Name | Fumaryl chloride |
Synonyms | Fumaryl chloride FUMARYL CHLORIDE FUMAROYL DICHLORIDE trans-Butenedioyl chloride Dichlorid kyseliny fumarove trans-2-Butenedioyl dichloride |
CAS | 627-63-4 |
EINECS | 211-005-4 |
InChIKey | ZLYYJUJDFKGVKB-OWOJBTEDSA-N |
Molecular Formula | C4H2Cl2O2 |
Molar Mass | 152.96 |
Density | 1.415 g/mL at 25 °C(lit.) |
Melting Point | -2 °C |
Boling Point | 161-164 °C(lit.) |
Flash Point | 165 °F |
Water Solubility | decomposes |
Appearance | Form Liquid, color Clear yellow |
Storage Condition | 2-8°C |
Stability | Moisture Sensitive |
Refractive Index | n20/D 1.499(lit.) |
Physical and Chemical Properties | Chemical properties pale yellow liquid. Boiling point 158-160 ℃,63 ℃(1.68kPa), relative density 1.408(20 ℃), refractive index 1.5004(18 ℃), flash point 73 ℃. |
Use | Uses for organic synthesis, highly reactive organic intermediates. |
Hazard Symbols | C - Corrosive |
Risk Codes | R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R34 - Causes burns R37 - Irritating to the respiratory system R29 - Contact with water liberates toxic gas R36/37 - Irritating to eyes and respiratory system. R14 - Reacts violently with water |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S8 - Keep container dry. S27 - Take off immediately all contaminated clothing. |
UN IDs | UN 1780 8/PG 2 |
WGK Germany | 3 |
RTECS | LT2800000 |
FLUKA BRAND F CODES | 21 |
TSCA | Yes |
HS Code | 29171990 |
Hazard Class | 8 |
Packing Group | II |
Raw Materials | Thionyl chloride Phosphorus pentachloride Zinc chloride Maleic anhydride Fumaric acid Phthaloyl dichloride |
Downstream Products | TRANS-1,2-DIBENZOYLETHYLENE 2,4-DIBROMOMESITYLENE |
Specific gravity | 1.415 (20/4℃) |
BRN | 1721342 |
NIST chemical information | Fumaryl chloride(627-63-4) |
EPA chemical information | 2-Butenedioyl dichloride, (2E)- (627-63-4) |
It is obtained by the reaction of maleic anhydride and phthaloyl chloride in the presence of zinc chloride. Heat maleic anhydride, industrial phthalic chloride and anhydrous zinc chloride at 130-135 ℃ for 2 hours, and pay attention to avoid overheating. Then it is cooled to 90-95 ℃, and distilled quickly. The 62-64(1.73kPa) fraction is collected as trans-butene diacyl chloride with a yield of about 90%. In addition, trans-butene diacyl chloride can also be prepared by reacting fumaric acid with phthalyl chloride or thionyl chloride or phosphorus pentachloride.