2,3-Dichlorotetrahydrofuran

Base Information

• Chemical Name: 2,3-Dichlorotetrahydrofuran
• CAS No.: 3511-19-1
• Molecular Formula: C4H6 Cl2 O
• Molecular Weight: 140.997
• Hs Code.: 2932190090
• European Community (EC) Number: 222-513-0
• DSSTox Substance ID: DTXSID50956548
• Nikkaji Number: J35.152K
• Mol file: 3511-19-1.mol

Synonyms:2,3-Dichlorotetrahydrofuran;3511-19-1;2,3-dichlorooxolane;FURAN, 2,3-DICHLOROTETRAHYDRO-;EINECS 222-513-0;2,3-bis(chloranyl)oxolane;Tetrahydro-2,3-dichlorofuran;SCHEMBL3255813;DTXSID50956548;MFCD00059736;AKOS006229781;LS-70196;CS-0451541;D0985;FT-0609583;D89753;A822572;W-106692

Chemical Property of 2,3-Dichlorotetrahydrofuran

Chemical Property:

• Refractive Index: 1.4850-1.4890
• Boiling Point: 191.6°Cat760mmHg
• Flash Point: 132.7°C
• PSA: 9.23000
• Density: 1.32g/cm³
• LogP: 1.57900
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 139.9795702
• Heavy Atom Count: 7
• Complexity: 66.7

Purity/Quality:

97% ^*data from raw suppliers

2,3-Dichlorotetrahydrofuran 90% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(C1Cl)Cl

Technology Process of 2,3-Dichlorotetrahydrofuran

There total 12 articles about 2,3-Dichlorotetrahydrofuran 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: 89.0%

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) → trans-2,3-Dichlorotetrahydrofuran (3511-19-1,13129-90-3,29120-50-1,106445-14-1)

Guidance literature:

With sulfuryl dichloride; N,N-dimethyloctanamide; In chloroform-d1; at 35 ℃; for 3h;

Reference yield: 63.0%

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) → (+/-)-2,3,3-Trichlorotetrahydrofuran (17557-41-4) + trans-2,3-Dichlorotetrahydrofuran (3511-19-1,13129-90-3,29120-50-1,106445-14-1)

Guidance literature:

With sulfuryl dichloride; N,N-dimethyloctanamide; In chloroform-d1; at 35 ℃; for 6.58333h; Product distribution; Mechanism; also at various reaction times;

Reference yield: 15.0%

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) → 3-chlorotetrahydrofuran (19311-38-7) + trans-2,3-Dichlorotetrahydrofuran (3511-19-1,13129-90-3,29120-50-1,106445-14-1)

Guidance literature:

With iodine; chlorine; In tetrachloromethane; at 30 - 35 ℃; for 30h;

upstream raw materials:

tetrahydrofuran

2,3-dihydro-2H-furan

chlorine

2,5-dihydrofuran

Downstream raw materials:

(+/-)-2,3,3-Trichlorotetrahydrofuran

3-chlorotetrahydrofuran

trans-3-chloro-2-p-tolylphenyltetrahydrofuran

trans-3-chloro-2-phenyltetrahydrofuran

Refernces

• 1、 Crombie, Leslie,Rainbow, Linda J.. "Stereoselective Synthesis of Alcohols containing (Z)- and (E)-Olefins, Dienes, Enynes and Styrenes: Cyclic β-Halogeno Scissions using Samarium Diiodide as the Electron-transfer Agent". . p. 673 - 688. Retrieved 2007/10/02.
• 2、 Crombie, Leslie,Wyvill, Robert D.. "β-Halogeno Ether Synthesis of Olefinic Alcohols: Stereochemistry and Conformation of 2-Substituted 3-Halogenotetrahydro-pyran and furan Precursors". . p. 1971 - 1982. Retrieved 2007/10/02.