N-Nitrosodibenzylamine

Base Information

• Chemical Name: N-Nitrosodibenzylamine
• CAS No.: 5336-53-8
• Molecular Formula: C14H14 N2 O
• Molecular Weight: 226.278
• Hs Code.: 2928000090
• European Community (EC) Number: 859-552-3
• NSC Number: 338
• UNII: UR93Q67P7W
• DSSTox Substance ID: DTXSID50201520
• Nikkaji Number: J42.220G
• Wikidata: Q83074730
• ChEMBL ID: CHEMBL166071
• Mol file: 5336-53-8.mol

Synonyms:N,N-dibenzylnitrosamine;N-nitrosodibenzylamine

Chemical Property of N-Nitrosodibenzylamine

Chemical Property:

• Vapor Pressure: 6.64E-07mmHg at 25°C
• Melting Point: 56-58°C
• Refractive Index: 1.6419 (estimate)
• Boiling Point: 420.9°Cat760mmHg
• PKA: -5.91±0.70(Predicted)
• Flash Point: 208.4°C
• PSA: 32.67000
• Density: 1.05g/cm³
• LogP: 3.37020
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 226.110613074
• Heavy Atom Count: 17
• Complexity: 200

Purity/Quality:

99% ^*data from raw suppliers

N-Nitrosodibenzylamine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrosamines
• Canonical SMILES: C1=CC=C(C=C1)CN(CC2=CC=CC=C2)N=O
• Uses: N-Nitrosodibenzylamine (NDBzA) is mutagenic to Salmonella typhimurium and induces DNA strand breaks in isolated rat hepatocytes.

Technology Process of N-Nitrosodibenzylamine

There total 34 articles about N-Nitrosodibenzylamine 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: 100.0%

dibenzylamine (103-49-1) → dibenzylnitrosamine (5336-53-8)

Guidance literature:

With bromine; triethylamine; sodium nitrite; N-benzyl-N,N,N-triethylammonium chloride; In dichloromethane; water;

DOI:10.1016/S0040-4039(01)81245-4

Reference yield: 95.0%

tribenzylamine (620-40-6) → dibenzylnitrosamine (5336-53-8) + benzaldehyde (100-52-7)

Guidance literature:

With oxygen; nitrogen(II) oxide; In 1,2-dichloro-ethane; at 50 ℃; for 24h;

DOI:10.1248/cpb.47.819

Reference yield: 90.0%

tribenzylamine (620-40-6) → dibenzylnitrosamine (5336-53-8)

Guidance literature:

With bromine; triphenylphosphine; In dichloromethane; at 20 ℃; for 0.0166667h;

DOI:10.1016/j.tetlet.2008.04.154

upstream raw materials:

ethanol

dibenzyl-amine; nitrite

tetranitromethane

N,N-dibenzylethanamine

Downstream raw materials:

dibenzylamine

benzaldehyde

C₂₄H₂₅N₃O₄

N-hydroxy-N'-(phenylmethyl)-benzenecarboximidamide

Refernces

• 1、 Chen, Zuxing,Gao, Meng,Lu, Cuifen,Ma, Chao,Ruan, Mengyao,Wang, Feiyi,Wang, Ying,Yang, Guichun,You, Shiqi. "The Use of Potassium/Sodium Nitrite as a Nitrosating Agent in the Electrooxidative N-Nitrosation of Secondary Amines". supporting information. p. 3289 - 3293. Retrieved 2021/07/02.
• 2、 Kim, Hun Young,Oh, Kyungsoo,Si, Tengda. "Substrate promiscuity of ortho-naphthoquinone catalyst: Catalytic aerobic amine oxidation protocols to deaminative cross-coupling and n-nitrosation". . p. 9216 - 9221. Retrieved 2019/10/08.