421-69-2

Basic information

• Product Name: 1,2-Dichloro-1,2-dibromo-1,2-difluoroethane
• Synonyms: 1,2-Dibromo-1,2-dichloro-1,2-difluoroethane;1,2-Dichloro-1,2-dibromo-1,2-difluoroethane
• CAS NO: 421-69-2
• Molecular Formula: C2Br2Cl2F2
• Molecular Weight: 0
• Mol File: 421-69-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 139.8°C (rough estimate)
• Flash Point: 34.9°C
• Appearance: /
• Density: 3.3187 (rough estimate)
• Vapor Pressure: 10.2mmHg at 25°C
• Refractive Index: 1.5400 (estimate)
• CAS DataBase Reference: 1,2-Dichloro-1,2-dibromo-1,2-difluoroethane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Dichloro-1,2-dibromo-1,2-difluoroethane(421-69-2)
• EPA Substance Registry System: 1,2-Dichloro-1,2-dibromo-1,2-difluoroethane(421-69-2)

Safety Data

• Hazardous Substances Data: 421-69-2(Hazardous Substances Data)

Usage

Physical state

Clear colorless liquid

Odor

Slightly sweet

Flammability

Non-flammable

Application

Formerly used as a fire extinguishing agent

Environmental impact

Harmful to the ozone layer

Health concerns

Potential toxicity to humans

Chemical classification

Halogenated hydrocarbon

Halogen atoms

Contains multiple (chlorine, bromine, and fluorine)

Fire-extinguishing properties

Due to the presence of halogen atoms

Current status

Use greatly restricted and replaced with more environmentally friendly alternatives

InChI:InChI=1/C2Br2Cl2F2/c3-1(5,7)2(4,6)8

Upstream product

• 598-88-9 1,2-dichloro-1,2-difluoroethene 

Downstream Products

• 101385-65-3 methyl 2-bromo-2-chloro-2-fluoroacetate 

Relevant articles and documents

Fluorinated butanolides and butenolides. Part 5. Synthesis and nucleophilic reactions of 3-chloro-2-fluoro-2-buten-4-olide as tetronic acid analogue. Conjugate addition of hard nucleophiles and vinylic halogen displacement with soft phosphorus nucleophiles

3-Chloro-2-fluorobut-2-en-4-olide (13) and 2-fluorobut-2-en-4-olide (14) were prepared by a six step synthesis starting from 1,2-dibromo-1,2-dichloro-1,2-difluoroethane (5). UV-initiated addition of 5 to ethylene afforded 1,4-dibromo-1,2-dichloro-1,2-difluorobutane (6a) that was easily dehydrochlorinated to 4-bromo-3,4-dichloro-3,4-difluorobut-1-ene (7) and subsequently by chlorine addition to 1-bromo-1,2,3,4-tetrachloro-1,2-difluorobutane (10). Fuming sulfuric acid affected CH2-Br bond in 6a to afford 4-bromo-3,4-dichloro-3,4-difluorobutan-1-ol (8), while with 10 bearing stable terminal CH2-Cl group the reaction took place at the trihalomethyl group to give 2,3,4-trichloro-2-fluorobutanoic acid (11a). Its sodium salt (11b) cyclized in solution or thermally in the solid state to 2,3-dichloro-2-fluorobutan-4-olide (12) that by dehydrochlorination with tertiary amine gave new butenolide 13 or by didechlorination with zinc 2-fluorobut-2-en-4-olide (14). Hard nucleophiles as methanol and piperidine afforded products of conjugate addition, while soft phosphorus nucleophiles, triethyl phosphite or tributylphosphane, affected vinylic C-Cl and C-F bonds to give products of nucleophilic vinylic substitution.