1,2-Difluoro-3-nitrobenzene

Base Information

• Chemical Name: 1,2-Difluoro-3-nitrobenzene
• CAS No.: 6921-22-8
• Molecular Formula: C6H3 F2 N O2
• Molecular Weight: 159.092
• Hs Code.: 2904909090
• European Community (EC) Number: 230-035-9
• UNII: W6QTH3UG8N
• DSSTox Substance ID: DTXSID90219240
• Nikkaji Number: J265.959J
• Wikidata: Q72463507
• Mol file: 6921-22-8.mol

Synonyms:2,3-Difluoronitrobenzene;6921-22-8;1,2-Difluoro-3-nitrobenzene;difluoronitrobenzene;EINECS 230-035-9;MFCD00456802;2, 3-Difluoronitrobenzene;1,2-difluoro-3-nitro-benzene;difluoro-nitro-benzene;1,2-difluoronitrobenzene;W6QTH3UG8N;1,2-difluoro nitrobenzene;2,3-difluoro-4-nitrobenzene;SCHEMBL307855;DTXSID90219240;Benzene, 1,2-difluoro-3-nitro-;AKOS005073926;AC-3243;CS-W002615;SS-3069;SY004817;AM20050384;FT-0600883;EN300-88514;A20580;J-503820

Chemical Property of 1,2-Difluoro-3-nitrobenzene

Chemical Property:

• Vapor Pressure: 0.18mmHg at 25°C
• Boiling Point: 219 °C at 760 mmHg
• Flash Point: 93.1 °C
• PSA: 45.82000
• Density: 1.45 g/cm³
• LogP: 2.39620
• Storage Temp.: Room temperature.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 159.01318466
• Heavy Atom Count: 11
• Complexity: 159

Purity/Quality:

98% ^*data from raw suppliers

1,2-Difluoro-3-nitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1,2-Difluoro-3-nitrobenzene

There total 4 articles about 1,2-Difluoro-3-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: 57.0%

2,3-difluoroanilline (4519-40-8) → 1,2-difluoro-3-nitrobenzene (6921-22-8)

Guidance literature:

With dihydrogen peroxide; trifluoroacetic anhydride; In dichloromethane; water; at 0 - 20 ℃;

Reference yield: 53.0%

triethylsilane (617-86-7) + 2,3,4-trifluoronitrobenzene (771-69-7) → triethylsilyl fluoride (358-43-0) + 1,2-difluoro-3-nitrobenzene (6921-22-8)

Guidance literature:

With dmap; (1,3-bis(2,4,6-trimethylphenyl)imidazolin-2-ylidene)AuH; In dichloromethane; at 40 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ja305204y

Reference yield:

2,3,4-trifluoronitrobenzene (771-69-7) → 3,4-difluoronitrobenzene (369-34-6) + 1,2-difluoro-3-nitrobenzene (6921-22-8) + 2,3,4-trifluoroaniline (3862-73-5)

Guidance literature:

With Dimethylphenylsilane; o-phenylenebis(diphenylphosphine); potassium tert-butylate; copper(l) chloride; In tetrahydrofuran; for 12h; Overall yield = 95 %Spectr.; regioselective reaction; Inert atmosphere; Reflux;

DOI:10.1002/anie.201208364

upstream raw materials:

2,3-difluoroanilline

2,3,4-trifluoronitrobenzene

triethylsilane

Downstream raw materials:

2-(2-fluoro-6-nitrophenyl)malonic acid dimethyl ester

2-fluoro-N-methyl-6-nitroaniline

2-[(2-fluoro-6-nitrophenyl)amino]ethanol

(2-fluoro-6-nitrophenylamino)acetic acid ethyl ester

Refernces

• 1、 Zhan, Jin-Hui,Lv, Hongbin,Yu, Yi,Zhang, Jun-Long. "Catalytic C-F bond activation of perfluoroarenes by tricoordinated gold(I) complexes". experimental part. p. 1529 - 1541. Retrieved 2012/07/14.
• 2、 -. "BENZIMIDAZOLYL COMPOUNDS AS POTENTIATORS OF MGLUR2 SUBTYPE OF GLUTAMATE RECEPTOR". Page/Page column 62. . Retrieved 2010/11/30.