Skip to main content

Phenylethanolamine

ADVERTISEMENT
Identification
Molecular formula
C8H11NO
CAS number
618-36-0
IUPAC name
2-amino-1-phenyl-ethanol
State
State

At room temperature, phenylethanolamine is typically found as a colorless to pale yellow liquid. However, it can also exist in a crystalline solid form under certain conditions, such as when purified or stored at lower temperatures.

Melting point (Celsius)
72.00
Melting point (Kelvin)
345.15
Boiling point (Celsius)
227.00
Boiling point (Kelvin)
500.15
General information
Molecular weight
137.18g/mol
Molar mass
137.1790g/mol
Density
1.0480g/cm3
Appearence

Phenylethanolamine is a colorless to pale yellow liquid with a faint aromatic odor. As a crystalline solid, it can appear as white crystals. It is hygroscopic, meaning it readily absorbs moisture from the air, which can influence its physical state.

Comment on solubility

Solubility of 2-amino-1-phenyl-ethanol (C8H11NO)

2-amino-1-phenyl-ethanol, known for its intriguing structure, showcases notable solubility characteristics influenced by its functional groups.

Solubility Characteristics

This compound has the following solubility traits:

  • Polar Nature: Due to the presence of the amine (-NH2) and hydroxyl (-OH) groups, 2-amino-1-phenyl-ethanol exhibits polar characteristics.
  • Water Solubility: It is generally soluble in water thanks to hydrogen bonding between the hydroxyl group and water molecules.
  • Solvent Versatility: Apart from water, it also has a tendency to dissolve in various organic solvents such as ethanol and methanol, specifically when considering varying temperatures.

Factors Affecting Solubility

Several factors play a crucial role in its solubility:

  • Temperature: Increased temperatures often enhance solubility in both polar and non-polar solvents.
  • pH Levels: The ionization of the amino group can affect solubility in aqueous environments, leading to variations in behavior depending on the pH.

In summary, the solubility of 2-amino-1-phenyl-ethanol in water and other solvents adds to its versatility in chemical applications. As it bridges polar and non-polar characteristics, it serves as an interesting subject of study in the realm of solubility science.

Interesting facts

Interesting Facts about 2-Amino-1-phenyl-ethanol

2-Amino-1-phenyl-ethanol, also known as phenylethanolamine, is a compound that captures the interest of both chemists and pharmacologists alike. With its unique structure, featuring an amino group and a phenyl ring, this compound exemplifies the intersection of organic chemistry and medicinal applications.

Applications in the Medical Field

  • Pharmaceutical Relevance: 2-Amino-1-phenyl-ethanol has been investigated for its potential use in the treatment of various conditions, including obesity and attention deficit hyperactivity disorder (ADHD).
  • Cognitive Enhancement: Preliminary studies suggest that this compound may have a role in enhancing cognitive function and mood, making it a subject of interest in neuropharmacology.
  • Vasopressor Activity: Its structural resemblance to other biologically active amines suggests that it might exhibit vasopressor effects, potentially useful for managing blood pressure.

Chemical Properties and Behavior

The presence of both amino and hydroxyl groups makes 2-amino-1-phenyl-ethanol a versatile compound in chemical reactions. It can:

  • Participate in nucleophilic substitution reactions, acting as a strong nucleophile due to the amino group.
  • Undergo oxidation to form ketones or aldehydes, which can be exploited in synthetic organic chemistry.
  • Act as a chiral building block for the synthesis of more complex molecules.

Interesting Molecular Characteristics

The characteristics of 2-amino-1-phenyl-ethanol extend beyond its medicinal potential. Its molecular symmetry and specific functional groups allow it to exhibit:

  • Specific Interactions: The ability to form hydrogen bonds, enhancing its solubility in various solvents.
  • Chirality: With its chiral centers, it can exist in multiple stereoisomers, which can exhibit different biological activities.

Understanding 2-amino-1-phenyl-ethanol opens up opportunities for research and development in drug formulation. Its fascinating blend of structure and activity continues to be a rich area for exploration in both academic and industrial chemistry.

Synonyms
2-Amino-1-phenylethanol
phenylethanolamine
7568-93-6
Bisnorephedrine
2-Hydroxy-2-phenylethylamine
Phenethanolamine
2-Hydroxyphenethylamine
2-Phenyl-2-hydroxyethylamine
beta-Hydroxyphenethylamine
2-amino-1-phenylethan-1-ol
alpha-(Aminomethyl)benzyl alcohol
beta-Phenethanolamine
2-Amino-1-phenyl-1-ethanol
apophedrin
Ethanol, 2-amino-1-phenyl-
DL-Phenylethanolamine
Phenylethanolamin
.beta.-Phenethanolamine
beta-Hydroxy-beta-phenylethylamine
.beta.-Hydroxyphenethylamine
Benzenemethanol, .alpha.-(aminomethyl)-
Phenethylamine, beta-hydroxy-
1-phenyl-2-aminoethanol
(+-)-Phenylethanolamine
(RS)-2-Amino-1-phenylethanol
Benzeneethanamine, beta-hydroxy-
(+-)-alpha-Phenylglycinol
Benzeneethanamine, .beta.-hydroxy-
NSC 5021
.alpha.-(Aminomethyl)benzyl alcohol
.beta.-Hydroxyphenylethylamine
beta-Phenylethanolamine
MFCD00008137
NSC 46837
Ethylamine, beta-hydroxy-beta-phenyl-
.beta.-Hydroxy-.beta.-phenylethylamine
.beta.-Phenylethanolamine
DL-beta-HYDROXYPHENETHYLAMINE
2-Amino-1-phenyl-ethanol
EINECS 231-469-1
dl-1-Phenyl-1-oxy-2-amino-aethan [German]
Benzyl alcohol, alpha-(aminomethyl)-
Benzenemethanol, alpha-(aminomethyl)-
1-phenylethanolamine
BRN 0971222
(+-)-alpha-(Aminomethyl)benzenemethanol
Benzyl alcohol, .alpha.-(aminomethyl)-
CHEBI:16343
Phenethylamine, .beta.-hydroxy-
alpha-(aminomethyl)benzenemethanol
NSC-5021
Benzyl alcohol, alpha-(aminomethyl)-, (+-)-
dl-1-Phenyl-1-oxy-2-amino-aethan
NSC-46837
1936-63-6
2P4Y56479O
dl-2-Amino-1-phenylethanol
rac-2-amino-1-phenylethanol
Ethylamine, .beta.-hydroxy-.beta.-phenyl-
PHENYLETHANOLAMINE [MI]
(+/-)-2-amino-1-phenylethanol
S-(+)-2-Amino-1-phenylethanol
4-13-00-01801 (Beilstein Handbook Reference)
rac-(1R*)-1-Phenyl-2-aminoethanol
(+/-)-.ALPHA.-PHENYLGLYCINOL
DL-.BETA.-HYDROXYPHENYLETHYLAMINE
1-PHENYL-1-HYDROXY-2-AMINOETHANE
(+/-)-.BETA.-HYDROXYPHENETHYLAMINE
.ALPHA.-(AMINOMETHYL)BENZENEMETHANOL
WLN: Z1YQR
DL-.BETA.-HYDROXY-.BETA.-PHENETHYLAMINE
(S)-(-)-2-Phenylglycinol
benzene, (2-amino-1-hydroxy)ethyl-
MFCD00239405
Benzenemethanol, .alpha.-(aminomethyl)- (VA
(1R)-2-amino-1-phenylethan-1-ol
UNII-2P4Y56479O
betaPhenethanolamine
2-phenylethanolamine
2 Phenylethanolamine
2Amino1phenylethanol
2Hydroxyphenethylamine
2Amino1phenyl1ethanol
b-Hydroxyphenethylamine
beta Phenylethanolamine
2 Hydroxyphenethylamine
2amino-1-phenylethanol
betaHydroxyphenethylamine
Ethanol, 2amino1phenyl
2Hydroxy2phenylethylamine
2Phenyl2hydroxyethylamine
beta Hydroxyphenethylamine
Benzenemethanol, alpha-(aminomethyl)- (VAN)
Benzyl alcohol, alpha-(aminomethyl)- (VAN)
2-amino-1-phenyl ethanol
beta-hydroxy-Phenethylamine
Phenethylamine, betahydroxy
(+/-)-Phenylethanolamine
bmse000307
beta-hydroxy-phenethyl-amine
SCHEMBL2021
(A+/-)-Phenylethanolamine
2-Amino-1-phenylethanol-1
Oprea1_790333
2-hydroxy-2-phenylethanamine
a-(aminomethyl)benzyl alcohol
Benzeneethanamine, betahydroxy
betaHydroxybetaphenylethylamine
(S)-2-Amino-1-phenylethanol;(S)-(+)-2-Amino-1-phenylethanol
(.+/-.)-Phenylethanolamine
CHEMBL19216
dl-beta-hydroxyphenylethylamine
2-hydroxy-2-phenyl ethanamine
2-hydroxy-2-phenyl-ethylamine
2-Hydroxy-2-phenyl ethylamine
alpha(Aminomethyl)benzyl alcohol
DL-A-phenyl-b-hydroxyethylamine
alpha(Aminomethyl)benzenemethanol
Ethylamine, betahydroxybetaphenyl
NIOSH/DN5520000
NIOSH/DN5530000
(1rs)-2-amino-1-phenylethanol
2-Amino-1-phenylethanol, 98%
BDBM13015
(1RS)-2-amino-1-phenyleihanol
DTXSID10864094
NSC5021
alpha-(aminomethyl)-benzyl alcohol
Benzyl alcohol, alpha(aminomethyl)
(2-hydroxy-2-phenyl-ethyl)-amine
Benzenemethanol, alpha(aminomethyl)
beta-hydroxy-beta-phenyl-Ethylamine
d-1-Phenyl-1-oxy-2-amino-aethan
l-1-Phenyl-1-oxy-2-amino-aethan
CS-B0721
NSC46837
(+/-)-ALPHA-PHENYLGLYCINOL
2-AMINO-1-PHENYLETHANOL HCL
(+/-)-1-PHENYLETHANOLAMINE
BBL104344
dl-beta-Phenyl-beta-hydroxyethylamine
s3135
STK399775
(RS)-2-AMINO-1-PHENYLETHANO
AKOS003790979
(+)-alpha-(Aminomethyl)benzyl alcohol
(-)-alpha-(Aminomethyl)benzyl alcohol
FP26958
PB48014
PB48015
(+/-)-BETA-HYDROXYPHENETHYLAMINE
AS-38454
Benzenemethanol, .alpha.- (aminomethyl)-
Benzyl alcohol, .alpha.- (aminomethyl)-
Benzyl alcohol, alpha(aminomethyl) (VAN)
BP-10077
HY-59132
Racemic alpha-(aminomethyl)benzenemethanol
SY009089
SY013940
SY042533
Benzenemethanol, alpha(aminomethyl) (VAN)
Benzenemethanol, alpha-(aminomethyl)-, d-
Benzenemethanol, alpha-(aminomethyl)-, l-
dl-.beta.-Phenyl-.beta.-hydroxyethylamine
DL-BETA-HYDROXY-BETA-PHENETHYLAMINE
Benzenemethanol, alpha-(aminomethyl)-(VAN)
Benzyl alcohol, alpha-(aminomethyl)-(VAN)
DB-020366
A1018
d-1-Phenyl-1-oxy-2-amino-aethan [German]
DN55200000
DN55300000
l-1-Phenyl-1-oxy-2-amino-aethan [German]
NS00014647
Benzyl alcohol, alpha-(aminomethyl)-, (+)-
Benzyl alcohol, alpha-(aminomethyl)-, (-)-
EN300-19918
C02735
alpha-(Aminomethyl)benzyl alcohol, technical grade
Benzenemethanol, alpha(aminomethyl) (VAN) (9CI)
Benzyl alcohol, alpha(aminomethyl) (VAN) (8CI)
Benzyl alcohol, alpha-(aminomethyl)-(VAN) (8CI)
Benzenemethanol, alpha-(aminomethyl)- (VAN) (9CI)
Benzenemethanol, alpha-(aminomethyl)-(VAN) (9CI)
Benzyl alcohol, alpha-(aminomethyl)- (VAN) (8CI)
Q7181429
F0001-1913
Z104476088
(S)-alpha-(Aminomethyl)benzyl alcohol;(S)-(-)-2-Phenylglycinol
(1R)-2-Amino-1-phenylethanol; (R)-alpha-(Aminomethyl)benzyl alcohol
a-(Aminomethyl)benzenemethanol;a-(Aminomethyl)benzyl alcohol;Bisnorephedrine
alpha-(Aminomethyl)benzyl alcohol, DL-beta-Hydroxyphenethylamine, Phenylethanolamine
231-469-1