2-(Bromomethyl)-2-phenyl-1,3-dioxolane

Base Information

• Chemical Name: 2-(Bromomethyl)-2-phenyl-1,3-dioxolane
• CAS No.: 3418-21-1
• Molecular Formula: C10H11 Br O2
• Molecular Weight: 243.1
• Hs Code.: 2932999099
• NSC Number: 156881
• DSSTox Substance ID: DTXSID40303128
• Nikkaji Number: J1.429.129F
• Wikidata: Q82048265
• Mol file: 3418-21-1.mol

Synonyms:2-(bromomethyl)-2-phenyl-1,3-dioxolane;3418-21-1;2-Bromomethyl-2-phenyl[1,3]dioxolane;1,3-Dioxolane,2-(bromomethyl)-2-phenyl-;NSC156881;2-bromomethyl-2-phenyl-1,3-dioxolane;Bionet2_000949;phenacyl bromide ethyleneketal;SCHEMBL169659;bromoacetophenone ethylene ketal;DTXSID40303128;HMS1366L03;MFCD00225209;AKOS005069193;NSC-156881;CS-0186439;FT-0679915;D71034;10G-967;A875081;J-506261

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

Chemical Property:

• Vapor Pressure: 0.00127mmHg at 25°C
• Melting Point: 63-65°
• Boiling Point: 308.1°Cat760mmHg
• Flash Point: 130.5°C
• PSA: 18.46000
• Density: 1.449g/cm³
• LogP: 2.28110
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 241.99424
• Heavy Atom Count: 13
• Complexity: 160

Purity/Quality:

98%min ^*data from raw suppliers

2-(Bromomethyl)-2-phenyl-1,3-dioxolane 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(O1)(CBr)C2=CC=CC=C2

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

There total 11 articles about 2-(Bromomethyl)-2-phenyl-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: 99.0%

2,2,7,7-tetramethyl-3,6-dioxa-2,7-disilaoctane (7381-30-8) + α-bromoacetophenone (70-11-1) → 2-(bromomethyl)-2-phenyl-1,3-dioxolane (3418-21-1)

Guidance literature:

With Nafion-TMS; at 90 - 95 ℃; for 4h;

DOI:10.1002/1615-4169(200201)344:1<57::AID-ADSC57>3.0.CO;2-0

Reference yield: 98.0%

ethylene glycol (107-21-1) + acetophenone (98-86-2) → 2-(bromomethyl)-2-phenyl-1,3-dioxolane (3418-21-1)

Guidance literature:

With N-Bromosuccinimide; at 20 ℃; for 24h; Reagent/catalyst;

DOI:10.1016/j.tet.2016.05.064

Reference yield: 98.0%

1-Phenylethanol (98-85-1,13323-81-4) + ethylene glycol (107-21-1) → 2-(bromomethyl)-2-phenyl-1,3-dioxolane (3418-21-1)

Guidance literature:

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

DOI:10.1080/00397911.2017.1378681

upstream raw materials:

2-methyl-2-phenyl-1,3-dioxolane

pyridinium hydrobromide perbromide

ethylene glycol

α-bromoacetophenone

Downstream raw materials:

4-(2-phenyl-[1,3]dioxolan-2-ylmethyl)-morpholine

(2-phenyl-[1,3]dioxolan-2-ylmethyl)-pyridin-2-yl-amine

methyl-(2-phenyl-[1,3]dioxolan-2-ylmethyl)-amine

1-methyl-1-phenacylhydrazine ethylene glycol ketal

Refernces

• 1、 -. "Propiconazole-like compound, and preparation method and application thereof". Paragraph 0023-0025. . Retrieved 2021/08/11.
• 2、 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.