Tetrahydro-2H-pyran-4-carbonyl chloride

Base Information

• Chemical Name: Tetrahydro-2H-pyran-4-carbonyl chloride
• CAS No.: 40191-32-0
• Molecular Formula: C6H9ClO2
• Molecular Weight: 148.589
• Hs Code.: 29339900
• European Community (EC) Number: 638-969-2
• DSSTox Substance ID: DTXSID60383725
• Nikkaji Number: J1.461.044H
• Wikidata: Q72506575
• Mol file: 40191-32-0.mol

Synonyms:Tetrahydro-2H-pyran-4-carbonyl chloride;40191-32-0;oxane-4-carbonyl chloride;2H-Pyran-4-carbonyl chloride, tetrahydro-;tetrahydropyran-4-carbonyl chloride;MFCD06200863;tetrahydro-2H-pyran-4-carbonylchloride;SCHEMBL321725;DTXSID60383725;RYGUCYSSMOFTSH-UHFFFAOYSA-N;BCP22295;tetrahydro-pyran-4-carbonyl chloride;BBL102433;STL556235;tetrahydropyran-4-carboxylic chloride;AKOS005137904;2H-Pyran-4-carbonyl chloride,tetrahydro-;AS-19806;SY017904;tetrahydropyran-4-carboxylic acid chloride;tetrahydro-pyran-4-carboxylic acid chloride;A6722;AM20100067;CS-0005956;FT-0650634;T3890;EN300-44905;F12379;tetrahydro-2h-pyran-4-carboxylic acid chloride;Q-101923;Tetrahydro-2H-pyran-4-carbonyl chloride, AldrichCPR;1-Fluoro-4-(2-(4-methoxyphenyl)-2-phenylvinyl)benzene;InChI=1/C6H9ClO2/c7-6(8)5-1-3-9-4-2-5/h5H,1-4H

Chemical Property of Tetrahydro-2H-pyran-4-carbonyl chloride

Chemical Property:

• Vapor Pressure: 0.416mmHg at 25°C
• Refractive Index: 1.463
• Boiling Point: 50-52 ºC (1 mmHg)
• Flash Point: 71.8ºC
• PSA: 26.30000
• Density: 1.201g/cm3
• LogP: 1.17840
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 148.0291072
• Heavy Atom Count: 9
• Complexity: 108

Purity/Quality:

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

Tetrahydro-2H-pyran-4-carbonyl chloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,C
• Statements: 14-20/21/22-29-34-36-52/53
• Safety Statements: 23-24/25-36/37/39-45-26-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCC1C(=O)Cl

Technology Process of Tetrahydro-2H-pyran-4-carbonyl chloride

There total 7 articles about Tetrahydro-2H-pyran-4-carbonyl chloride 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%

tetrahydro-2H-pyran-4-carboxylic acid (5337-03-1) → tetrahydro-2H-pyran-4-carbonylchloride (40191-32-0)

Guidance literature:

With thionyl chloride; In toluene; at 80 ℃; for 1.5h;

Reference yield:

3,4,5,6-tetrahydro-2H-pyran-4-carbaldehyde (50675-18-8) → tetrahydro-2H-pyran-4-carbonylchloride (40191-32-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.930 g / Jones reagent / acetone; H₂O / 1 h

2: thionyl chloride / 0.75 h / Heating

With thionyl chloride; jones reagent; In water; acetone;

DOI:10.1021/jo061154l

Reference yield:

Tetrahydro-4H-pyran-4-one (29943-42-8,143562-54-3) → tetrahydro-2H-pyran-4-carbonylchloride (40191-32-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0 - 20 °C

1.2: 47 percent / tetrahydrofuran; hexane / 0.33 h

2.1: aq. HCl / acetone / 3 h

3.1: 0.930 g / Jones reagent / acetone; H₂O / 1 h

4.1: thionyl chloride / 0.75 h / Heating

With hydrogenchloride; n-butyllithium; thionyl chloride; jones reagent; In tetrahydrofuran; hexane; water; acetone;

DOI:10.1021/jo061154l

upstream raw materials:

tetrahydro-2H-pyran-4-carboxylic acid

Tetrahydro-4H-pyran-4-one

3,4,5,6-tetrahydro-2H-pyran-4-carbaldehyde

tetrahydro-4-(methoxymethylene)-2H-pyran

Downstream raw materials:

tetrahydropyran-4-carboxylic acid methyl ester

ethyl tetrahydro-2H-pyran-4-carboxylate

phenyl(tetrahydro-2H-pyran-4-yl)methanone

1-(tetrahydro-2H-pyran-4-yl)ethan-1-one

Refernces

• 1、 -. "TGF-beta receptor inhibitor". Paragraph 0075-0077. . Retrieved 2021/04/28.
• 2、 Wei, Dian,Liu, Tu-Ming,Zhou, Bo,Han, Bing. "Decarboxylative Borylation of mCPBA-Activated Aliphatic Acids". supporting information. p. 234 - 238. Retrieved 2020/01/02.