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108-18-9 - Diisopropylamine, 99+% - A10280 - Alfa Aesar

A10280 Diisopropylamine, 99+%

Número CAS
108-18-9
Nombre Alternativo

Tamaño Precio ($) Cantidad Disponibilidad
500ml 26,44
2500ml 80,76
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Diisopropylamine, 99+%

MDL
MFCD00008862
EINECS
203-558-5

Propiedades químicas

Fórmula
[(CH3)2CH]2NH
Peso molecular
101.19
Punto de fusión
-61°
Punto de ebullición
83-84°
Punto de inflamabilidad
-7°(19°F)
Densidad
0.718
Índice de refracción
1.3920
Solubilidad
Miscible with water.

Aplicaciones

Diisopropylamine is used as a precursor to prepare lithium diisopropylamide and sulfenamides, which are used in rubber vulcanization. It is also involved in the synthesis of N,N-Diisopropylethylamine (Hünig's base) obtained by alkylation with diethyl sulfate. Diisopropylammonium bromide is a bromide salt of DIPA used as an inert alternative to barium titanate. It is widely used as solvent as well as an intermediate in the the synthesis of pharmaceuticals, dyes, mineral flotation agents and emulsifiers.

Notas

Air sensitive. Keep container tightly closed in a dry and well-ventilated place. Incompatible with strong acids, strong bases, strong oxidizing agents and plastics.

Referencias documentales

Precursor of the sterically-hindered strong base lithium diisopropylamide (LDA), which has a greater "kinetic-basicity" than some thermodynamically stronger bases, e.g. alkyllithiums, and therefore finds wide application in lithiation reactions. LDA is a particularly useful base for the preparation of carboxylic acid dianions and ester enolates. For a review, see: Synthesis, 521 (1982).

LDA is generally prepared in situ by reaction of diisopropylamine with an alkyllithium; numerous examples in Org. Synth. Coll., 6, 7, 8, 9, and subsequent annual volumes. For discussion of methods for preparation, including Li metal in the presence of an aromatic hydrocarbon as electron-acceptor, see: Synthesis, 463 (1979); see also (Li in ether): Liebigs Ann. Chem., 1471 (1980).

LDA cleaves 1,3-dithiolanes (ethylene dithioacetals) to the carbonyl compounds: Synthesis, 1087 (1982):

1,3-Dithianes are not cleaved under these conditions.

Lee, A.; Lundberg, P.; Klinger, D.; Lee, B. F.; Hawker, C. J.; Lynd, N. A. Physiologically relevant, pH-responsive PEG-based block and statistical copolymers with N,N-diisopropylamine units. Polym. Chem. 2013, 4 (24), 5735-5742.

Mei, L.; Peng, H. Y.; Song, S. Y.; Sun, Y. H.; Liu, Q. T.; Zhang, K.; Shi, Y. G. Study on the Nano Material Produced by Diisopropylamine or N Butyl Alcohol as Exchange Solvent. Adv. Mater. Res. 2012, 610-613, 530-533.

Indicaciones de peligro y de precaución del GHS

Indicaciones de peligro (UE): H225-H331-H302-H314-H318

Highly flammable liquid and vapour. Toxic if inhaled. Harmful if swallowed. Causes severe skin burns and eye damage. Causes serious eye damage.

Indicaciones de precaución: P210-P260-P261-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Otras referencias

Merck
14,3196
Beilstein
605284
Clase de peligro
3
Grupo de embalaje
II
Código de tarifa arancelaria unificado
2921.19
TSCA
Yes
RTECS
IM4025000

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