2(3H)-Furanone, 3-chlorodihydro-

Base Information

• Chemical Name: 2(3H)-Furanone, 3-chlorodihydro-
• CAS No.: 31167-90-5
• Molecular Formula: C4H5 Cl O2
• Molecular Weight: 120.535
• European Community (EC) Number: 250-498-0
• NSC Number: 408413
• DSSTox Substance ID: DTXSID00885495
• Nikkaji Number: J278.060G
• Mol file: 31167-90-5.mol

Synonyms:3-Chlorodihydrofuran-2(3H)-one;31167-90-5;2(3H)-Furanone, 3-chlorodihydro-;alpha-Chloro-gamma-butyrolactone;2(3H)-Furanone,3-chlorodihydro-;EINECS 250-498-0;NSC 408413;3-chlorooxolan-2-one;NSC408413;chloro-gamma-butyrolactone;NCIOpen2_003577;SCHEMBL981795;DTXSID00885495;.alpha.-Chloro-.gamma.-butyrolactone;NSC-408413;3-Chloro-4,5-dihydrofuran-2(3H)-one

Chemical Property of 2(3H)-Furanone, 3-chlorodihydro-

Chemical Property:

• Vapor Pressure: 0.0138mmHg at 25°C
• Boiling Point: 258.4°Cat760mmHg
• Flash Point: 139.5°C
• Density: 1.31g/cm³
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 119.9978071
• Heavy Atom Count: 7
• Complexity: 91.7

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(=O)C1Cl

Technology Process of 2(3H)-Furanone, 3-chlorodihydro-

There total 10 articles about 2(3H)-Furanone, 3-chlorodihydro- 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: 70.0%

4-butanolide (96-48-0) → α-chloro-γ-butyrolactone (31167-90-5,42411-55-2)

Guidance literature:

With chlorine; at 120 - 160 ℃; for 12h;

Reference yield: 50.0%

DL-Homoserine (1927-25-9,119736-88-8) → α-chloro-γ-butyrolactone (31167-90-5,42411-55-2)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water; at 0 - 20 ℃;

DOI:10.1021/ja105148g

Reference yield: 42.0%

α-chloro-α-formyl-γ-butyrolactone (160663-34-3) + acetylacetone (123-54-6,81235-32-7) → 3-formyl-2,4-dioxopentane (16690-08-7) + α-chloro-γ-butyrolactone (31167-90-5,42411-55-2)

Guidance literature:

acetylacetone; With sodium hydride; In diethyl ether; for 1h; Heating;

α-chloro-α-formyl-γ-butyrolactone; In diethyl ether; at 20 ℃;

DOI:10.1007/BF02496260

upstream raw materials:

4-butanolide

α,γ-dichlorobutyric acid

α-chloro-α-formyl-γ-butyrolactone

acetylacetone

Downstream raw materials:

3-m-tolyloxy-dihydro-furan-2-one

Refernces

• 1、 Silva, Saúl,Maycock, Christopher D.. "Efficient α-chlorination of carbonyl containing compounds under basic conditions using methyl chlorosulfate". supporting information. p. 1233 - 1238. Retrieved 2018/02/27.
• 2、 Lundin, Pamela M.,Fu, Gregory C.. "Asymmetric suzuki cross-couplings of activated secondary alkyl electrophiles: Arylations of racemic α-chloroamides". supporting information; experimental part. p. 11027 - 11029. Retrieved 2010/09/17.