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471232

Sigma-Aldrich

Dibutylamine

≥99.5%

Synonym(s):

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

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About This Item

Linear Formula:
(CH3CH2CH2CH2)2NH
CAS Number:
111-92-2
Molecular Weight:
129.24
Beilstein:
506001
EC Number:
203-921-8
MDL number:
MFCD00009429
UNSPSC Code:
12352100
PubChem Substance ID:
24870706
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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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 Statements

H226,H302,H311,H314,H330

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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 3. Methylenediphenyl diisocyanate, methylenediphenylamino isocyanate and methylenediphenyldiamine and structural analogues after thermal degradation of polyurethane
Haakan T et al.
Analyst, 122, 275-278 (1997)
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)
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
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