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Chloroprene

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Identification
Molecular formula
C4H5Cl
CAS number
126-99-8
IUPAC name
2-chlorobuta-1,3-diene
State
State

Chloroprene is in a liquid state at room temperature.

Melting point (Celsius)
-130.50
Melting point (Kelvin)
142.65
Boiling point (Celsius)
59.40
Boiling point (Kelvin)
332.55
General information
Molecular weight
88.54g/mol
Molar mass
88.5370g/mol
Density
0.9571g/cm3
Appearence

Chloroprene is a clear, colorless liquid. Upon exposure to air, it may turn amber due to oxidation. It has a pungent, ether-like odor. Often used in the production of synthetic rubber.

Comment on solubility

Solubility of 2-chlorobuta-1,3-diene

2-chlorobuta-1,3-diene, with the chemical formula C4H5Cl, exhibits some interesting solubility characteristics that reflect its unique molecular structure. Generally, the solubility of this compound can be described within the context of several key factors:

  • Polarity: Due to the presence of a chlorine atom, 2-chlorobuta-1,3-diene possesses a certain degree of polarity. This can lead to varying interactions with different solvents.
  • Solvent Types: The compound is likely to be soluble in polar organic solvents such as alcohols or acetone, while exhibiting limited solubility in water due to its hydrophobic hydrocarbon backbone.
  • Temperature Influence: As with many organic compounds, the solubility can be affected by temperature. Increased temperature may facilitate greater solubility in organic solvents.

In summary, we can say that while 2-chlorobuta-1,3-diene shows some degree of solubility in specific polar solvents, its overall behavior remains characteristic of many organic halides, often resulting in limited solubility in water. Understanding these properties is crucial for applications involving this compound in various chemical processes.

Interesting facts

Interesting Facts About 2-Chlorobuta-1,3-diene

2-Chlorobuta-1,3-diene is a fascinating compound that belongs to the family of organic compounds known as halogenated dienes. This compound has drawn attention due to its unique structural characteristics and potential applications in various fields.

Key Characteristics

  • Structure: The presence of both conjugated double bonds and a chlorine substituent contributes to the compound’s reactivity, making it an interesting subject for research in organic chemistry.
  • Reactivity: 2-Chlorobuta-1,3-diene can participate in various chemical reactions, such as electrophilic addition and nucleophilic substitution, which allows for the synthesis of other valuable compounds.
  • Synthesis: Its synthesis can involve methodologies such as elimination reactions or halogenation of appropriate precursors, making it a useful motif in synthetic organic chemistry.

Applications

This compound is not just an academic interest; it has potential applications in:

  • Material Science: It can be used as an intermediate for the synthesis of various polymers and materials.
  • Agricultural Chemistry: Some derivatives of chlorinated dienes are being investigated for their role in agrochemicals, serving as potential herbicides or pesticides.
  • Pharmaceutical Research: Compounds with similar structures can exhibit notable biological properties, prompting studies on their pharmacological potential.

In the Laboratory

When working with 2-chlorobuta-1,3-diene, safety precautions are paramount given the presence of chlorine:

  • Always use appropriate personal protective equipment (PPE).
  • Handle in a well-ventilated area, ideally under a fume hood.
  • Be knowledgeable about its physical properties and potential hazards.

As a student or researcher, exploring the chemistry of 2-chlorobuta-1,3-diene can deepen your understanding of synthetic techniques and broaden your knowledge of organic compound reactivity. The study of such compounds exemplifies how small structural changes can lead to significant differences in chemical behavior and application.

Synonyms
CHLOROPRENE
2-Chloro-1,3-butadiene
2-Chlorobuta-1,3-diene
126-99-8
Chlorobutadiene
2-Chlorobutadiene
1,3-Butadiene, 2-chloro-
Chloropreen
Cloroprene
2-Chlor-1,3-butadien
Chloropren
beta-Chloroprene
2-Cloro-1,3-butadiene
2-Chloor-1,3-butadieen
42L93DWV3A
DTXSID5020316
CHEBI:39481
NSC-18589
NSC18589
RefChem:125490
DTXCID30316
204-818-0
Neoprene
.beta.-Chloroprene
NSC 18589
Chloroprene (>96% chloroprene)
Chloroprene (99.6% chloroprene)
Chloropreen [Dutch]
Cloroprene [Italian]
2-Chloroprene
Chloropren [German, Polish]
CCRIS 873
HSDB 1618
2-Chlor-1,3-butadien [German]
2-Chloor-1,3-butadieen [Dutch]
2-Cloro-1,3-butadiene [Italian]
EINECS 204-818-0
UN1991
UNII-42L93DWV3A
Chloroprene, uninhibited [Forbidden]
Chloroprene, inhibited
.beta.-Chlorobutadiene
beta-Chloroprene 2-Chloro-1,3-butadiene
Chloroprene, uninhibited
2-Chlorobutadiene 1,3
CHLOROPRENE [HSDB]
CHLOROPRENE [IARC]
EC 204-818-0
SCHEMBL20161
WLN: 1UYG1U1
Chloropren(GERMAN, POLISH)
CHEMBL555660
SCHEMBL1790892
SCHEMBL5491779
SCHEMBL6743397
BCP31738
Chloroprene Solution, 1,000 mg/L
CHLORO-1,3-BUTADIENE, 2-
AKOS028108417
UN 1991
Chloroprene 5000 microg/mL in Methanol
MSK000181-1000M
NS00008234
Chloroprene Solution in Methanol, 1000ug/mL
C19208
C19502
Q410871
Chloroprene, inhibited [UN1991] [Flammable liquid, Poison]
2-Chlorobuta-1,3-diene;2-Chloro-1,3-butadiene;1,3-Butadiene, 2-chloro-