3-(2-Methylallyloxy)-1,2-propanediol

Base Information

• Chemical Name: 3-(2-Methylallyloxy)-1,2-propanediol
• CAS No.: 64049-44-1
• Molecular Formula: C₇H₁₄O₃
• Molecular Weight: 146.186
• Hs Code.: 2909499000
• DSSTox Substance ID: DTXSID30982325
• Nikkaji Number: J90.321C
• Mol file: 64049-44-1.mol

Synonyms:3-(2-Methylallyloxy)-1,2-propanediol;64049-44-1;1,2-Propanediol, 3-(2-methylallyloxy)-;3-[(2-methylprop-2-en-1-yl)oxy]propane-1,2-diol;SCHEMBL1133506;DTXSID30982325

Chemical Property of 3-(2-Methylallyloxy)-1,2-propanediol

Chemical Property:

• Vapor Pressure: 0.0011mmHg at 25°C
• Boiling Point: 267.5°Cat760mmHg
• Flash Point: 115.6°C
• PSA: 49.69000
• Density: 1.038g/cm³
• LogP: -0.06770
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 146.094294304
• Heavy Atom Count: 10
• Complexity: 101

Purity/Quality:

3-(2-METHYLALLYLOXY)-1,2-PROPANEDIOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)COCC(CO)O

Technology Process of 3-(2-Methylallyloxy)-1,2-propanediol

There total 1 articles about 3-(2-Methylallyloxy)-1,2-propanediol 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:

2,2-dimethyl-4-(((2-methylallyl)oxy)methyl)-1,3-dioxolane → 3-((2-methylallyl)oxy)propane-1,2-diol (64049-44-1)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; Ambient temperature;

DOI:10.1016/S0957-4166(99)00275-X

Reference yield:

3-((2-methylallyl)oxy)propane-1,2-diol (64049-44-1) → (S)-1-((2-methylallyl)oxy)but-3-yn-2-yl benzoate

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium periodate / dichloromethane; water / 3 h / 0 - 20 °C / Inert atmosphere

2.1: tetrahydrofuran / 3 h / -20 - 20 °C / Inert atmosphere

3.1: novozyme 435 / 1.5 h / 60 °C / Inert atmosphere; Sealed tube; Resolution of racemate; Enzymatic reaction

4.1: dmap; triethylamine / dichloromethane / 0.08 h / Inert atmosphere

4.2: 3 h / 0 - 20 °C / Inert atmosphere

With dmap; sodium periodate; novozyme 435; triethylamine; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/acs.orglett.7b01420

Reference yield:

3-((2-methylallyl)oxy)propane-1,2-diol (64049-44-1) → diphenyl (R)-(4-((2-methylallyl)oxy)buta-1,2-dien-1-yl)phosphonate + diphenyl (S)-(4-((2-methylallyl)oxy)buta-1,2-dien-1-yl)phosphonate

Guidance literature:

Multi-step reaction with 4 steps

1: sodium periodate / dichloromethane; water / 3 h / 0 - 20 °C / Inert atmosphere

2: tetrahydrofuran / 3 h / -20 - 20 °C / Inert atmosphere

3: novozyme 435 / 1.5 h / 60 °C / Inert atmosphere; Sealed tube; Resolution of racemate; Enzymatic reaction

4: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere; Sealed tube

With sodium periodate; novozyme 435; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/acs.orglett.7b01420

Refernces

• 1、 Roos, Juergen,Effenberger, Franz. "Hydroxynitrile lyase catalyzed enantioselective HCN addition to O-protected α-hydroxyaldehydes". . p. 2817 - 2828. Retrieved 2007/10/03.