2-(Bromomethyl)-2-(4-nitrophenyl)-1,3-dioxolane

Base Information

• Chemical Name: 2-(Bromomethyl)-2-(4-nitrophenyl)-1,3-dioxolane
• CAS No.: 3418-28-8
• Molecular Formula: C10H10 Br N O4
• Molecular Weight: 288.098
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID70383852
• Nikkaji Number: J3.468.848F
• Wikidata: Q82175651
• Mol file: 3418-28-8.mol

Synonyms:2-(bromomethyl)-2-(4-nitrophenyl)-1,3-dioxolane;3418-28-8;SCHEMBL11552489;DTXSID70383852;FT-0608739;2-(4-Nitrophenyl)-2-(bromomethyl)-1,3-dioxolane

Chemical Property of 2-(Bromomethyl)-2-(4-nitrophenyl)-1,3-dioxolane

Chemical Property:

• Vapor Pressure: 4.9E-06mmHg at 25°C
• Melting Point: 130-133 °C
• Boiling Point: 393.2°Cat760mmHg
• Flash Point: 191.6°C
• PSA: 64.28000
• Density: 1.604g/cm³
• LogP: 2.71250
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 286.97932
• Heavy Atom Count: 16
• Complexity: 254

Purity/Quality:

99% ^*data from raw suppliers

2-(BROMOMETHYL)-2-(4-NITROPHENYL)-1,3-DIOXOLANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(O1)(CBr)C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 2-(Bromomethyl)-2-(4-nitrophenyl)-1,3-dioxolane

There total 3 articles about 2-(Bromomethyl)-2-(4-nitrophenyl)-1,3-dioxolane 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: 98.0%

ethylene glycol (107-21-1) + (4-nitrophenyl)ethanone (100-19-6) → 2-bromomethyl-2-(4-nitrophenyl)-1,3-dioxolane (3418-28-8)

Guidance literature:

With N-Bromosuccinimide; at 45 ℃; for 24h;

DOI:10.1016/j.tet.2016.05.064

Reference yield: 50.0%

1-[4-nitrophenyl]-1-ethanol (6531-13-1) + ethylene glycol (107-21-1) → 2-bromomethyl-2-(4-nitrophenyl)-1,3-dioxolane (3418-28-8)

Guidance literature:

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; at 20 ℃; for 24h; Reagent/catalyst;

DOI:10.1080/00397911.2017.1378681

Reference yield:

→ 2-bromomethyl-2-(4-nitrophenyl)-1,3-dioxolane (3418-28-8)

Guidance literature:

Erhitzen v. 4-Nitro-phenacylbromid, Ethylenglykol, p-Toluolsulfonsaeure in Toluol;

DOI:10.1002/jps.2600520618

upstream raw materials:

ethylene glycol

(4-nitrophenyl)ethanone

1-[4-nitrophenyl]-1-ethanol

Downstream raw materials:

1-[2-(4-nitro-phenyl)-[1,3]dioxolan-2-ylmethyl]-1H-[1,2,4]triazole

Refernces

• 1、 Han, Bingbing,Zheng, Zubiao,Wu, Fang,Wang, Aidong. "One-pot synthesis of α-bromoacetals of ketones from secondary alcohols and 1,3-dibromo-5,5-dimethylhydantoin (DBDMH) in ethylene glycol". supporting information. p. 2387 - 2394. Retrieved 2017/11/15.
• 2、 PATEL,ONETO. "Basic 1,3-dioxolanes.". . p. 588 - 592. Retrieved 2007/10/05.