1-(3-Bromopropoxy)-4-nitrobenzene

Base Information

• Chemical Name: 1-(3-Bromopropoxy)-4-nitrobenzene
• CAS No.: 13094-50-3
• Molecular Formula: C9H10BrNO3
• Molecular Weight: 260.087
• Hs Code.: 2909309090
• NSC Number: 93035
• DSSTox Substance ID: DTXSID60293931
• Nikkaji Number: J346.352D
• Wikidata: Q72511602
• Mol file: 13094-50-3.mol

Synonyms:1-(3-bromopropoxy)-4-nitrobenzene;13094-50-3;4-(3-Bromopropoxy)nitrobenzene;1-(GAMMA-BROMOPROPOXY)-4-NITROBENZENE;NSC93035;Benzene, 1-(3-bromopropoxy)-4-nitro-;NCIOpen2_005819;SCHEMBL519168;DTXSID60293931;3-bromopropyl 4-nitrophenyl ether;LIBYGKUWXRBMPA-UHFFFAOYSA-N;AMY15002;MFCD00596643;NSC-93035;1-(3-bromopropoxy)-4-nitro-benzene;AKOS009157744;BS-20460;CS-0207484;FT-0647986;EN300-51387;D85826;A806171

Chemical Property of 1-(3-Bromopropoxy)-4-nitrobenzene

Chemical Property:

• Appearance/Colour: light yellow powder
• Vapor Pressure: 1.95E-05mmHg at 25°C
• Melting Point: 56-58 °C
• Refractive Index: 1.572
• Boiling Point: 373.3 °C at 760 mmHg
• Flash Point: 179.6 °C
• PSA: 55.05000
• Density: 1.516g/cm³
• LogP: 3.28180
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 258.98441
• Heavy Atom Count: 14
• Complexity: 175

Purity/Quality:

99.3% ^*data from raw suppliers

1-(3-Bromopropoxy)-4-nitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 36/37/39-26-22

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(3-Bromopropoxy)-4-nitrobenzene

There total 8 articles about 1-(3-Bromopropoxy)-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: 80.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 1,3-dibromo-propane (109-64-8) → 1-(3-bromopropoxy)-4-nitrobenzene (13094-50-3)

Guidance literature:

With potassium carbonate; In acetonitrile; for 17h; Reflux;

Reference yield: 75.0%

[(4-nitrophenyl)(phenyl)iodonium trifluoromethanesulfonate] (905718-45-8) + 1-bromo-3-propanol (627-18-9) → 1-(3-bromopropoxy)-4-nitrobenzene (13094-50-3)

Guidance literature:

1-bromo-3-propanol; With sodium t-butanolate; In toluene; at 0 - 20 ℃; for 0.25h; Inert atmosphere;

[(4-nitrophenyl)(phenyl)iodonium trifluoromethanesulfonate]; In toluene; at 0 - 20 ℃; chemoselective reaction; Inert atmosphere;

DOI:10.1002/open.201402006

Reference yield: 60.0%

3-(4-nitrophenoxy)-1-propanol (66971-02-6) → 1-(3-bromopropoxy)-4-nitrobenzene (13094-50-3)

Guidance literature:

With N-Bromosuccinimide; triphenylphosphine; In dichloromethane; Heating;

DOI:10.1016/j.bmcl.2006.08.058

upstream raw materials:

4-nitro-phenol

1,3-dibromo-propane

potassium 4-nitrophenolate

4-nitrophenol sodium salt

Downstream raw materials:

9-O-[3-(4-nitro-phenoxy)propyl]berberine bromide

4-(3-(1H-imidazol-1-yl)propoxy)aniline

1-nitro-4-(3-(4-nitrophenoxy)propoxy)benzene

(S)-2-methyl-1-(3-(4-nitrophenoxy)propyl)pyrrolidine

Refernces

• 1、 Reinholz,Becker,Hagenbruch,Schafer,Schmitt. "Selectivity in alkylation of phenols with 1-bromo-3-chloropropane using phase-transfer catalysis". . p. 1069 - 1071. Retrieved 1990.
• 2、 Baker,B.R.,Santi,D.V.. "-". . p. 380 - 384. Retrieved 1967.
• 3、 -. "COMPOUNDS AS NEURONAL HISTAMINE RECEPTOR-3 ANTAGONISTS AND USES THEREOF". Paragraph 0305; 0306. . Retrieved 2020/04/24.
• 4、 Tu, Jie,Li, Zhuang,Jiang, Yanjuan,Ji, Changjin,Han, Guiyan,Wang, Yan,Liu, Na,Sheng, Chunquan. "Discovery of Carboline Derivatives as Potent Antifungal Agents for the Treatment of Cryptococcal Meningitis". . p. 2376 - 2389. Retrieved 2019/03/07.