2-(dimethylamino)-2-methyl-1-propanol, hydrochloride
[CAS# 10026-98-9]

Identification

• Classification: Organic raw materials >> Alcohols, phenols, phenolic compounds and derivatives
• Name: 2-(dimethylamino)-2-methyl-1-propanol, hydrochloride
• Synonyms: 2-(dimethylamino)-2-methylpropan-1-ol;hydrochloride
• Protein Sequence: X
• Molecular Formula: C₆H₁₆ClNO
• Molecular Weight: 153.65
• CAS Registry Number: 10026-98-9
• EC Number: 233-065-0
• SMILES: CC(C)(CO)N(C)C.Cl

Discovory and Applicatios

2‑(Dimethylamino)‑2‑methyl‑1‑propanol hydrochloride is the hydrochloride salt of a tertiary amino alcohol, derived from the base compound 2‑(dimethylamino)‑2‑methyl‑1‑propanol (often abbreviated DMAMP). The free base is a clear to pale-yellow liquid or solid, characterized by a high melting point near 19 °C and a boiling point around 61 °C under reduced pressure. The hydrochloride salt enhances water solubility, crystallinity, and handling stability, making it useful in formulated products and synthesis workflows.

The base compound is synthesized via reductive amination processes. In one approach, 2‑methyl‑2‑nitropropan‑1‑ol is partially hydrogenated to form the corresponding amino diol intermediate in situ, which then undergoes reaction with formaldehyde under hydrogenation conditions to yield DMAMP. The hydrochloride salt is then obtained by reaction with hydrochloric acid, resulting in improved physical properties for isolation and storage.

2‑(Dimethylamino)‑2‑methyl‑1‑propanol hydrochloride has a range of established applications. It serves extensively as a synthetic intermediate in the manufacture of pharmaceuticals, specialty chemicals, and emulsifiers. Its tertiary amine and hydroxyl functionalities allow it to participate in diverse chemical transformations, including alkylation, esterification, and as a building block in more complex molecule construction.

In industrial formulations, particularly in foam production, it functions as an effective emulsifying amine and volatile corrosion inhibitor. Compared to dimethylethanolamine, it offers lower volatility and higher catalytic activity in foam formulations, making it a preferred alternative in applications such as firefighting foams, insulating foams, and packaging formulations.

In food-contact and cosmetic chemistry, the compound has been approved for indirect food contact and is used as a buffering agent and stabilizer in certain formulations. Its antimicrobial properties have also been documented, with activity against mixed bacterial and fungal populations in cutting fluids—an asset in industrial lubrication and metalworking environments.

Environmental and degradation studies indicate that this amino alcohol can be photocatalytically degraded in the presence of titanium dioxide under UV‑A light, signaling potential for environmental remediation strategies to manage residual chemical presence from industrial use.

Safety and handling of the hydrochloride salt demand standard precautions typical for amines. It is classified under GHS as corrosive (H314), requiring protective gloves, eye protection, and suitability for controlled ventilation. The compound is flammable and must be stored with proper hazard labeling. Occupational exposure control involves avoiding inhalation and prolonged skin contact, as it may cause irritation or burns in concentrated form.

In summary, 2‑(Dimethylamino)‑2‑methyl‑1‑propanol hydrochloride is a hygroscopic, water-soluble tertiary amino alcohol salt, valued as a robust intermediate in chemical synthesis and as a functional additive in industrial and cosmetic formulations. Its ease of synthesis, versatile reactivity due to its dual functional groups, and physical stability underpin its role across manufacturing applications ranging from foam chemistries to formulation agents and antimicrobial additives.

References

2023. Novel compounds for inhibition of PCSK9. Patent, WO2023220588A1.
Priority Date: 2022-05-12
URL: https://patentscope.wipo.int/search/en/detail.jsf?docId=WO2023220588

2022. Substituted bicyclic heterocyclic compounds as PRMT5 inhibitors. Patent, WO2022251675A1.
Priority Date: 2021-05-27
URL: https://patentscope.wipo.int/search/en/detail.jsf?docId=WO2022251675

2021. Compounds and methods for modulating RNA function. Patent, WO2021248033A2.
Priority Date: 2020-06-05
URL: https://patentscope.wipo.int/search/en/detail.jsf?docId=WO2021248033