1,4-Dinitrosobenzene

Base Information

• Chemical Name: 1,4-Dinitrosobenzene
• CAS No.: 105-12-4
• Molecular Formula: C6H4 N2 O2
• Molecular Weight: 136.11
• Hs Code.: 2904209090
• European Community (EC) Number: 203-272-0,686-811-6
• NSC Number: 4771
• UNII: 70O817J1MH
• DSSTox Substance ID: DTXSID5029138
• Nikkaji Number: J1.183E
• Wikidata: Q72472568
• Mol file: 105-12-4.mol

Synonyms:1,4-Dinitrosobenzene;p-Dinitrosobenzene;105-12-4;Benzene, 1,4-dinitroso-;Benzene, p-dinitroso-;NSC 4771;EINECS 203-272-0;BRN 1841285;AI3-23756;RD 3435-49;NSC4771;70O817J1MH;NSC-4771;9003-34-3;Actor DB;para-dinitrosobenzene;1,4-dinitrosobenzen;Benzene,4-dinitroso-;1,4-dinitroso-benzene;Benceno, 1,4-dinitroso-;Benzene, 1, 4-dinitroso-;SCHEMBL234461;UNII-70O817J1MH;DTXSID5029138;MKZXROSCOHNKDX-UHFFFAOYSA-;(C6-H4-N2-O2)x-;AKOS006272648;LS-29914;LS-117996;RD-3435-49

Chemical Property of 1,4-Dinitrosobenzene

Chemical Property:

• Vapor Pressure: 0.0206mmHg at 25°C
• Melting Point: 146.5oC
• Refractive Index: 1.4738 (estimate)
• Boiling Point: 259.7 °C at 760 mmHg
• Flash Point: 103.5 °C
• PSA: 58.86000
• Density: 1.3 g/cm³
• LogP: 2.48240
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 136.027277375
• Heavy Atom Count: 10
• Complexity: 114

Purity/Quality:

99%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: C1=CC(=CC=C1N=O)N=O

Technology Process of 1,4-Dinitrosobenzene

There total 12 articles about 1,4-Dinitrosobenzene 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: 97.0%

p-benzoquinone dioxime (105-11-3,6133-83-1,6421-98-3) → p-dinitrosobenzene (105-12-4,9003-34-3)

Guidance literature:

With hydrogenchloride; dihydrogen peroxide; at 50 ℃; for 4h;

Reference yield:

2-methoxyacetic acid (625-45-6) + p-benzoquinone (106-51-4) → p-dinitrosobenzene (105-12-4,9003-34-3) + 2-(methoxymethyl)-1,4-dinitrosobenzene

Guidance literature:

2-methoxyacetic acid; p-benzoquinone; With ammonium persulfate; silver nitrate; In water; at 65 ℃; for 0.25h;

With sodium acetate; In ethanol; for 12h; Reflux;

With hydrogenchloride; dihydrogen peroxide; In water; at 55 ℃; for 0.5h;

Reference yield:

1,4-phenylenediamine (106-50-3) → p-dinitrosobenzene (105-12-4,9003-34-3)

Guidance literature:

With dihydrogen peroxide; CpMo(CO)3(CCPh); In tert-butyl alcohol; at 20 ℃; for 12h;

DOI:10.1016/j.tetlet.2008.04.005

upstream raw materials:

p-benzoquinone dioxime

N,N'-dinitroso-1,4-phenylenedihydroxylamine

O,O'-bis(1,3,5-tri-tert-butyl-4-oxo-2,5-cyclohexadienyl)-p-benzoquinone dioxime

[1,4]Benzoquinone bis-[O-(1-tert-butoxy-3,5-di-tert-butyl-4-oxo-cyclohexa-2,5-dienyl)-oxime]

Downstream raw materials:

1-(4-acetylamino-phenylazo)-4-(4-acetylamino-phenyl-NNO-azoxy)-benzene

para-dinitrobenzene

1,4-phenylenediamine

1,4-bis-[4-(4-amino-phenylazo)-phenylazo]-benzene

Refernces

• 1、 -. "NEW TELESCOPING SYNTHESES OF 2-METHOXYMETHYL-P-PHENYLENEDIAMINE". Page/Page column 30-31. . Retrieved 2021/02/19.
• 2、 Rathore, R.,Kim, J. S.,Kochi, J. K.. "Catalytic Autoxidation of Benzoquinone Dioximes with Nitrogen Oxides: Steric Effects on the Preparation of Monomeric Dinitrosobenzenes". . p. 2675 - 2684. Retrieved 2007/10/02.