(dimethylamino)methanol

• CAT Number: M055367
• CAS Number: 14002-21-2
• Molecular Formula: C3H9NO
• Molecular Weight: 75.11
• Purity: 98%
• Appearance: Light yellow powder
• Storage: Store at -20C
• Analysis method: HPLC
• IUPAC Name: dimethylaminomethanol
• InChI: InChI=1S/C3H9NO/c1-4(2)3-5/h5H,3H2,1-2H3
• InChIKey: XQKRYBXCYCKQLL-UHFFFAOYSA-N
• SMILES: CN(C)CO

(Dimethylamino)methanol（Cat No.:M055367）, commonly abbreviated as DMAE or DMAM, is an organic compound characterized by the formula (CH₃)₂NCH₂OH. It is a clear, colorless liquid that combines the functional groups of an amine and an alcohol, making it a versatile intermediate in chemical synthesis. DMAE is primarily used in the manufacture of pharmaceuticals, agrochemicals, and water treatment chemicals. It acts as a precursor for the synthesis of various quaternary ammonium compounds and is also utilized in cosmetics for its potential anti-aging properties, where it is believed to help firm and tighten the skin.

Reference

1. Chemphyschem. 2016 Dec 5;17(23):3974-3984. doi: 10.1002/cphc.201600874. Epub 2016
Oct 12.

Density Functional Theory Analysis of Anthraquinone Derivative Hydrogenation over
Palladium Catalyst.

Yuan E(1), Wang L(1)(2), Zhang X(1)(2), Feng R(1), Wu C(1), Li G(1)(2).

Author information:
(1)Key Laboratory for Green Chemica,l Technology of Ministry of Education, School
of Chemical Engineering and Technology, Tianjin University, Tianjin, 300072,
China.
(2)Collaborative Innovation Center of Chemical Science and Engineering, Tianjin,
300072, China.

A density functional theory (DFT) analysis was conducted on the hydrogenation of
2-alkyl-anthraquinone (AQ), including 2-ethyl-9,10-anthraquinone (eAQ) and
2-ethyl-5,6,7,8-tetrahydro-9,10-anthraquinone (H4 eAQ), to the corresponding
anthrahydroquinone (AQH2 ) over a Pd6 H2 cluster. Hydrogenation of H4 eAQ is
suggested to be more favorable than that of eAQ owing to a higher adsorption
energy of the reactant (H4 eAQ), lower barrier of activation energy, and smaller
desorption energy of the target product
(2-ethyl-5,6,7,8-tetrahydro-9,10-anthrahydroquinone, H4 eAQH2 ). For the most
probable reaction routes, the energy barrier of the second hydrogenation step of
AQ is circa 8 kcal mol-1 higher than that of the first step. Electron transfer of
these processes were systematically investigated. Facile electron transfer from
Pd6 H2 cluster to AQ/AQH intermediate favors the hydrogenation of C=O. The
electron delocalization over the boundary aromatic ring of AQ/AQH intermediate
and the electron-withdrawing effect of C=O are responsible for the electron
transfer. In addition, a pathway of the electron transfer is proposed for the
adsorption and subsequent hydrogenation of AQ on the surface of Pd6 H2 cluster.
The electron transfers from the abstracted H atom (reactive H) to a neighbor Pd
atom (PdH ), and finally goes to the carbonyl group through the C4 atom of AQ
aromatic ring (C4 ).