Synthesis of Iso-Amyl Acetate and Azelaic acid

3-methylbutyl ethanoate

Isoamyl acetate IUPAC name

banana oil, pear oil, pear essence

other names of 3-methylbutyl ethanoate/isoamyl acetate

Isoamyl acetate

colorless, flammable liquid with a banana-like odor

142 deg celsius

boiling point of isoamyl acetate

-78.5 deg celsius

melting point of isoamyl acetate

• Very slightly soluble in water (2g/L at 25 degrees Celsius)

• Soluble in ethanol, diethyl ether, and alcohol

solubility of isoamyl acetate

0.976

density of isoamyl acetate

• Honey bee (Apis mellifera)

• European grapevine moth (Lobesia botrana)

• Tobacco hornworm (Manduca sexta)

Isoamyl acetate NATURAL OCCURRENCE
Pheromone in animals

beer, whiskey, cognac

Isoamyl acetate NATURAL OCCURRENCE
fermentation process

• Apples (Malus spp)

• Banana (Musa sapientum)

• Guava (Psidium guajava)

• Muscat grapes

• Melons

• Peach (Prunus persica L.)

Isoamyl acetate NATURAL OCCURRENCE
fruits

• solvent

• flavoring agent

• manufacturing

uses of isoamyl acetate

banana

Largest herbaceous flowering plant

banana

• Vascular

• No woody stem above ground

• Pseudostem composed of petioles

castor oil

Obtained from the seeds of castor by cold press

Ricinus communis

source of castor oil

euphorbiaceae

family name ricinus communis

laxative and emollient

common use of castor oil

Ricinoleic acid

major component of castor

(9Z, 12R)-12-hydroxyoctadec-9-enoic acid

ricinoleic acid IUPAC name

(R)-12-hydroxy-9-cis-octadecenoic acid

other name of ricinoleic acid

nonanedioic acid

azelaic acid IUPAC name

azelate

other name of azeloic acid

188.233 g/mol

azelaic acid MW

1.443 g/mL

azelaic acid density

109 to 111 deg celsius

azelaic acid MP

286 deg celsius

azelaic acid BP

very slightly soluble (2.14 g/L)

azelaic acid solubility

• Wheat (Triticum aestivum Fam POACEAE)

• Rye (Secale cereale Fam POACECE)

• Barley (Hordeum vulgare Fam POACEAE)

• Yeast (Malassezia furfur aka Pityrosporum ovale Fam MALASSEZIACEAE)

azelaic acid sources natural

spaghetti & meatball fungi

malassezia furfur is also known as

Ozonolyzing oleic acid

azelaic acid sources industrial

• Mild to moderate inflammation and acne vulgaris

• Inflammatory lesions caused by rosacea

• Antibacterial

uses of azelaic acid

anaerobic bacteria (azelaic acid)

impedes glycolysis

aerobic bacteria (azelaic acid)

Inhibition of several oxidoreductive enzymes – tyrosinase, mitochondrial enzymes, 5-alpha-reductase, DNA polymerase