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D44952

Sigma-Aldrich

Dibutylamine

≥98%

Synonym(s):

N-butylbutan-1-amine

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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)

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.
  • 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.
  • It can also be used in the one-pot multicomponent reactions to synthesize tetra- and penta-substituted polyfunctional dihydropyrroles.

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
BCCG6831
BCCF5564
BCCD8695
BCCB1427
BCBW6133

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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)
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)
Stefan Schmid et al.
Environmental science & technology, 46(7), 4067-4073 (2012-03-17)
Plasma air purifying systems present an interesting alternative to filters for purifying air. In this study, molecular processes in a commercially available ac driven plasma air purifier were studied in detail. This air purifier is supposed to reduce all air
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