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471232

Sigma-Aldrich

Dibutylamine

≥99.5%

Sinonimo/i:

N,N-Di-n-butylamine, N-Butyl-1-butanamine, n-Dibutylamine, Di-n-butylamine

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About This Item

Formula condensata:
(CH3CH2CH2CH2)2NH
Numero CAS:
111-92-2
Peso molecolare:
129.24
Beilstein:
506001
Numero CE:
203-921-8
Numero MDL:
MFCD00009429
Codice UNSPSC:
12352100
ID PubChem:
24870706
NACRES:
NA.22

Densità del vapore

4.46 (vs air)

Livello qualitativo

200

Tensione di vapore

1.9 mmHg ( 20 °C)

Saggio

≥99.5%

Forma fisica

liquid

Temp. autoaccensione

594 °F

Limite di esplosione

10 %

Indice di rifrazione

n20/D 1.417 (lit.)

pH

11.1 (20 °C, 1 g/L)

P. eboll.

159 °C (lit.)

Punto di fusione

−62 °C (lit.)

Solubilità

water: soluble 3.8 g/L at 20 °C

Densità

0.767 g/mL at 25 °C (lit.)

Stringa SMILE

CCCCNCCCC

InChI

1S/C8H19N/c1-3-5-7-9-8-6-4-2/h9H,3-8H2,1-2H3
JQVDAXLFBXTEQA-UHFFFAOYSA-N

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Descrizione generale

Dibutylamine is a highly reactive catalyst, commonly used as a reagent in the derivatization of isocyanates.

Applicazioni

Dibutylamine can be used as a reactant to synthesize:,·      
  • N, N




  • -Dibutyl-4-methylaniline by Pd-catalyzed Buchwald-Hartwig amination reaction with aryl chlorides and bromides.     
  • N,N-Dibutylacetamide by acetylation reaction with isopropenyl acetate.

It can also be used as:      
  • A strong hindered base in the different elimination reactions.
  • An organocatalyst to synthesize annulated pyrano[2,3-d]pyrimidine derivatives via multicomponent condensation reaction of aromatic aldehydes, malononitrile, and barbituric acid.

Avvertenze

Danger

Indicazioni di pericolo

H226,H302,H311,H314,H330

Classi di pericolo

Acute Tox. 2 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1A

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

104.9 °F - closed cup

Punto d’infiammabilità (°C)

40.5 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificati d'analisi (COA)

Lot/Batch Number
MKCP9959
MKCP1717
MKCM8640
MKCL2858
MKCL2857

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Determination of complex mixtures of airborne isocyanates and amines. Part 1. Liquid chromatography with ultraviolet detection of monomeric and polymeric isocyanates as their dibutylamine derivatives.
Spanne M, et al.
Analyst, 121(8), 1095-1099 (1996)
Chemistry of blocked isocyanates. II. Kinetics and mechanism of the reaction of dibutylamine with phenyl and 2-methylphenyl oxime carbamates.
Levine AW and Fech Jr J.
The Journal of Organic Chemistry, 37(15), 2455-2460 (1972)
Daniel Gylestam et al.
The Annals of occupational hygiene, 58(1), 28-49 (2013-08-21)
The performance of a dry sampler, with an impregnated denuder in series with a glass fibre filter, using di-n-butylamine (DBA) for airborne isocyanates (200ml min(-1)) is investigated and compared with an impinger flask with a glass fibre filter in series
Reddi Mohan Naidu Kalla et al.
European journal of medicinal chemistry, 76, 61-66 (2014-02-27)
A series of 2-amino-3-cyano-4H-chromen-4-ylphosphonates have been synthesized by reacting substituted salicylaldehydes, malononitrile, and dialkylphosphites using a catalytic amount of dibutylamine as an organocatalyst employing Knoevenagel, Pinner, and phospha-Michael reactions simultaneously in ethanol. This protocol is an environmentally friendly procedure and
Julien Peyrton et al.
Molecules (Basel, Switzerland), 24(23) (2019-12-01)
Nowadays, polyols are basic chemicals for the synthesis of a large range of polymers, such as polyurethane foams (PUF), which are produced with several other compounds, such as polyisocyanates. During the last decades, the oleo-chemistry has developed several routes from
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