N-BUTYL NICOTINATE Chemical Properties

Boiling point:

252 °C

Density 

1.06

refractive index 

n20/D 1.495(lit.)

Flash point:

113 °C

storage temp. 

Store below +30°C.

pka

3.20±0.10(Predicted)

form 

clear liquid

color 

Colorless to Light yellow to Light orange

Water Solubility 

2.45g/L(32 ºC)

LogP

2.270

CAS DataBase Reference

6938-06-3(CAS DataBase Reference)

EPA Substance Registry System

3-Pyridinecarboxylic acid, butyl ester (6938-06-3)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

WGK 1 slightly water endangering

RTECS 

QT0875000

HS Code 

2933 39 99

N-BUTYL NICOTINATE Usage And Synthesis

Chemical Properties

N-BUTYL NICOTINATE is a colorless oily liquid. B.P. 231℃. Almost insoluble in water. soluble in alcohol, Propylene glycol and oils. Pungent-sweet, Mushroom-tobacco-like odor of moderate tenacily, but of great penetration.

Uses

N-BUTYL NICOTINATE finds use in heavy, exoticfloral as well as in woody-non-floral, "Oriental" type fragrances. It blends well with the Methylionones, with Jasmin base or flower absolute, Narcissus notes, Labdanum, Phenylacetic esters, Civet products, precious wood notes, etc.

Preparation

From Nicotinic acid and n-Butanol by azeotropic type esterification.

Synthesis

GENERAL METHOD: Nicotinic acid (0.2 mol) was dissolved in a solvent mixture of n-butanol (110 mL) and benzene (30 mL), and concentrated sulfuric acid (98%, density = 1.84) was slowly added with continuous stirring. A water separator was installed and the reaction mixture was heated to reflux and kept stirring for 8 hours. Upon completion of the reaction, excess n-butanol and benzene were removed by distillation. The residue was carefully poured into ice water (150 mL) and neutralized with saturated sodium carbonate solution to pH=7-8. The aqueous phase was extracted with isopropyl ether (3 x 100 mL). The organic phases were combined and dried with anhydrous magnesium sulfate overnight, followed by filtration. The filtrate was first removed from the isopropyl ether by distillation and then distilled under reduced pressure to give butyl 3-pyridinecarboxylate.

References

[1] Pharmaceutical Chemistry Journal, 1980, vol. 14, # 3, p. 199 - 202
[2] Khimiko-Farmatsevticheskii Zhurnal, 1980, vol. 14, # 3, p. 93 - 96
[3] Russian Journal of General Chemistry, 2015, vol. 85, # 3, p. 746 - 751
[4] Patent: DE942509, 1951,
[5] Bulletin de la Societe Chimique de France, 1948, p. 1014,1015

N-BUTYL NICOTINATE(6938-06-3)Related Product Information

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• Methyl nicotinate
• Benzyl nicotinate
• Hepronicate
• Hexyl nicotinate
• NICOFURANOSE
• Inositol nicotinate
• TETRAHYDROFURFURYL NICOTINATE
• nicomorphine
• Glunicate
• Nicomol
• N-BUTYL NICOTINATE
• nicocodine
• Nicofurate
• sorbinicate
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