2-[(2S)-2,6-dimethylhept-5-enyl]-1,3-dioxolane

Base Information

• Chemical Name: 2-[(2S)-2,6-dimethylhept-5-enyl]-1,3-dioxolane
• CAS No.: 134876-96-3
• Deprecated CAS: 1040125-88-9
• Molecular Formula: C12H22O2
• Molecular Weight: 198.3019
• DSSTox Substance ID: DTXSID40888960
• Nikkaji Number: J1.565.158J
• Mol file: 134876-96-3.mol

Synonyms:134876-96-3;2-[(2S)-2,6-dimethylhept-5-enyl]-1,3-dioxolane;(-)-2-[(S)-2,6-Dimethyl-5-heptenyl]-1,3-dioxolane;1,3-Dioxolane, 2-((2S)-2,6-dimethyl-5-heptenyl)-;1,3-Dioxolane, 2-(2,6-dimethyl-5-heptenyl)-, (S)-;1,3-Dioxolane, 2-[(2S)-2,6-dimethyl-5-heptenyl]-;1,3-Dioxolane, 2-((2S)-2,6-dimethyl-5-hepten-1-yl)-;1,3-Dioxolane, 2-[(2S)-2,6-dimethyl-5-hepten-1-yl]-;SCHEMBL14548161;DTXSID40888960;2-[(2S)-2,6-Dimethyl-5-heptenyl]-1,3-dioxolane

Chemical Property of 2-[(2S)-2,6-dimethylhept-5-enyl]-1,3-dioxolane

Chemical Property:

• Vapor Pressure: 0.0278mmHg at 25°C
• Boiling Point: 254.3°Cat760mmHg
• Flash Point: 110.4°C
• PSA: 18.46000
• Density: 0.91g/cm³
• LogP: 3.13190
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 198.161979940
• Heavy Atom Count: 14
• Complexity: 177

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC=C(C)C)CC1OCCO1
• Isomeric SMILES: C[C@@H](CCC=C(C)C)CC1OCCO1

Technology Process of 2-[(2S)-2,6-dimethylhept-5-enyl]-1,3-dioxolane

There total 1 articles about 2-[(2S)-2,6-dimethylhept-5-enyl]-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%

(S)-Citronellal (5949-05-3) + ethylene glycol (107-21-1) → (S)-2-(2,6-dimethylhept-5-en-1-yl)-1,3-dioxolane (134876-96-3)

Guidance literature:

With ammonium chloride; for 6h; Dean-Stark; Reflux; Green chemistry;

DOI:10.1039/c5gc00465a

Reference yield:

(S)-2-(2,6-dimethylhept-5-en-1-yl)-1,3-dioxolane (134876-96-3) → C28H33NO7

Guidance literature:

Multi-step reaction with 3 steps

1.1: Sudan III; ozone / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

1.2: 12 h / 20 °C / Inert atmosphere

2.1: allyl diethyl phosphate; palladium diacetate; sodium hydrogencarbonate / tetrahydrofuran / 60 h / Reflux; Inert atmosphere

3.1: triethylamine; di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 1.25 h / -78 - 0 °C / Inert atmosphere

3.2: 1.83 h / -78 - 0 °C / Inert atmosphere

With allyl diethyl phosphate; di-n-butylboryl trifluoromethanesulfonate; palladium diacetate; sodium hydrogencarbonate; ozone; triethylamine; Sudan III; In tetrahydrofuran; dichloromethane; 2.1: |Saegusa Oxidation;

DOI:10.1002/anie.201808937

Reference yield:

(S)-2-(2,6-dimethylhept-5-en-1-yl)-1,3-dioxolane (134876-96-3) → C38H40F3NO9

Guidance literature:

Multi-step reaction with 4 steps

1.1: Sudan III; ozone / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

1.2: 12 h / 20 °C / Inert atmosphere

2.1: allyl diethyl phosphate; palladium diacetate; sodium hydrogencarbonate / tetrahydrofuran / 60 h / Reflux; Inert atmosphere

3.1: triethylamine; di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 1.25 h / -78 - 0 °C / Inert atmosphere

3.2: 1.83 h / -78 - 0 °C / Inert atmosphere

4.1: dmap; triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

With dmap; allyl diethyl phosphate; di-n-butylboryl trifluoromethanesulfonate; palladium diacetate; sodium hydrogencarbonate; ozone; triethylamine; Sudan III; In tetrahydrofuran; dichloromethane; 2.1: |Saegusa Oxidation;

DOI:10.1002/anie.201808937

upstream raw materials:

(S)-Citronellal

ethylene glycol