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D44952

Sigma-Aldrich

Dibutylamine

≥98%

Synonym(s):

N-butylbutan-1-amine

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500 G
$45.12
1.5 KG
$125.00

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500 G
$45.12
1.5 KG
$125.00

About This Item

Linear Formula:
(CH3CH2CH2CH2)2NH
CAS Number:
111-92-2
Molecular Weight:
129.24
Beilstein/REAXYS Number:
506001
EC Number:
203-921-8
MDL number:
MFCD00009429
UNSPSC Code:
12352100
PubChem Substance ID:
24893877
NACRES:
NA.22
assay:
≥98%
bp:
159 °C (lit.)
vapor pressure:
1.9 mmHg ( 20 °C)

$45.12

List Price$47.50Save 5%

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vapor density

4.46 (vs air)

Quality Level

200

vapor pressure

1.9 mmHg ( 20 °C)

assay

≥98%

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.)

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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Application

  • Dibutylamine is extensively used in palladium-catalyzed cross-coupling with aryl halides to synthesize arylamines, popularly known as Buchwald–Hartwig amination.[1][2]
  • It can be used in the oxone-mediated annulation of 2-aminobenzamides and 1,2-diaminobenzenes to synthesize 2,3-dihydroquinazolin-4(1H)-ones and 1H-benzimidazoles, respectively.[3]
  • It can also be used in the one-pot multicomponent reactions to synthesize tetra- and penta-substituted polyfunctional dihydropyrroles.[4]

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_germany

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH3503
BCCG6831
BCCF5564
BCCD8695
BCCB1427

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Oxone-mediated annulation of 2-aminobenzamides and 1, 2-diaminobenzenes with sec-amines via imine-N-oxides: new syntheses of 2, 3-dihydroquinazolin-4 (1 H)-ones and 1 H-benzimidazoles.
Sriramoju V, et al.
New. J. Chem., 42(5), 3188-3191 (2018)
Simple, efficient catalyst system for the palladium-catalyzed amination of aryl chlorides, bromides, and triflates.
Wolfe J P, et al.
The Journal of Organic Chemistry, 65(4), 1158-1174 (2000)
Aqueous hydroxide as a base for palladium-catalyzed amination of aryl chlorides and bromides.
Kuwano R, et al.
The Journal of Organic Chemistry, 67(18), 6479-6486 (2002)
Concise and versatile multicomponent synthesis of multisubstituted polyfunctional dihydropyrroles.
Zhu Q, et al.
Journal of Combinatorial Chemistry, 11(4), 685-696 (2009)
N M Mokhtar et al.
European journal of cancer & clinical oncology, 24(3), 403-411 (1988-03-01)
The potential carcinogenic effect of nitrosamine precursors, DBA (dibutylamine) and nitrite, was clearly demonstrated pathologically in the liver and bladder of male Swiss albino mice. Benign tumours were induced in the bladder with an incidence of 40%, and hepatomas were
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