60 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tet.2021.132185

upstream raw materials:

p-aminobenzophenone

dimethyl amine

N,N-dimethylammonium chloride

1-(4-acetylphenyl)diazonium tetrafluoroborate

Refernces

• 1、 Abrams. "Alternative method for the synthesis of triazenes from aryl diazonium salts". . . Retrieved 2021/05/10.
• 2、 Manolov, Ilia,Machulla,Momekov. "Synthesis, physicochemical characterization and preliminary pharmacological in vitro evaluation of two novel cytotoxic benzophenone-linked 3,3-dimethyltriazenes". . p. 511 - 516. Retrieved 2007/10/03.