5-Nitro-1,3-benzodioxole

Base Information

• Chemical Name: 5-Nitro-1,3-benzodioxole
• CAS No.: 2620-44-2
• Molecular Formula: C7H5NO4
• Molecular Weight: 167.121
• Hs Code.: 29329990
• European Community (EC) Number: 220-055-6
• NSC Number: 5562
• UNII: 8934AS6CY6
• DSSTox Substance ID: DTXSID5062558
• Nikkaji Number: J25.376F
• Wikidata: Q72490451
• ChEMBL ID: CHEMBL379408
• Mol file: 2620-44-2.mol

Synonyms:2620-44-2;5-Nitro-1,3-benzodioxole;5-nitrobenzo[d][1,3]dioxole;1,2-(Methylenedioxy)-4-nitrobenzene;3,4-Methylenedioxynitrobenzene;1,3-Benzodioxole, 5-nitro-;Methylenedioxynitrobenzene;5-Nitrobenzodioxole;1,2-methylenedioxy-4-nitrobenzene;3,4-(Methylenedioxy)-1-nitrobenzene;5-nitro-2H-1,3-benzodioxole;Benzene, 1,2-(methylenedioxy)-4-nitro-;CHEMBL379408;8934AS6CY6;NSC 5562;NSC-5562;EINECS 220-055-6;MFCD00005824;NSC5562;5-Nitro-1,3-dioxaindan;3,4methylenedioxynitrobenzene;SCHEMBL141303;UNII-8934AS6CY6;4,5-Methylenedioxynitrobenzene;DTXSID5062558;1-nitro-3,4-methylenedioxybenzene;4,5-methylenedioxy-1-nitrobenzene;BDBM50023678;STK318151;Benzene,2-(methylenedioxy)-4-nitro-;AKOS002846253;AKOS015889598;PS-4024;1,2-(Methylenedioxy)-4-nitrobenzene, 98%;CS-0059218;FT-0606468;M0848;D73178;W-107190;F0001-3419

Chemical Property of 5-Nitro-1,3-benzodioxole

Chemical Property:

• Appearance/Colour: yellow fine crystalline powder
• Vapor Pressure: 0.00734mmHg at 25°C
• Melting Point: 145-149 °C
• Refractive Index: 1.609
• Boiling Point: 278.12 °C at 760 mmHg
• Flash Point: 142.778 °C
• PSA: 64.28000
• Density: 1.486 g/cm³
• LogP: 1.84670
• Solubility.: acetone: soluble2.5%, clear to slightly hazy, yellow
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 167.02185764
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,4-Methylenedioxynitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: C1OC2=C(O1)C=C(C=C2)[N+](=O)[O-]

Technology Process of 5-Nitro-1,3-benzodioxole

There total 27 articles about 5-Nitro-1,3-benzodioxole 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: 99.8%

Methylenedioxybenzene (274-09-9) → 5-nitro-1,3-benzodioxole (2620-44-2)

Guidance literature:

With nitric acid; at 50 - 60 ℃; for 0.5h; Temperature;

Reference yield: 99.0%

5-chloro-1,3-benzodioxole (7228-38-8) → 5-nitro-1,3-benzodioxole (2620-44-2)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; t-BuBrettPhos; tris(3,5-dioxaheptyl)amine; sodium nitrite; In tert-butyl alcohol; at 130 ℃; for 24h; regioselective reaction;

DOI:10.1021/ja905768k

Reference yield: 96.0%

Methylenedioxybenzene (274-09-9) → 4-nitro-(1,3-benzodioxolyl) (72744-45-7) + 5-nitro-1,3-benzodioxole (2620-44-2)

Guidance literature:

With nitric acid; at 25 ℃; for 1h;

upstream raw materials:

Methylenedioxybenzene

piperonal

Piperonylic acid

6-nitro-1,3-benzodioxole-5-carbaldehyde

Downstream raw materials:

2-(propylthio)-5-nitrophenol

2-hydroxy-4-nitro-benzonitrile

5-nitroguaiacol

3-hydroxy-4-isopropoxynitrobenzene

Refernces

• 1、 Blum, Stephan P.,Nickel, Christean,Sch?ffer, Lukas,Karakaya, Tarik,Waldvogel, Siegfried R.. "Electrochemical Nitration with Nitrite". . p. 4936 - 4940. Retrieved 2021/10/25.
• 2、 Murai, Masahito,Nishinaka, Naoki,Kimura, Mizuki,Takai, Kazuhiko. "Regioselective Functionalization of 9,9-Dimethyl-9-silafluorenes by Borylation, Bromination, and Nitration". . . Retrieved 2019/05/08.