1-Propanol, 2-methyl-2-(methylamino)- Chemical Properties

Boiling point:

162℃

Density 

0.878

Flash point:

62℃

storage temp. 

2-8°C(protect from light)

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Colourless Semi-Solid

pka

15.90±0.10(Predicted)

Appearance

White to light brown Solid-liquid mixture

Safety Information

RIDADR 

UN2735

HazardClass 

8

HS Code 

2922190090

1-Propanol, 2-methyl-2-(methylamino)- Usage And Synthesis

Uses

2-Methyl-2-(methylamino)propan-1-ol functions as an antimicrobial agent for metal-working lubricant oils.

Synthesis

General procedure for the synthesis of 2-methyl-2-methylamino-1-propanol from 2-(Boc-amino)-2-methyl-1-propanol: tert-butyl 1-hydroxy-2-methylpropan-2-ylcarbamate (67 g, 354 mmol) was slowly added dropwise under nitrogen protection and at 0 °C to a tetrahydrofuran (THF) solution (150 mL) of LiAlH4 ( 40.3 g, 1062 mmol) in a tetrahydrofuran (THF) solution (400 mL) under stirring. The reaction mixture was stirred at 90 °C overnight and then cooled, followed by quenching by sequential addition of water (40.5 mL), 15% aqueous NaOH solution (40.5 mL) and water (40.5 mL) at 0 °C. The mixture was continued to be stirred for 1 hour and then filtered through diatomaceous earth. The organic layer was dried with sodium sulfate and concentrated in vacuum to give 2-methyl-2-methylamino-1-propanol (28 g, 77% yield) without further purification.LC-MS (ESI) analysis: m/z 104 [M + H]+; retention time 0.24 min.

Toxics Screening Level

Due to a lack of available information, the ITSL is being set at the default value of 0.1 μg/m3 with annual averaging.

References

[1] Patent: WO2014/114694, 2014, A1. Location in patent: Page/Page column 27-28
[2] Journal of the American Chemical Society, 1991, vol. 113, # 23, p. 8879 - 8886
[3] Patent: WO2010/103312, 2010, A1. Location in patent: Page/Page column 10
[4] Patent: WO2016/12916, 2016, A1. Location in patent: Page/Page column 29; 31