1-(Diazomethyl)-4-nitrobenzene

Base Information

• Chemical Name: 1-(Diazomethyl)-4-nitrobenzene
• CAS No.: 19479-80-2
• Molecular Formula: C7H5 N3 O2
• Molecular Weight: 163.136
• Hs Code.: 2927000090
• European Community (EC) Number: 243-098-2
• DSSTox Substance ID: DTXSID80173125
• Mol file: 19479-80-2.mol

Synonyms:1-(Diazomethyl)-4-nitrobenzene;19479-80-2;EINECS 243-098-2;Benzene, 1-(diazomethyl)-4-nitro-;p-nitrophenyldiazomethane;DTXSID80173125

Chemical Property of 1-(Diazomethyl)-4-nitrobenzene

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 79.96000
• Density: g/cm³
• LogP: 1.82168
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 163.038176411
• Heavy Atom Count: 12
• Complexity: 209

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=[N+]=[N-])[N+](=O)[O-]

Technology Process of 1-(Diazomethyl)-4-nitrobenzene

There total 6 articles about 1-(Diazomethyl)-4-nitrobenzene 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: 94.0%

4-nitrobenzaldehyde hydrazone (6310-10-7) → (4-nitrophenyl)diazomethane (19479-80-2)

Guidance literature:

4-nitrobenzaldehyde hydrazone; With oxalyl dichloride; dimethyl sulfoxide; Inert atmosphere;

With triethylamine;

Reference yield: 86.0%

C16H17N3O4S (16286-94-5) → (4-nitrophenyl)diazomethane (19479-80-2)

Guidance literature:

With N,N,N',N'-tetramethylguanidine; In dichloromethane; formamide; at 75 ℃;

DOI:10.1002/anie.201608444

Reference yield:

4-methyl-N'-[(4-nitrophenyl)methylidene]benzene-1-sulfonohydrazide (1747-50-8) → (4-nitrophenyl)diazomethane (19479-80-2)

Guidance literature:

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In benzene; at 65 - 70 ℃; for 2h; Yield given;

upstream raw materials:

4-nitrobenzaldehyde hydrazone

4-methyl-N'-[(4-nitrophenyl)methylidene]benzene-1-sulfonohydrazide

4-nitrobenzaldehdye

C₁₆H₁₇N₃O₄S

Downstream raw materials:

4-[2,2-dimethyl-4-(4-nitro-phenyl)-1,1-dioxo-1λ⁶-thietan-3-yl]-morpholine

(6R)-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2,3-dicarboxylic acid 2-benzhydryl ester 3-(4-nitro-benzyl) ester

1-nitro-4-(ethoxymethyl)benzene

(S)-2-((1S)-3-benzyl-7-oxo-(1rH,5cH)-4-oxa-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-mercapto-3-methyl-butyric acid 4-nitro-benzyl ester

Refernces

• 1、 Zhao, Zhensheng,Kulkarni, Kaivalya G.,Murphy, Graham K.. "Synthesis of Aryldihalomethanes by Denitrogenative Dihalogenation of Benzaldehyde Hydrazones". . p. 2222 - 2228. Retrieved 2017/07/07.
• 2、 Moebius, David C.,Kingsbury, Jason S.. "Catalytic homologation of cycloalkanones with substituted diazomethanes.mild and efficient single-step access to α-tertiary and α-q uaternary carbonyl compounds". supporting information; experimental part. p. 878 - 879. Retrieved 2009/06/20.