3-Chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone

Base Information

• Chemical Name: 3-Chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone
• CAS No.: 77439-76-0
• Deprecated CAS: 124054-17-7
• Molecular Formula: C5H3Cl3O3
• Molecular Weight: 217.436
• Hs Code.: 2932209090
• UNII: SSD7YR4366
• DSSTox Substance ID: DTXSID6020276
• Nikkaji Number: J75.482J
• Wikipedia: Mutagen_X
• Wikidata: Q3180100
• ChEMBL ID: CHEMBL1450607
• Mol file: 77439-76-0.mol

Synonyms:3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone;3-DCHFO;mutagen X;mx mutagen

Chemical Property of 3-Chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone

Chemical Property:

• Refractive Index: 1.4775 (estimate)
• Boiling Point: 388.7 ºC at 760 mmHg
• PKA: 8?+-.0.60(Predicted)
• Flash Point: 188.9 ºC
• PSA: 46.53000
• Density: 1.76 g/cm³
• LogP: 1.15820
• Storage Temp.: −20°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 215.914777
• Heavy Atom Count: 11
• Complexity: 223

Purity/Quality:

99% ^*data from raw suppliers

3-Chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 46-23/24/25-43
• Safety Statements: 53-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(C(=C(C(=O)O1)Cl)C(Cl)Cl)O
• Uses: 3-Chloro-4-(dichloroMethyl)-5-hydroxy-2(5H)-furanone is a chlorinated furanone that accounts for more of the mutagenic activity of drinking water than any other disinfection byproduct. de, MX, 4-nitroquinoline N-oxide, sodium azide, 1-nitropyrene, and captan) used in the present study have been known to subject to the nucleotide excision repair system.

Technology Process of 3-Chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone

There total 20 articles about 3-Chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone 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: 99.0%

syringic aldehyde (134-96-3) → 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (77439-76-0)

Guidance literature:

With sodium hypochlorite; hypochloric acid; In acetate buffer; at 298 ℃; for 0.0833333h; pH=5; Further Variations:; Temperatures; pH-values; Reaction partners; Product distribution;

DOI:10.1016/S0043-1354(00)00175-5

Reference yield: 69.0%

3-chloro-4-(dichloromethyl)-5-methoxy-2,5-dihydrofuran-2-one (97055-38-4) → 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (77439-76-0)

Guidance literature:

With trifluoroacetic acid; In tetrahydrofuran; for 96h; Ambient temperature; demetilation;

Reference yield: 65.0%

2,4,4-trichloro-3-(dichloromethyl)-crotonic acid (97055-37-3) → 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (77439-76-0)

Guidance literature:

With potassium hydrogencarbonate; In water; at 50 ℃; for 3h;

upstream raw materials:

5-Bromo-3-chloro-4-dichloromethyl-5H-furan-2-one

methyl 2,4,4-trichloro-2(dichloromethyl)crotonate

2,4,4-trichloro-3-(dichloromethyl)-crotonic acid

3-chloro-4-(dichloromethyl)-5-methoxy-2,5-dihydrofuran-2-one

Downstream raw materials:

3-chloro-4-(dichloromethyl)-5-methoxy-2,5-dihydrofuran-2-one

C₁₄H₁₄Cl₃NO

3-chloro-4-(dibromomethyl)-5-hydroxy-2,5-dihydrofuran-2-one

3-bromo-4-(dibromomethyl)-5-hydroxy-2(5H)-furanone

Refernces

• 1、 Huixian, Zou,Junhe, Lu,Zhuo, Chen,Chengyong, Yang,Jinqi, Zhang,Wen, Zhou. "Screening the precursors of strong mutagen [3-chloro-4-(dichloromethyl)- 5-hydroxy-2(5H)-furanone] MX from chlorinated water". . p. 225 - 229. Retrieved 2000.
• 2、 Franzen, Robert. "Synthesis of chlorinated 5-hydroxy 4-methyl-2(5H)-furanones and mucochloric acid". . p. 3905 - 3908. Retrieved 2007/10/02.