1-[2-(2-Hydroxyethoxy)ethoxy]-3-benzyloxy-2-propanol

Base Information

• Chemical Name: 1-[2-(2-Hydroxyethoxy)ethoxy]-3-benzyloxy-2-propanol
• CAS No.: 114951-76-7
• Molecular Formula: C14H22 O5
• Molecular Weight: 270.326
• DSSTox Substance ID: DTXSID80398770
• Nikkaji Number: J1.194.213J
• Mol file: 114951-76-7.mol

Synonyms:114951-76-7;1-[2-(2-Hydroxyethoxy)ethoxy]-3-benzyloxy-2-propanol;1-[2-(2-hydroxyethoxy)ethoxy]-3-phenylmethoxypropan-2-ol;SCHEMBL2590413;DTXSID80398770;1-(Benzyloxymethyl)tri(ethylene glycol), 98%;1-(Benzyloxy)-3-[2-(2-hydroxyethoxy)ethoxy]propan-2-ol;1-[2-(2-Hydroxyethoxy)ethoxy]-3-(benzyloxy)-2-propanol;2-{2-[3-(benzyloxy)-2-hydroxypropoxy]ethoxy}ethan-1-ol

Chemical Property of 1-[2-(2-Hydroxyethoxy)ethoxy]-3-benzyloxy-2-propanol

Chemical Property:

• Refractive Index: n20/D1.513(lit.)
• Boiling Point: 418.2±45.0 °C(Predicted)
• PKA: 13.58±0.20(Predicted)
• Flash Point: 113℃
• PSA: 68.15000
• Density: 1.134 g/mL at 25 °C(lit.)
• LogP: 0.58960
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 11
• Exact Mass: 270.14672380
• Heavy Atom Count: 19
• Complexity: 194

Purity/Quality:

99.0%min ^*data from raw suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COCC(COCCOCCO)O

Technology Process of 1-[2-(2-Hydroxyethoxy)ethoxy]-3-benzyloxy-2-propanol

There total 2 articles about 1-[2-(2-Hydroxyethoxy)ethoxy]-3-benzyloxy-2-propanol 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: 34.0%

2-(2-(2-chloroethoxy)ethoxy)tetrahydro-2H-pyran (54533-84-5) + 3-benzyloxypropan-1,2-diol (13071-59-5,17325-85-8,56552-80-8,4799-67-1) → 1-(benzyloxymethyl) triethylene glycol (114951-76-7)

Guidance literature:

2-(2-(2-chloroethoxy)ethoxy)tetrahydro-2H-pyran; 3-benzyloxypropan-1,2-diol; With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; at 65 ℃; for 5h;

With hydrogenchloride; In methanol; dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/S0040-4039(99)01683-4

Reference yield:

benzyl chloride (100-44-7) → 1-(benzyloxymethyl) triethylene glycol (114951-76-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: KOH / benzene / 23 h / Heating

1.2: 53 percent / p-TsOH / methanol; CH₂Cl₂ / 5 h / 20 °C

2.1: aq. NaOH (50 percent); Bu₄N⁽¹⁺⁾*HSO₄^(1-) / 5 h / 65 °C

2.2: 34 percent / conc. HCl / methanol; CH₂Cl₂ / 2 h / 20 °C

With potassium hydroxide; sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In benzene; 1.1: Etherification / 1.2: Ring cleavage / 2.1: Alkylation / 2.2: deprotection;

DOI:10.1016/S0040-4039(99)01683-4

Reference yield: 89.0%

1-(benzyloxymethyl) triethylene glycol (114951-76-7) + p-toluenesulfonyl chloride (98-59-9) → Toluene-4-sulfonic acid 2-[2-(3-benzyloxy-2-hydroxy-propoxy)-ethoxy]-ethyl ester (114951-78-9)

Guidance literature:

at 0 - 5 ℃; for 0.25h;

upstream raw materials:

2-(2-(2-chloroethoxy)ethoxy)tetrahydro-2H-pyran

3-benzyloxypropan-1,2-diol

benzyl chloride

Downstream raw materials:

benzyl 2,4,7,10,13-pentaoxacyclopentadecan-2-ylmethyl ether

Toluene-4-sulfonic acid 2-[2-(3-benzyloxy-2-hydroxy-propoxy)-ethoxy]-ethyl ester

2-Benzyloxymethyl-1,4,7,10,13,16-hexacyclooctadecan

{2-hexadecyloxy-3-[2-(2-hexadecyloxy-ethoxy)-ethoxy]-propoxymethyl}-benzene