2-Isopropoxytetrahydropyran

Base Information

• Chemical Name: 2-Isopropoxytetrahydropyran
• CAS No.: 1927-70-4
• Molecular Formula: C8H16O2
• Molecular Weight: 144.214
• Hs Code.: 2932999099
• NSC Number: 97524
• DSSTox Substance ID: DTXSID20294641
• Nikkaji Number: J113.942H
• Mol file: 1927-70-4.mol

Synonyms:2-Isopropoxytetrahydropyran;2-propan-2-yloxyoxane;1927-70-4;2H-Pyran, tetrahydro-2-isopropoxy-;2H-Pyran, tetrahydro-2-(1-methylethoxy)-;Tetrahydro-2-isopropoxypyran;2-(1-Methylethoxy)tetrahydro-2H-pyran;NSC97524;SCHEMBL271911;DTXSID20294641;ZGXPHCSAAJGIJC-UHFFFAOYSA-N;NSC-97524;Isopropyl tetrahydro-2H-pyran-2-yl ether;Isopropyl tetrahydro-2H-pyran-2-yl ether #

Chemical Property of 2-Isopropoxytetrahydropyran

Chemical Property:

• Vapor Pressure: 2.29mmHg at 25°C
• Boiling Point: 167°Cat760mmHg
• Flash Point: 43.9°C
• PSA: 18.46000
• Density: 0.92g/cm³
• LogP: 1.93800
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 144.115029749
• Heavy Atom Count: 10
• Complexity: 91.3

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC1CCCCO1

Technology Process of 2-Isopropoxytetrahydropyran

There total 4 articles about 2-Isopropoxytetrahydropyran 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: 98.0%

3,4-dihydro-2H-pyran (110-87-2) + isopropyl alcohol (67-63-0,8013-70-5) → 2-isopropoxytetrahydropyran (1927-70-4)

Guidance literature:

With boron trichloride; In neat (no solvent); at 20 ℃; for 0.133333h; Green chemistry;

DOI:10.13005/ojc/330260

Reference yield: 97.0%

tetrahydro-2H-2-pyranol (694-54-2) + isopropyl alcohol (67-63-0,8013-70-5) → 2-isopropoxytetrahydropyran (1927-70-4)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; at 20 ℃; for 16h;

DOI:10.1021/ol402914v

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) + methyl vinyl ketone (78-94-4,25038-87-3) + isopropyl alcohol (67-63-0,8013-70-5) → 2-isopropoxytetrahydropyran (1927-70-4) + trans-4-(2-isopropoxytetrahydropyran-3-yl)butan-2-one + cis-4-(2-isopropoxytetrahydropyran-3-yl)butan-2-one

Guidance literature:

With boron trifluoride diethyl etherate; In nitromethane; at -20 ℃; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

upstream raw materials:

3,4-dihydro-2H-pyran

isopropyl alcohol

methyl vinyl ketone

tetrahydro-2H-2-pyranol

Downstream raw materials:

isopropyl 2,3,5-tri-O-benzoyl-β-D-ribofuranoside

isopropyl alcohol

toluene-4-sulfonic acid isopropyl ester

isopropyl 2,3,4,6-tetra-O-benzyl-D-glucopyranoside

Refernces

• 1、 Vijaya Durga,Balamurali Krishna,Baby Ramana,Santha Kumari,Vijay,Hari Babu. "BiCl3: A versatile catalyst for the tetrahydropyranylation and depyranylation of 1°,2°,3°, allylic, benzylic alcohols, and symmetric diols". . p. 1030 - 1034. Retrieved 2017/05/26.
• 2、 Schmalisch, Sebastian,Mahrwald, Rainer. "Organocatalyzed direct glycosylation of unprotected and unactivated carbohydrates". supporting information. p. 5854 - 5857. Retrieved 2013/12/04.