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

fumaric acid bis-(2,2,2-trichloro-ethyl ester)

Bis-<2,2,2-tribromoethyl>-fumarat

Refernces

• 1、 Wang, Hua-Chun,Tao, Jingwei,Bai, Wei-Yun,Xie, Zi-Yi,Li, Hongxiang,Ren, Xiancheng,Xu, Yun-Xiang. "Synthesis of a Thiophene Analogue of Isoindigo by C–H Activation/Oxidative Cyclization and Application of Its Copolymeric Materials to Organic Transistors". . p. 1218 - 1223. Retrieved 2018.
• 2、 -. "ADENYLYL CYCLASE INHIBITORS, PHARMACEUTICAL COMPOSITIONS AND METHOD OF USE THEREOF". Paragraph 0251. . Retrieved 2018/01/20.