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2-Bromobutane

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Identification
Molecular formula
C4H9Br
CAS number
78-76-2
IUPAC name
2-bromobutane
State
State

At room temperature, 2-Bromobutane is a liquid. It maintains its liquid state well above freezing temperatures and has a relatively low boiling point compared to other hydrocarbons of similar molecular size.

Melting point (Celsius)
-112.00
Melting point (Kelvin)
161.15
Boiling point (Celsius)
91.00
Boiling point (Kelvin)
364.15
General information
Molecular weight
137.02g/mol
Molar mass
137.0190g/mol
Density
1.2692g/cm3
Appearence

2-Bromobutane is a colorless liquid. It has a characteristic sweet odor, which is typical of many brominated organic compounds. The liquid is typically clear and may exhibit a slight yellowish tint if impurities are present.

Comment on solubility

Solubility of 2-Bromobutane

2-bromobutane, with the chemical formula C4H9Br, exhibits distinct solubility characteristics that are important to understand when working with this compound.

General Solubility Characteristics

As a halogenated organic compound, 2-bromobutane displays varying degrees of solubility in different solvents:

  • Polar Solvents: 2-bromobutane is generally less soluble in polar solvents such as water due to its hydrophobic bromine atom. The presence of the bromine atom contributes to a molecular structure that is not favorable for hydrogen bonding with water molecules.
  • Non-Polar Solvents: Conversely, it demonstrates a higher solubility in non-polar organic solvents like hexane or ether. This is attributed to the similar intermolecular forces present, allowing for better interactions.
  • Miscibility: 2-bromobutane is considered insoluble in cold water, but it can undergo limited interactions in aqueous solutions when combined with emulsifiers or surfactants.

Applications and Implications

Understanding the solubility of 2-bromobutane is essential for its applications in organic synthesis and industrial processes. Its higher solubility in non-polar solvents makes it suitable for:

  1. Extraction processes
  2. Synthesis of various organic compounds
  3. Reactions involving nucleophiles due to its ability to dissolve in non-polar environments.

In summary, the solubility of 2-bromobutane is heavily influenced by its molecular structure and the types of solvents used. This knowledge is crucial for its effective utilization in laboratory and industrial settings.

Interesting facts

Interesting Facts About 2-Bromobutane

2-Bromobutane is a fascinating organic compound, notable for its role in organic synthesis and various chemical reactions. Part of the class of alkyl halides, this compound features a four-carbon chain where the bromine atom is attached to the second carbon. Its structure plays a pivotal role in a variety of chemical processes, making it a compound of interest for chemists and students alike.

Key Characteristics

  • Application in Synthesis: 2-Bromobutane is often used as a reagent in organic synthesis, particularly in the preparation of enantiomerically-enriched compounds. This property makes it valuable in pharmaceutical chemistry.
  • Nucleophilic Substitution: The presence of the bromine atom facilitates nucleophilic substitution reactions. These reactions are critical in forming new carbon-carbon bonds, which are essential for constructing larger and more complex molecules.
  • Chiral Potential: 2-Bromobutane can exist in several stereoisomeric forms, contributing to its significance in stereochemistry. The different configurations can lead to molecules with unique properties and biological activities.
  • Environmental Considerations: Like many halogenated compounds, there are environmental considerations; brominated compounds can be persistent in the environment. Scientists are investigating greener alternatives to reduce reliance on such substances.

In summary, 2-bromobutane exemplifies the intersection between synthetic utility and complexity in chemical behavior. As stated by the famous chemist Linus Pauling, "The best way to have a good idea is to have lots of ideas." Studying compounds like 2-bromobutane opens the door to a plethora of synthetic opportunities and understandings.

Synonyms
2-Bromobutane
78-76-2
SEC-BUTYL BROMIDE
Butane, 2-bromo-
2-Butyl bromide
Methylethylbromomethane
2-Bromo-butane
Secondary butyl bromide
CCRIS 106
HSDB 2197
1-Bromo-1-methylpropane
UNII-SSI829JO4W
NSC 8417
EINECS 201-140-7
SSI829JO4W
UN2339
BRN 0505949
sec-C4H9Br
DTXSID7021499
AI3-25262
NSC-8417
(.+/-.)-2-Bromobutane
DTXCID201499
SEC-BUTYL BROMIDE [MI]
0-01-00-00119 (Beilstein Handbook Reference)
2-BROMOBUTANE, (+/-)-
SEC-BUTYL BROMIDE, (+/-)-
UN 2339
SEC-BUTYL BROMIDE DL-FORM [MI]
sec-Butylbromide
(+-)-2-Bromobutane
MFCD00000156
secButyl bromide
3-bromobutane
2-brombutane
2Butyl bromide
2-Bromo butane
Butane, 2bromo
sec. butyl bromide
sec.-butyl bromide
1-Methylpropyl bromide
2-Bromobutane, 98%
(+/-)-2-Bromobutane
SCHEMBL27724
CHEMBL156276
SCHEMBL6999177
WLN: EY2&1
2-BUTYL BROMIDE [HSDB]
(+-)-SEC-BUTYL BROMIDE
METHYL ETHYL BROMO-METHANE
NSC8417
SEC-BUTYL BROMIDE DL-FORM
(.+-.)-2-BROMOBUTANE
CIA39272
STR03634
Tox21_200633
(.+-.)-SEC-BUTYL BROMIDE
AKOS009157105
CAS-78-76-2
NCGC00248774-01
NCGC00258187-01
Methylethylbromoomethane;sec-Butyl bromide
2-Bromobutane, purum, >=98.0% (GC)
DB-021233
B0561
NS00022800
EN300-82118
2-Bromobutane [UN2339] [Flammable liquid]
G77187
Q209314
F0001-2055
201-140-7