2-(Chloromethyl)tetrahydro-2H-pyran

Base Information

• Chemical Name: 2-(Chloromethyl)tetrahydro-2H-pyran
• CAS No.: 18420-41-2
• Molecular Formula: C₆H₁₁ClO
• Molecular Weight: 134.606
• Hs Code.: 2932999099
• European Community (EC) Number: 626-686-7
• NSC Number: 33119
• DSSTox Substance ID: DTXSID90864835
• Nikkaji Number: J352.672K
• Mol file: 18420-41-2.mol

Synonyms:2-(Chloromethyl)tetrahydro-2H-pyran;18420-41-2;2-(chloromethyl)oxane;2-(Chloromethyl)tetrahydropyran;2H-Pyran, 2-(chloromethyl)tetrahydro-;NSC33119;2H-Pyran,2-(chloromethyl)tetrahydro-;starbld0018956;2-chloromethyltetrahydro-pyran;SCHEMBL1552684;DTXSID90864835;BBL027598;MFCD00006622;NSC 33119;NSC-33119;STL373444;AKOS000268737;AKOS016039398;VS-08567;2-(Chloromethyl)tetrahydro-2H-pyran, 99%;CS-0204782;FT-0608761;EN300-158012;J-011804

Chemical Property of 2-(Chloromethyl)tetrahydro-2H-pyran

Chemical Property:

• Vapor Pressure: 2.35mmHg at 25°C
• Refractive Index: n20/D 1.462(lit.)
• Boiling Point: 166.4 °C at 760 mmHg
• Flash Point: 55 °C
• PSA: 9.23000
• Density: 1.035 g/cm³
• LogP: 1.79430
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Difficult to mix.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 134.0498427
• Heavy Atom Count: 8
• Complexity: 65.5

Purity/Quality:

99% ^*data from raw suppliers

2-(Chloromethyl)tetrahydro-2H-pyran 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,C
• Hazard Codes: Xi,C
• Statements: 10-36/37/38
• Safety Statements: 16-26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCOC(C1)CCl
• Uses: 2-(Chloromethyl)tetrahydro-2H-pyran is a useful reagent for organic synthesis studies and in chemical industry. 2-(Chloromethyl)tetrahydro-2H-pyran may be used in chemical synthesis studies.

Technology Process of 2-(Chloromethyl)tetrahydro-2H-pyran

There total 11 articles about 2-(Chloromethyl)tetrahydro-2H-pyran 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: 100.0%

Tetrahydropyran-2-methanol (100-72-1) → 2-(chloromethyl)tetrahydropyran (18420-41-2,130233-13-5,130233-14-6)

Guidance literature:

With pyridine; thionyl chloride; at 45 ℃;

DOI:10.1016/j.tetlet.2010.12.076

Reference yield: 25.0%

hex-5-enyl hydroperoxide (86692-87-7) → 2-(chloromethyl)tetrahydropyran (18420-41-2,130233-13-5,130233-14-6) + 2-vinyltetrahydrofuran (1072-60-2) + 5-hexenyl acetate (5048-26-0) + 3-chloro-1-oxacycloheptane

Guidance literature:

With acetic acid; iron(II) chloride; In water; for 2h; Further byproducts given;

Reference yield:

hex-5-enyl hydroperoxide (86692-87-7) → 2-(chloromethyl)tetrahydropyran (18420-41-2,130233-13-5,130233-14-6) + 2-vinyltetrahydrofuran (1072-60-2) + 5-Hexen-1-ol (821-41-0) + hex-5-en-1-al (764-59-0) + 5-hexenyl acetate (5048-26-0) + 3-chloro-1-oxacycloheptane

Guidance literature:

With acetic acid; iron(II) chloride; In water; for 2h; Product distribution; Heating; other reagent:TiCl₃/AcOH;

upstream raw materials:

Tetrahydropyran-2-methanol

hex-5-enyl hydroperoxide

5-Hexen-1-ol

5-hexenyl methanesulfonate

Downstream raw materials:

5-Hexen-1-ol

5-hexyl-1-ol

Diphenyl(tetrahydropyranyl-2-methyl)phosphan

Dicyclohexyl(tetrahydropyranyl-2-methyl)phosphan

Refernces

• 1、 Kikuchi, Kohei,Tatewaki, Yoko,Okada, Shuji. "Self-assembly and solid-state polymerization of butadiyne derivatives with amide and trialkoxyphenyl groups". supporting information. p. 298 - 305. Retrieved 2017/05/10.
• 2、 Aumann, Kylee M.,Healy, Peter C.,Coster, Mark J.. "Arylation of [6,6]-spiroacetal enol ethers: Reactivity and rearrangement". supporting information; experimental part. p. 1070 - 1073. Retrieved 2011/03/22.