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471232

Sigma-Aldrich

Dibutylamine

≥99.5%

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Synonym(s):
N,N-Di-n-butylamine, N-Butyl-1-butanamine, n-Dibutylamine, Di-n-butylamine
Linear Formula:
(CH3CH2CH2CH2)2NH
CAS Number:
Molecular Weight:
129.24
Beilstein:
506001
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor density

4.46 (vs air)

vapor pressure

1.9 mmHg ( 20 °C)

Assay

≥99.5%

form

liquid

autoignition temp.

594 °F

expl. lim.

10 %

refractive index

n20/D 1.417 (lit.)

pH

11.1 (20 °C, 1 g/L)

bp

159 °C (lit.)

mp

−62 °C (lit.)

solubility

water: soluble 3.8 g/L at 20 °C

density

0.767 g/mL at 25 °C (lit.)

SMILES string

CCCCNCCCC

InChI

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

InChI key

JQVDAXLFBXTEQA-UHFFFAOYSA-N

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This Item
34490471313358991
Dibutylamine ≥99.5%

Sigma-Aldrich

471232

Dibutylamine

Dibutylamine puriss., ≥99.0% (GC)

Sigma-Aldrich

34490

Dibutylamine

Tributylamine ≥98.5%

Sigma-Aldrich

471313

Tributylamine

vapor pressure

1.9 mmHg ( 20 °C)

vapor pressure

1.9 mmHg ( 20 °C)

vapor pressure

0.3 mmHg ( 20 °C), 2.4 mmHg ( 55 °C)

vapor pressure

-

assay

≥99.5%

assay

≥99.0% (GC)

assay

≥98.5%

assay

97%

form

liquid

form

-

form

liquid

form

liquid

autoignition temp.

594 °F

autoignition temp.

594 °F

autoignition temp.

410 °F

autoignition temp.

-

expl. lim.

10 %

expl. lim.

10 %

expl. lim.

6 %

expl. lim.

-

General description

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

Application

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.

Signal Word

Danger

Hazard Classifications

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

104.9 °F - closed cup

Flash Point(C)

40.5 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
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)
Determination of complex mixtures of airborne isocyanates and amines. Part 3. Methylenediphenyl diisocyanate, methylenediphenylamino isocyanate and methylenediphenyldiamine and structural analogues after thermal degradation of polyurethane
Haakan T et al.
Analyst, 122, 275-278 (1997)
Dibutylamine (DBA): A highly efficient catalyst for the synthesis of pyrano [2, 3-d] pyrimidine derivatives in aqueous media
Ajmal R B et al.
Journal of Taibah University for Science , 10, 9-18 (2016)
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

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