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2-Bromopropan-1-ol

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Identification
Molecular formula
C3H7BrO
CAS number
19686-73-8
IUPAC name
2-bromopropan-1-ol
State
State

At room temperature, 2-bromopropan-1-ol exists as a liquid. It is relatively stable under normal conditions but should be handled with care as it can be irritating to the skin and eyes.

Melting point (Celsius)
-38.50
Melting point (Kelvin)
234.65
Boiling point (Celsius)
164.00
Boiling point (Kelvin)
437.15
General information
Molecular weight
137.01g/mol
Molar mass
137.0070g/mol
Density
1.5734g/cm3
Appearence

2-Bromopropan-1-ol is a colorless liquid at room temperature. It may have a slightly sweet or fruity odor and is known to be a lachrymator, meaning it can cause tearing in the eyes.

Comment on solubility

Solubility of 2-bromopropan-1-ol

2-bromopropan-1-ol, with the chemical formula C3H7BrO, exhibits interesting solubility characteristics due to the presence of both a bromine atom and a hydroxyl (-OH) group in its structure. This combination of functional groups influences its interactions with solvents.

Generally, the solubility of 2-bromopropan-1-ol can be summarized as follows:

  • Polar Solvents: It is expected to be soluble in polar solvents, particularly in water, because of the hydroxyl group which can form hydrogen bonds.
  • Non-Polar Solvents: Its solubility in non-polar solvents might be limited, mainly due to the presence of the polar -OH group which is not compatible with non-polar environments.
  • Hydrogen Bonding: The ability to form hydrogen bonds enhances its solubility in aqueous solutions, allowing it to be more soluble compared to many other non-polar or weakly polar organic compounds.

In conclusion, 2-bromopropan-1-ol is primarily soluble in polar solvents such as water, while its solubility in non-polar solvents is significantly reduced. This behavior makes it a compound of interest when considering its applications in organic synthesis and chemical reactions where solubility plays a critical role.

Interesting facts

Interesting Facts about 2-Bromopropan-1-ol

2-Bromopropan-1-ol is a fascinating compound with a unique set of properties and applications, making it significant in organic chemistry. Here are some key points to consider:

  • Structure and Isomerism: 2-Bromopropan-1-ol is an example of a haloalcohol, containing both alcohol (-OH) and halogen (Br) functional groups. The presence of bromine creates isomeric potential, allowing for a discussion of stereochemistry and conformational analysis.
  • Synthesis: This compound can be synthesized through various routes, commonly through the bromination of propan-1-ol or via the reaction of propylene oxide with HBr. These synthetic routes highlight the compound's versatility in organic synthesis.
  • Applications in Organic Chemistry: 2-Bromopropan-1-ol serves as a useful intermediate in the synthesis of other organic compounds. It is often used in:
    • Alkylation reactions that form larger organic molecules.
    • As a reagent in the preparation of propanol derivatives.
    • The production of pharmaceuticals, agrochemicals, and specialty chemicals.
  • Reactivity: The reactivity of 2-bromopropan-1-ol is primarily due to the electronegative bromine atom, which increases the electrophilicity of the carbon atoms. This property makes it effective in nucleophilic substitution reactions, pivotal in synthetic organic chemistry.
  • Environmental Considerations: As a compound containing a halogen, 2-bromopropan-1-ol may raise environmental concerns regarding its degradation products. Understanding its behavior in the environment is crucial for its application in green chemistry initiatives.

In summary, 2-Bromopropan-1-ol not only serves as an important compound in organic synthesis but also illustrates the interplay of structure, reactivity, and application in the field of chemistry. Its multifaceted nature makes it an intriguing subject for both learners and seasoned chemists alike.

Synonyms
2-Bromopropan-1-ol
598-18-5
2-BROMO-1-PROPANOL
EINECS 209-921-4
DTXSID80975207
DTXCID90892799
209-921-4
1-propanol, 2-bromo-
2-bromopropanol
C3H7BrO
MFCD00078663
(+/-)-2-Bromo-1-propanol
2-bromo-propanol
(+/-)-2-Bromo-1-propanol; 1-Hydroxy-2-bromopropane; 2-Bromo-1-propanol; 2-Bromopropanol; 2-Hydroxy-1-methylethyl bromide
2-bromo propan-1-ol
2-bromo-propan-1-ol
TQP36SC7ME
SCHEMBL180102
2-Bromo-1-propanol, (+/-)-
AKOS025295519
AS-56959
SY046489
1-Propanol, 2-bromo-, (2R)- (9CI)
1-Propanol, 2-bromo-, (2S)- (9CI)
CS-0061061
NS00043337
EN300-175186
W17591