2-(Dichloromethyl)tetrahydrofuran

Base Information

• Chemical Name: 2-(Dichloromethyl)tetrahydrofuran
• CAS No.: 931-05-5
• Molecular Formula: C₅H₈Cl₂O
• Molecular Weight: 155.024
• DSSTox Substance ID: DTXSID101300426
• Wikidata: Q27159515
• Mol file: 931-05-5.mol

Synonyms:2-(Dichloromethyl)tetrahydrofuran;2-(dichloromethyl)oxolane;931-05-5;alpha,alpha-dichloromethyltetrahydrofuran;2-dichloromethyltetrahydrofuran;SCHEMBL232066;CHEBI:87308;DTXSID101300426;2-(Dichloromethyl)tetrahydrofuran #;Furan, 2-(dichloromethyl)-tetrahydro-;Q27159515

Chemical Property of 2-(Dichloromethyl)tetrahydrofuran

Chemical Property:

• PSA: 9.23000
• LogP: 1.96910
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 153.9952203
• Heavy Atom Count: 8
• Complexity: 74.8

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(OC1)C(Cl)Cl

Technology Process of 2-(Dichloromethyl)tetrahydrofuran

There total 10 articles about 2-(Dichloromethyl)tetrahydrofuran 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: 65.0%

2-(dichloromethyl)-2-hydroxytetrahydrofuran (137777-18-5) → α,α-dichloromethyltetrahydrofuran (931-05-5)

Guidance literature:

With triethylsilane; boron trifluoride diethyl etherate; sodium hydrogencarbonate; multistep reaction: 1) reaction with BF₃*OEt₂, HSiEt₃, 2) hydrolyses; other tetrahydrofurans;

DOI:10.1016/S0040-4020(01)81943-8

Reference yield: 54.0%

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + chloroform (67-66-3,8013-54-5) + cyclododecyne (1129-90-4) → α,α-dichloromethyltetrahydrofuran (931-05-5) + 2-cyclotridecyn-1-one (66891-27-8) + bicyclo[10.1.0]tridec-1(12)-en-13-one

Guidance literature:

tetrahydrofuran; chloroform; cyclododecyne; With n-butyllithium; In hexane; at -78 - 0 ℃;

With water; In tetrahydrofuran; hexane; at 0 ℃;

DOI:10.1080/00397910008087222

Reference yield: 48.0%

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + chloroform (67-66-3,8013-54-5) + cyclopentadecyne (6573-73-5) → α,α-dichloromethyltetrahydrofuran (931-05-5) + 2-cyclohexadecyn-1-one + bicyclo[13.1.0]hexadec-1(15)-en-16-one

Guidance literature:

tetrahydrofuran; chloroform; cyclopentadecyne; With n-butyllithium; In hexane; at -78 - 0 ℃;

With water; In tetrahydrofuran; hexane; at 0 ℃;

DOI:10.1080/00397910008087222

upstream raw materials:

2-(dichloromethyl)-2-hydroxytetrahydrofuran

tetrahydrofuran

tetrachloromethane

chloroform