Fumaryl chloride

Base Information

• Chemical Name: Fumaryl chloride
• CAS No.: 627-63-4
• Molecular Formula: C4H2 Cl2 O2
• Molecular Weight: 152.965
• Hs Code.: 29171990
• European Community (EC) Number: 211-005-4
• UN Number: 1780
• UNII: B95L4812RG
• DSSTox Substance ID: DTXSID3033519
• Nikkaji Number: J517G,J581.481B
• Wikidata: Q27274532
• ChEMBL ID: CHEMBL2143883
• Mol file: 627-63-4.mol

Synonyms:fumaryl chloride

Chemical Property of Fumaryl chloride

Chemical Property:

• Appearance/Colour: light yellow-green liquid
• Vapor Pressure: 2.16mmHg at 25°C
• Melting Point: -2 ºC
• Refractive Index: n20/D 1.499(lit.)
• Boiling Point: 161-164 ºC
• Flash Point: 73 ºC
• PSA: 34.14000
• Density: 1.415
• LogP: 1.07340
• Storage Temp.: Refrigerator (+4°C)
• Sensitive.: Moisture Sensitive
• Water Solubility.: decomposes
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 151.9431847
• Heavy Atom Count: 8
• Complexity: 123
• Transport DOT Label: Corrosive

Purity/Quality:

98%min ^*data from raw suppliers

Fumaryl Chloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 20/21/22-34-37-29-36/37-14
• Safety Statements: 26-36/37/39-45-8-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Acid Halides
• Canonical SMILES: C(=CC(=O)Cl)C(=O)Cl
• Isomeric SMILES: C(=C/C(=O)Cl)\C(=O)Cl
• Uses: Chemical intermediate for pharmaceuticals, dyestuffs, and insecticides. Fumaryl chloride was used in the preparation of high molecular weight poly(propylene fumarate). The photodissociation dynamics of fumaryl chloride was studied. It is used in agrochemicals and pharmaceuticals manufacturing. Also used as an intermediate for dyes, textile auxiliaries and peroxide compounds. It is an acid halide building block.

Technology Process of Fumaryl chloride

There total 13 articles about Fumaryl 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: 87.0%

(2E)-but-2-enedioic acid (110-17-8,26099-09-2) → fumaryl dichloride (627-63-4)

Guidance literature:

With thionyl chloride; for 18h; Heating;

Reference yield:

maleic anhydride (108-31-6) + Phthaloyl dichloride (88-95-9) → fumaryl dichloride (627-63-4)

Guidance literature:

With zinc(II) chloride; at 135 ℃;

DOI:10.1021/ja01280a052

Reference yield:

maleic anhydride (108-31-6) → fumaryl dichloride (627-63-4)

Guidance literature:

With phosphorus pentachloride;

upstream raw materials:

maleic anhydride

Phthaloyl dichloride

succinoyl dichloride

Benzotrichlorid

Downstream raw materials:

(+/-)-4,4-dimethoxy-cyclohexane-1r,2t-dicarboxylic acid dimethyl ester

rac-(1S,2S)-dimethyl 4-oxocyclohexane-1,2-dicarboxylate

optically inactive fumaric acid bis-(1-ethoxycarbonyl-ethyl ester)

1,4-bis-(4-phenoxy-phenyl)-but-2-ene-1,4-dione

Refernces

Cationic hybrid hydrogels from amino-acid-based poly(ester amide): Fabrication, characterization, and biological properties

10.1002/adfm.201103147

The research focuses on the development of a new family of cationic charged biocompatible hybrid hydrogels, based on arginine unsaturated poly(ester amide) (Arg-UPEA) and Pluronic diacrylate (Pluronic-DA), which were fabricated through UV photocrosslinking in an aqueous medium. The purpose of this study was to improve the cellular interactions of synthetic hydrogels for potential biomedical applications by introducing cationic Arg-UPEA, which possesses biocompatibility and cationic properties. The conclusions drawn from the research indicate that the incorporation of Arg-UPEA into Pluronic-DA hydrogels significantly enhanced cell attachment, proliferation, and viability of both Detroit 539 human fibroblasts and bovine aortic endothelial cells. The chemicals used in the process include Pluronic F127, acryloyl chloride, triethylamine, Irgacure 2959 (as a photoinitiator), L-arginine, p-toluenesulfonic acid monohydrate, fumaryl chloride, ethylene glycol, 1,3-propanediol, 1,4-butanediol, 1,6-hexanediol, and p-nitrophenol, among others. These chemicals were utilized in the synthesis of the hydrogel precursors and for the characterization of their physicochemical properties.

A New Water-soluble Singlet Oxygen Probe

10.1039/c39820001147

The research aimed to synthesize a new water-soluble singlet oxygen probe, which is crucial for studying the formation and biological implications of singlet oxygen in aqueous media. The researchers synthesized a dihydroisobenzofuran derivative, specifically the potassium salt of (4,7-dihydro-5,6-dimethylisobenzofuran-1,3-diyl)bis(benzene-p-decanoic acid), known as DIBA. This compound was designed to overcome the limitations of previous water-soluble singlet oxygen traps, which had strong absorption in the visible region, complicating kinetic studies. The study concluded that DIBA is a suitable probe for singlet oxygen due to its rapid bleaching upon reaction, and the involvement of superoxide radicals in the bleaching process was indicated by the change in reaction rate in argon-saturated and deuteriated water solutions. Key chemicals used in the synthesis process included hematoporphyrin (HP) as a photosensitizer, and various reagents in the multi-step synthesis scheme such as EtO2C[CH2]2COCI, H2, Pd-C, MeCO2H-HCl, fumaroyl chloride, AlCl3, and KOH-EtOH.