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Sigma-Aldrich

4-Butoxybenzaldehyde

98%

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About This Item

Linear Formula:
CH3(CH2)3OC6H4CHO
CAS Number:
5736-88-9
Molecular Weight:
178.23
EC Number:
227-247-9
MDL number:
MFCD00003389
UNSPSC Code:
12352100
PubChem Substance ID:
24854289
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.539 (lit.)

bp

285 °C (lit.)

density

1.031 g/mL at 25 °C (lit.)

SMILES string

CCCCOc1ccc(C=O)cc1

InChI

1S/C11H14O2/c1-2-3-8-13-11-6-4-10(9-12)5-7-11/h4-7,9H,2-3,8H2,1H3

InChI key

XHWMNHADTZZHGI-UHFFFAOYSA-N

Related Categories

General description

Kinetic constant for the inhibition of the diphenolase activity of mushroom tyrosinase by 4-butoxybenzaldehyde has been evaluated.

Application

4-Butoxybenzaldehyde has been used in the synthesis of:
  • 6-amino-4-(4-butoxyphenyl)-3,5-dicyanopyridine-2(1H)-thione
  • 16-(p-butoxybenzylidene)androsta-1,4-diene-3,17-dione via condensation reaction with androsta-1,4-diene-3,17-dione

Legal Information

Darkens in storage with no loss in purity

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

>235.4 °F - closed cup

Flash Point(C)

> 113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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16-(p-Butoxybenzylidene) androsta-1, 4-diene-3, 17-dione.
Ogawa K, et al.
Acta Crystallographica Section C, Crystal Structure Communications, 48(7), 1359-1361 (1992)
Michael reaction in synthesis of 6-amino-4-(4-butoxyphenyl)-3, 5-dicyanopyridine-2 (1H)-thione.
Dyachenko VD and Litvinov VP.
Chemistry of Heterocyclic Compounds, 34(2), 188-194 (1998)
Dalila Rocco et al.
Molecules (Basel, Switzerland), 24(9) (2019-05-12)
The preparation of 24-functionalized 12,22:26,32-terpyridines (4'-functionalized 3,2:6',3''-terpyridines) by the reaction of three 4-alkoxybenzaldehydes with 3-acetylpyridine and ammonia was investigated; under identical reaction conditions, two (R = nC4H9, C2H5) gave the expected products whereas a third (R = nC3H7) gave only
M Jiménez et al.
Journal of agricultural and food chemistry, 49(8), 4060-4063 (2001-08-22)
A kinetic study of the inhibition of mushroom tyrosinase by 4-substituted benzaldehydes showed that these compounds behave as classical competitive inhibitors, inhibiting the oxidation of L-3,4-dihydroxyphenylalanine (L-DOPA) by mushroom tyrosinase (o-diphenolase activity). The kinetic parameter (K(I)) characterizing this inhibition was
Naoko Ueno et al.
Langmuir : the ACS journal of surfaces and colloids, 33(22), 5393-5397 (2017-05-16)
We evaluated the speed profile of self-propelled underwater oil droplets comprising a hydrophobic aldehyde derivative in terms of their diameter and the surrounding surfactant concentration using a microfluidic device. We found that the speed of the oil droplets is dependent

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