2-(Dimethylamino)-2-methylpropanol
[CAS# 7005-47-2]

Identification

• Classification: Organic raw materials >> Alcohols, phenols, phenolic compounds and derivatives
• Name: 2-(Dimethylamino)-2-methylpropanol
• Synonyms: DMAMP-80; 2-(dimethylamino)-2-methylpropan-1-ol
• Protein Sequence: X
• Molecular Formula: C₆H₁₅NO
• Molecular Weight: 117.19
• CAS Registry Number: 7005-47-2
• EC Number: 230-279-6
• SMILES: CC(C)(CO)N(C)C

Properties

• Density: 0.9±0.1 g/cm³ Calc.^*
• Boiling point: 151.0±13.0 ºC 760 mmHg (Calc.)^*, 176.7 ºC (Expl.)
• Flash point: 39.9±16.4 ºC (Calc.)^*
• Index of refraction: 1.443 (Calc.)^*, 1.44 (Expl.)

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS02;GHS05;GHS07 DangerGHS02
• Hazard Statements: H226-H302-H314-H315-H318
• Precautionary Statements: P210-P233-P240-P241-P242-P243-P260-P264-P264+P265-P270-P280-P301+P317-P301+P330+P331-P302+P352-P302+P361+P354-P303+P361+P353-P304+P340-P305+P354+P338-P316-P317-P321-P330-P332+P317-P362+P364-P363-P370+P378-P403+P235-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H302
Skin irritation	Skin Irrit.	2	H315
Flammable liquids	Flam. Liq.	3	H226
Serious eye damage	Eye Dam.	1	H318
Skin corrosion	Skin Corr.	1B	H314
Specific target organ toxicity - single exposure	STOT SE	3	H335
Eye irritation	Eye Irrit.	2	H319
Acute toxicity	Acute Tox.	4	H332
Acute toxicity	Acute Tox.	4	H312

Discovory and Applicatios

2‑(Dimethylamino)‑2‑methylpropanol, commonly abbreviated as DMAMP, is a tertiary amino alcohol with the molecular formula C₆H₁₅NO and a molecular weight of approximately 117.19 g/mol. The structure includes a tertiary amine adjacent to a secondary alcohol on a tert‑butyl backbone, giving it both basic and hydrophilic characteristics. At room temperature, DMAMP is a colorless to pale yellow liquid or solid, and it is fully miscible with water.

DMAMP is typically available commercially as an aqueous solution (commonly around 80 %). The solution exhibits properties such as moderate volatility and strong basicity. Its high catalytic activity and non‑lachrymatory nature make it appealing as an alternative to dimethylethanolamine in various applications. DMAMP is approved by regulatory bodies (e.g., FDA) for indirect food contact, reflecting its favorable safety profile for such uses.

A key commercial variant, marketed under the trade name DMAMP‑80™, is utilized across numerous industrial sectors. It functions as a multifunctional additive or catalyst in formulations involving urethanes, epoxies, adhesives, sealants, resins, inks, metalworking fluids, and cleaning products. Its roles include resin solubilization, emulsification, pH control, pigment dispersancy, and vapor phase corrosion inhibition. Such versatility makes it a valuable component in both reactive and water‑based systems.

As a chemical intermediate, DMAMP contributes to synthetic chemistry through reactions involving both its amine and alcohol functionalities. The presence of the tertiary amine allows for neutralization of acid‑functional ingredients, while the alcohol group participates in esterification or etherification when needed. These chemical traits make it useful in manufacturing specialty solvents and additives.

DMAMP has also demonstrated antimicrobial properties against mixed microbial populations in industrial fluids such as cutting oils and metalworking coolants. These properties further extend its utility in maintaining hygiene and stability in such systems.

Furthermore, the compound has been studied in environmental contexts. Under UV‑A irradiation and in the presence of photocatalysts like titanium dioxide, DMAMP undergoes photochemical degradation. This indicates the compound can be treated using advanced oxidation processes, potentially reducing residues in wastewater streams.

In terms of synthesis, DMAMP is produced via reductive amination. A typical approach involves hydrogenating 2‑methyl‑2‑nitropropanol to form an amino alcohol intermediate, which reacts in situ with formaldehyde under hydrogenation conditions. This yields the tertiary amino alcohol structure characteristic of DMAMP, with yields reportedly ranging from 88 % to 97 % depending on process parameters used.

Safety-wise, DMAMP should be handled with care. It is corrosive, and contact with skin or eyes may cause burns. It is also flammable, and adequate ventilation, along with explosion‑proof equipment, is recommended during handling. Standard personal protective equipment—including gloves, goggles, and protective clothing—should be used, and contaminated clothing should be managed per safety protocols.

In summary, 2‑(Dimethylamino)‑2‑methylpropanol is a versatile tertiary amino alcohol valued for its catalytic activity, multifunctional roles in industrial applications, and ease of incorporation into complex formulations. Its physicochemical properties, including water miscibility, basicity, and dual functional groups, make it a widely used additive and intermediate in coatings, adhesives, polymers, and metalworking industries.

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