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

Base Information

• Chemical Name: 5-Bromo-6-nitro-1,3-benzodioxole
• CAS No.: 7748-58-5
• Molecular Formula: C7H4BrNO4
• Molecular Weight: 246.017
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID10364064
• Nikkaji Number: J484.050J
• Wikidata: Q82147825
• Mol file: 7748-58-5.mol

Synonyms:7748-58-5;5-bromo-6-nitro-1,3-benzodioxole;5-Bromo-6-nitrobenzo[d][1,3]dioxole;5-BROMO-6-NITROBENZO(1,3)DIOXOLE;4-Bromo-5-nitro-1,2-methylenedioxybenzene;5-bromo-6-nitrobenzo[1,3]dioxole;1,3-Benzodioxole,5-bromo-6-nitro-;5-bromo-6-nitro-2H-1,3-benzodioxole;SCHEMBL229622;DTXSID10364064;5-bromo-6-nitro-1,3-dioxaindane;5-Nitro-6-bromo-1,3-benzodioxole;MFCD00156317;STK734606;AKOS003346390;LS-08375;BB 0257357;CS-0210286;FT-0677521;EN300-7409428;A865220

Chemical Property of 5-Bromo-6-nitro-1,3-benzodioxole

Chemical Property:

• Vapor Pressure: 0.00328mmHg at 25°C
• Refractive Index: 1.645
• Boiling Point: 292 ºC at 760 mmHg
• Flash Point: 130.4 ºC
• PSA: 64.28000
• Density: 1.912 g/cm³
• LogP: 2.60920
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 244.93237
• Heavy Atom Count: 13
• Complexity: 219

Purity/Quality:

98%min ^*data from raw suppliers

4-Bromo-5-nitro-1,2-methylenedioxybenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C(C(=C2)[N+](=O)[O-])Br
• Uses: 4-Bromo-5-nitro-1,2-methylenedioxybenzene is a useful intermediate for the preparation of bis-indolone-N-oxides with biological and pharmacological importance.

Technology Process of 5-Bromo-6-nitro-1,3-benzodioxole

There total 8 articles about 5-Bromo-6-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: 92.0%

6-bromo-3,4-methylenedioxybenzaldehyde (15930-53-7) → 1-bromo-4,5-methylenedioxy-2-nitrobenzene (7748-58-5)

Guidance literature:

With nitric acid; at 0 ℃;

DOI:10.1021/jo00207a034

Reference yield: 92.0%

1,2-(methylenedioxy)-4-bromobenzene (2635-13-4) → 1-bromo-4,5-methylenedioxy-2-nitrobenzene (7748-58-5)

Guidance literature:

With nitric acid; acetic acid; In water; at 20 ℃; for 1h; regioselective reaction;

DOI:10.2174/157017812802850276

Reference yield:

→ 1-bromo-4,5-methylenedioxy-2-nitrobenzene (7748-58-5)

Guidance literature:

With nitric acid; acetic acid; at 0 ℃;

upstream raw materials:

6-bromo-3,4-methylenedioxybenzaldehyde

1,2-(methylenedioxy)-4-bromobenzene

piperonal

Downstream raw materials:

(E)-5-nitro-6-styrylbenzo[d][1,3]dioxole

6-phenyl-5H-[1,3]dioxolo[4,5-f]indole

3,4,5-trimethoxy-2-(3,4-methylenedioxy-6-nitrophenyl)benzaldehyde

3,4,5-trimethoxy-2-(3,4-methylenedioxy-6-nitrophenyl)bromomethylbenzene

Refernces

• 1、 Najahi, Ennaji,Valentin, Alexis,Tene, Nathan,Treilhou, Michel,Nepveu, Francoise. "Synthesis and biological evaluation of new bis-indolone-N-oxides". . p. 16 - 21. Retrieved 2013/07/27.
• 2、 Jung, Michael E.,Lam, Patrick Yuk-Sun,Mansuri, Muzzamil M.,Speltz, Laurine M.. "Stereoselective Synthesis of an Analogue of Podophyllotoxin by an Intramolecular Diels-Alder Reaction". . p. 1087 - 1105. Retrieved 2007/10/02.