2-[2-(Benzyloxy)ethyl]-5,5-dimethyl-1,3-dioxane

Base Information

• Chemical Name: 2-[2-(Benzyloxy)ethyl]-5,5-dimethyl-1,3-dioxane
• CAS No.: 116376-29-5
• Molecular Formula: C15H22 O3
• Molecular Weight: 250.33
• DSSTox Substance ID: DTXSID30394424
• Mol file: 116376-29-5.mol

Synonyms:2-[2-(Benzyloxy)ethyl]-5,5-dimethyl-1,3-dioxane;116376-29-5;5,5-dimethyl-2-(2-phenylmethoxyethyl)-1,3-dioxane;SCHEMBL1760682;DTXSID30394424;2-[2-(Benzyloxy)ethyl]-5,5-dimethyl-1,3-dioxane, 95%

Chemical Property of 2-[2-(Benzyloxy)ethyl]-5,5-dimethyl-1,3-dioxane

Chemical Property:

• Refractive Index: n20/D 1.496(lit.)
• Boiling Point: 118-129ºC0.08 mm Hg(lit.)
• Flash Point: >230 °F
• PSA: 27.69000
• Density: 1.018 g/mL at 25ºC(lit.)
• LogP: 2.99240
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 250.15689456
• Heavy Atom Count: 18
• Complexity: 224

Purity/Quality:

99.0%min ^*data from raw suppliers

2-[2-(BENZYLOXY)ETHYL]-5,5-DIMETHYL-1,3-DIOXANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(COC(OC1)CCOCC2=CC=CC=C2)C

Technology Process of 2-[2-(Benzyloxy)ethyl]-5,5-dimethyl-1,3-dioxane

There total 2 articles about 2-[2-(Benzyloxy)ethyl]-5,5-dimethyl-1,3-dioxane 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: 86.0%

2,2-Dimethyl-1,3-propanediol (126-30-7) + acrolein (107-02-8,25068-14-8) + benzyl alcohol (100-51-6,185532-71-2) → 2-<2-(benzyloxy)ethyl>-5,5-dimethyl-1,3-dioxane (116376-29-5)

Guidance literature:

With 4 A molecular sieve; In chloroform; for 52h; Heating;

Reference yield:

3-benzyloxypropan-1-ol (4799-68-2) + 2,2-Dimethyl-1,3-propanediol (126-30-7) → 2-<2-(benzyloxy)ethyl>-5,5-dimethyl-1,3-dioxane (116376-29-5)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; Yield given. Multistep reaction; 1.) a) CH2Cl2, < -45 deg C, 2 min, b) < -40 deg C, 30 min, 2.) reflux;

DOI:10.1021/jo00256a023

Reference yield: 91.6%

2-<2-(benzyloxy)ethyl>-5,5-dimethyl-1,3-dioxane (116376-29-5) → 2-(2-hydroxyethyl)-5,5-dimethyl-1,3-dioxane (116141-68-5)

Guidance literature:

With ammonia; sodium; In tetrahydrofuran; tert-butyl alcohol; for 0.25h;

DOI:10.1021/jo00256a023

upstream raw materials:

3-benzyloxypropan-1-ol

2,2-Dimethyl-1,3-propanediol

acrolein

benzyl alcohol

Downstream raw materials:

2-(2-hydroxyethyl)-5,5-dimethyl-1,3-dioxane

DL-4,5-di-O-benzyl-6-O-<2-(5,5-dimethyl-1,3-dioxan-2-yl)ethyl>-2,3-O-isopropylidene-myo-inositol

<2(R)>-L-3-O-benzyl-4,5-O-isopropylidene-6-O-<2-(5,5-dimethyl-1,3-dioxan-2-yl)ethyl>-2-O-(phenylethyl)-muco-inositol

DL-4,5-di-0-benzyl-6-0-<2-(5,5-dimethyl-1,3-dioxan-2-yl)ethyl>-2,3-O-isopropylidene-myo-inositol 1-(dibenzylphosphate)