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Merck
CN

471232

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24870706
EC Number:
203-921-8
Beilstein/REAXYS Number:
506001
MDL number:
MFCD00009429
Assay:
≥99.5%
Bp:
159 °C (lit.)
Vapor pressure:
1.9 mmHg ( 20 °C)

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Product Name

Dibutylamine, ≥99.5%

InChI key

JQVDAXLFBXTEQA-UHFFFAOYSA-N

InChI

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

SMILES string

CCCCNCCCC

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.)

functional group

amine

Quality Level

200

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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.

General description

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

signalword

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

3 - Flammable liquids

wgk

WGK 1

flash_point_f

104.9 °F - closed cup

flash_point_c

40.5 °C - closed cup

ppe

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ8596
MKCZ2334
MKCZ2331
MKCX4882
MKCW2111

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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)
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)
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)
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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