2-Methyl-2-nitropropan-1-ol Property

Melting point:

86-89 °C(lit.)

Boiling point:

94-95 °C10 mm Hg(lit.)

Density 

1.0765 (estimate)

refractive index 

1.4413 (estimate)

pka

13.79±0.10(Predicted)

InChI

InChI=1S/C4H9NO3/c1-4(2,3-6)5(7)8/h6H,3H2,1-2H3

InChIKey

MVGJRISPEUZYAQ-UHFFFAOYSA-N

SMILES

C(O)C(C)([N+]([O-])=O)C

NIST Chemistry Reference

1-Propanol, 2-methyl-2-nitro-(76-39-1)

EPA Substance Registry System

1-Propanol, 2-methyl-2-nitro- (76-39-1)

Safety

WGK Germany 

3

RTECS 

UB8575000

Hazardous Substances Data

76-39-1(Hazardous Substances Data)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P330Rinse mouth.

P501Dispose of contents/container to..…

2-Methyl-2-nitropropan-1-ol Chemical Properties,Usage,Production

Uses

The direct hydrogenation of 2-Methyl-2-nitropropan-1-ol obtains product 2-amino-2-methyl-1-propanol (AMP-95). AMP-95 is a kind of multifunction additive being widely known by the people, be widely used in coating and printing ink, metal working fluid, in the industries such as personal nursing and medicine intermediate.

Synthesis

By catalyst 10g (Ti-V-ZSM-5), acetone 58.08g, ammonium hydroxide 20g are added in 400ml methanol, are warming up to 70 DEG C, hydrogen peroxide (35%) 226.7g is slowly added dropwise, temperature is maintained to react 1h at 65-75 DEG C, obtain 2- nitros third after being added dropwise Alkane reaction solution；Filtering adds in 5g sodium hydroxides to reaction solution, is warming up to 35 DEG C, formaldehyde (40% aqueous solution) is added dropwise, drip with the reaction was continued afterwards 3h, obtains 2-Methyl-2-nitropropan-1-ol.

Purification Methods

Distil it under vacuum and/or crystallise it from pet ether or MeOH. [Astle & Abbott J Org Chem 21 1229 1956, Kambe & Yasuda Bull Soc Chem Jpn 41 1444 1968, Beilstein 1 H 378, 1 III 1546, 1 IV 1604.]