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Merck

418102

Butyraldehyde

purified by redistillation, ≥99.5%

Synonym(s):

Butanal

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About This Item

Linear Formula:
CH3CH2CH2CHO
CAS Number:
123-72-8
Molecular Weight:
72.11
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24866205
EC Number:
204-646-6
Beilstein/REAXYS Number:
506061
MDL number:
MFCD00007023
Assay:
≥99.5%
Form:
liquid

Key Documents

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InChI key

ZTQSAGDEMFDKMZ-UHFFFAOYSA-N

InChI

1S/C4H8O/c1-2-3-4-5/h4H,2-3H2,1H3

SMILES string

[H]C(=O)CCC

vapor density

2.5 (vs air)

vapor pressure

90 mmHg ( 20 °C)

assay

≥99.5%

form

liquid

autoignition temp.

390 °F

purified by

redistillation

expl. lim.

12.5 %

Quality Level

200

refractive index

n20/D 1.380 (lit.)

bp

75 °C (lit.)

mp

−96 °C (lit.)

density

0.8 g/mL at 25 °C (lit.)

functional group

aldehyde

organoleptic

pungent

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General description

Butyraldehyde, also known as Butanal, is an aliphatic aldehyde, that is commonly used as a versatile building block in various organic reactions, such as in the synthesis of diverse C4–C8 alcohols, esters, amines, and carboxylic acids.

Application

Butyraldehyde can be used as a reactant in the:
  • Reductive amination of various nitroarene derivatives to synthesize mono-N-alkylated aniline derivatives.
  • Ionic liquid-catalyzed Knoevenagel condensation with active methylene compounds to synthesize substituted electrophilic alkenes.
  • NiCl2-catalyzed synthesis of α-aminonitriles by reacting with amines and trimethylsilyl cyanides.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

hcodes

H225,H319

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

ppe

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

flash_point_f

12.2 °F - closed cup

flash_point_c

-11 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
SHBP0498
0000231154
0000231154
SHBN6724
SHBN4322

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Heterogeneous photocatalytic oxidation of gas-phase organics for air purification: acetone, 1-butanol, butyraldehyde, formaldehyde, and m-xylene oxidation.
Peral J and Ollis DF.
J. Catal., 1136(2), 554-565 (1992)
The condensation of butyraldehyde and aniline.
Kharasch MS, et al.
Journal of the American Chemical Society, 62(3), 494-497 (1940)
Self-condensation of n-butyraldehyde over solid base catalysts.
Tsuji H, et al.
J. Catal., 148(2), 759-770 (1994)
Renewable synthesis of n-butyraldehyde from glucose by engineered Escherichia coli
Jason T K, et al.
Biotechnology for Biofuels, 10, 1-10 (2017)
Phosphazene base promoted anionic polymerization of n-butyraldehyde
Inge W, et al.
European Polymer Journal, 93, 97-102 (2017)
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