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Diethanolamine (DEA)

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Identification
Molecular formula
C4H11NO2
CAS number
111-42-2
IUPAC name
2-[2-hydroxyethyl(methyl)amino]ethanol
State
State

At room temperature, diethanolamine is usually in a liquid state due to its melting point being just slightly above ambient temperature. However, it may also appear as a solid under cooler conditions.

Melting point (Celsius)
28.00
Melting point (Kelvin)
301.15
Boiling point (Celsius)
268.00
Boiling point (Kelvin)
541.15
General information
Molecular weight
105.14g/mol
Molar mass
105.1370g/mol
Density
1.0928g/cm3
Appearence

Diethanolamine appears as a colorless to pale yellow, viscous liquid or crystalline solid. It may contain a slight ammonia-like odor, which is characteristic of amine compounds. Upon standing, especially at lower temperatures, it may form crystals due to its hygroscopic nature.

Comment on solubility

Solubility of 2-[2-hydroxyethyl(methyl)amino]ethanol

2-[2-hydroxyethyl(methyl)amino]ethanol, commonly known for its functional groups, exhibits notable solubility properties that can be attributed to its molecular structure. This compound primarily demonstrates:

  • Hydrophilic Characteristics: The presence of hydroxyl (-OH) and amino (-NH) groups enhances its affinity for water, contributing to high solubility in aqueous solutions.
  • Able to form hydrogen bonds: This ability increases interactions with water molecules, allowing the compound to dissolve more readily.
  • Solvent Compatibility: It is generally soluble in other polar solvents as well, such as alcohol and some glycols.

In summary, the solubility of 2-[2-hydroxyethyl(methyl)amino]ethanol can be characterized as exceptionally good in polar environments due to its functional groups enabling extensive hydrogen bonding. As quoted in the realm of chemistry, “Like dissolves like,” which perfectly encapsulates the behavior of this compound when interacting with polar solvents.

Keep in mind that while this compound is highly soluble in polar solvents, its solubility may vary in non-polar solvents and is generally expected to be low due to the lack of compatible interactions.

Interesting facts

Interesting Facts about 2-[2-hydroxyethyl(methyl)amino]ethanol

2-[2-hydroxyethyl(methyl)amino]ethanol, often referred to by its more straightforward name, is a notable compound in the realm of organic chemistry. Here are some intriguing aspects of this versatile compound:

  • Biological Significance: This compound plays a crucial role in biological systems, particularly in cellular processes. It acts as a building block for many amine and alcohol derivatives used in various biochemical reactions.
  • Versatile Applications: Its unique structure lends itself to multiple applications in pharmaceutical formulations, where it is often incorporated as an active ingredient or an excipient.
  • Surface Active Agent: Due to its amphiphilic nature, 2-[2-hydroxyethyl(methyl)amino]ethanol serves as a surfactant, helping to improve the solubility and stability of certain compounds in solutions, making it particularly useful in cosmetics and personal care products.
  • Synthesis: The compound can be synthesized from simpler organic precursors, allowing chemists to explore various reaction pathways, which is a valuable exercise in synthetic organic chemistry.
  • Environmental Considerations: Its role as a biodegradable compound is significant in the context of sustainable chemistry. As industries move towards eco-friendliness, compounds like this that break down naturally are becoming increasingly important.

As a chemist or a chemistry student, understanding compounds like 2-[2-hydroxyethyl(methyl)amino]ethanol enriches your perspective on how intricate molecular structures can lead to diverse functionalities and applications in everyday life.

In the words of a famous chemist, "Chemistry is the art of being able to create new worlds from the building blocks of nature." This compound certainly exemplifies that philosophy!

Synonyms
N-METHYLDIETHANOLAMINE
105-59-9
Bis(hydroxyethyl)methylamine
Methyldiethanolamine
Methyl diethanolamine
Ethanol, 2,2'-(methylimino)bis-
2,2'-(Methylimino)diethanol
591248-66-7
N-Methylaminodiglycol
N-Methyldiethanolimine
N-Methyliminodiethanol
2,2'-Methyliminodiethanol
N-Methyl-2,2'-iminodiethanol
2-[2-hydroxyethyl(methyl)amino]ethanol
USAF DO-52
N-methyl diethanolamine
N,N-Bis(2-hydroxyethyl)methylamine
Bis(2-hydroxyethyl)methylamine
Methylbis(2-hydroxyethyl)amine
Diethanolmethylamine
Methyliminodiethanol
Bis(2-hydroxyethyl) methyl amine
Ethanol, 2,2'-(methylimino)di-
NSC 11690
CCRIS 4843
N,N-Di(2-hydroxyethyl)-N-methylamine
2-(N-2-Hydroxyethyl-N-methylamino)ethanol
EINECS 203-312-7
UNII-3IG3K131QJ
BRN 1734441
N-Methylimino-2,2'-diethanol
DTXSID8025591
HSDB 6804
n-methyl-diethanol amine
AMINO ALCOHOL MDA
NSC-11690
N-Methyl-2,2-iminodiethanol
3IG3K131QJ
DTXCID605591
METHYLDIETHANOLAMINE, N-
2-[(2-hydroxyethyl)(methyl)amino]ethan-1-ol
EC 203-312-7
2-Hydroxy-1-[(2-hydroxyethyl)methylamino]-ethyl
4-04-00-01517 (Beilstein Handbook Reference)
N-METHYLDIETHANOLAMINE [HSDB]
N-(2-Hydroxyethyl)-N-methylethanolam
n-methyl-n,n-bis(2-hydroxyethyl)amine
2,2'-(METHYLIMINO)BIS(ETHANOL)
Ethanol,2'-(methylimino)di-
Ethanol,2'-(methylimino)bis-
WLN: Q2N1 & 2Q
N-methyl-diethanolamine
bis-(Hydroxyethyl)methylamine
methyldiethanolamin
MDEA amine
Mdea (diol)
NMethylaminodiglycol
Amietol M12
n-methyldiethanolamin
NMethyldiethanolimine
NMethyliminodiethanol
methyl diethanol amine
N-methyl diethanol-amine
2,2'Methyliminodiethanol
di(hydroxyethyl)methylamine
NMethyl2,2'iminodiethanol
2,2'(Methylimino)diethanol
SCHEMBL17605
2,2`(Methylimino)bisethanol
Bis(2hydroxyethyl)methylamine
Methylbis(2hydroxyethyl)amine
N-Methyldiethanolamine, 99%
NMethylbis(2hydroxyethyl)amine
Ethanol, 2,2'(methylimino)di
Bis(2hydroxyethyl) methyl amine
2,2`-(Methylimino)bis-ethanol
CHEMBL3185149
Ethanol, 2,2'(methylimino)bis
N-Methyldiethanolamine, >=99%
N,NBis(2hydroxyethyl)methylamine
N,NDi(2hydroxyethyl)Nmethylamine
N(2hydroxyethyl)Nmethylethanolamine
NSC11690
NSC49131
NSC51500
2(N2HydroxyethylNmethylamino)ethanol
METHYL DIETHANOLAMINE [INCI]
Tox21_201199
MFCD00002848
NSC-49131
NSC-51500
STL281951
2,2'-METHYLIMINODIETHANOLAMINE
AKOS009031354
N,N-bis-(2-hydroxyethyl)-methylamine
AT34020
FB18727
N-METHYLBIS(2-HYDROXYETHYL)AMINE
NCGC00248955-01
NCGC00258751-01
CAS-105-59-9
LS-13102
2-[(2-hydroxy-ethyl)methyl-amino]-ethanol
DB-297071
M0505
NS00004394
N-(2-HYDROXYETHYL)-N-METHYLETHANOLAMINE
2,2'-(METHYLAZANEDIYL)BIS(ETHAN-1-OL)
ethane, 1-hydroxy-2-(2-hydroxyethylmethyl)amino-
Q252344
ethane, 1-hydroxy-2-(2-hydroxyethyl-N-methyl)amino-
N-Methyldiethanolamine 1000 microg/mL in Ammonium Hydroxide