2-[(Benzyloxy)methyl]-1,4,7,10-tetraoxacyclododecane

Base Information

• Chemical Name: 2-[(Benzyloxy)methyl]-1,4,7,10-tetraoxacyclododecane
• CAS No.: 75507-20-9
• Molecular Formula: C16H24O5
• Molecular Weight: 296.364
• DSSTox Substance ID: DTXSID10506669
• Nikkaji Number: J754.786B
• Mol file: 75507-20-9.mol

Synonyms:75507-20-9;2-[(Benzyloxy)methyl]-1,4,7,10-tetraoxacyclododecane;SCHEMBL14510165;EX-A8213E;DTXSID10506669;1,4,7,10-Tetraoxacyclododecane, 2-[(phenylmethoxy)methyl]-

Chemical Property of 2-[(Benzyloxy)methyl]-1,4,7,10-tetraoxacyclododecane

Chemical Property:

• PSA: 46.15000
• LogP: 1.65180
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 296.16237386
• Heavy Atom Count: 21
• Complexity: 243

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCOC(COCCO1)COCC2=CC=CC=C2

Technology Process of 2-[(Benzyloxy)methyl]-1,4,7,10-tetraoxacyclododecane

There total 6 articles about 2-[(Benzyloxy)methyl]-1,4,7,10-tetraoxacyclododecane 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:

3-benzyloxypropan-1,2-diol (13071-59-5,17325-85-8,56552-80-8,4799-67-1) + triethylene glycol di-(p-toluenesulfonate) (19249-03-7) → <(Benzyloxy)methyl>-12-crown-4 (75507-20-9)

Guidance literature:

With lithium bromide; lithium tert-butoxide; Yield given. Multistep reaction; 1.) xylene, t-BuOH, 2.) xylene, t-BuOH, 85-95 deg C, 2 d;

DOI:10.1246/bcsj.55.2005

Reference yield:

Benzyloxymethyl-oxiran (2930-05-4) → <(Benzyloxy)methyl>-12-crown-4 (75507-20-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent HClO₄ / H₂O / 12 h / 80 °C

2: 1.) Li-tert-butoxid, 2.) LiBr*H₂O / 1.) tert-Butanol, reflux, 2.) reflux, ca. 12 d

With perchloric acid; lithium bromide; lithium tert-butoxide; In water;

Reference yield:

1-chloro-2-hydroxy-3-phenylmethoxypropane (13991-52-1,103024-85-7) → <(Benzyloxy)methyl>-12-crown-4 (75507-20-9)

Guidance literature:

Multi-step reaction with 3 steps

1: satd. aq. NaOH / 10 h / Ambient temperature

2: 72 percent HClO₄ / H₂O / 12 h / 80 °C

3: 1.) Li-tert-butoxid, 2.) LiBr*H₂O / 1.) tert-Butanol, reflux, 2.) reflux, ca. 12 d

With sodium hydroxide; perchloric acid; lithium bromide; lithium tert-butoxide; In water;

upstream raw materials:

Benzyloxymethyl-oxiran

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

3-benzyloxypropan-1,2-diol

1,2-bis(2-chloroethoxy)ethane

Downstream raw materials:

2-(hydroxymethyl)-12-crown-4