AUTHOR OF THIS BLOG

DR ANTHONY MELVIN CRASTO, WORLDDRUGTRACKER
Jun 292015
 

 

148

 

Nonanedioic acid

Azelaic acid

148
Name Nonanedioic acid
Synonyms Azelaic acid
Name in Chemical Abstracts Nonanedioic acid
CAS No 123-99-9
EINECS No 204-669-1
Molecular formula C9H16O4
Molecular mass 188.23
SMILES code O=C(O)CCCCCCCC(=O)O
Ricinolic acid
KMnO4 / KOH
reacts to
Nonanedioic acid ; Side reactions

1H NMR

1H NMR

1H-NMR: Nonanedioic acid
250 MHz, DMSO-d6
delta [ppm] mult. atoms assignment
1.25 m 6 H 4-H, 5-H, 6-H
1.47 m 4 H 3-H, 7-H
2.18 t (3J = 7.3 Hz) 4 H 2-H, 8-H
ca. 12 broad s 2 H COOH
2.49 DMSO

 

13C-NMR

13C NMR

13C-NMR: Nonanedioic acid
62.5 MHz, DMSO-d6
delta [ppm] assignment
23.9 C3, C7
27.6 C5
27.8 C4, C6
33.1 C2, C8
173.4 COOH
39.5 DMSO-d6

Azelaic acid(123-99-9)13CNMR

IR

IR

IR: Nonanedioic acid
[KBr, T%, cm-1]
[cm-1] assignment
3300-2500 O-H valence, superimposed on C-H valence
2962, 2887 aliph. C-H valence
1724 C=O valence, carboxylic acid

Oxidation of ricinoleic acid (from castor oil) with KMnO4 to azelaic acid

Reaction type: oxidation
Substance classes: alkene, carboxylic acid, renewable resources
Techniques: heating under reflux, stirring with magnetic stir bar, stirring with KPG stirrer, adding dropwise with an addition funnel, shaking out, extracting, evaporating with rotary evaporator, filtering, recrystallizing, heating with oil bath
Degree of difficulty: Medium

 

Operating scheme

Operating scheme

 

Equipment

Batch scale: 0.04 mol Ricinolic acid
round bottom flask 250 mL round bottom flask 250 mL three-necked flask 1000 mL three-necked flask 1000 mL
reflux condenser reflux condenser internal thermometer internal thermometer
addition funnel with pressure balance addition funnel with pressure balance heatable magnetic stirrer with magnetic stir bar heatable magnetic stirrer with magnetic stir bar
KPG stirrer KPG stirrer beaker 400 mL beaker 400 mL
beaker 250 mL beaker 250 mL Erlenmeyer flask 250 mL Erlenmeyer flask 250 mL
separating funnel separating funnel rotary evaporator rotary evaporator
suction filter suction filter suction flask suction flask
exsiccator with drying agent exsiccator with drying agent oil bath oil bath

Chromatogram

crude product chromatogram

TLC: crude product
TLC layer Merck silica gel 60 F254, 5 x 10 cm
mobile phase EtOH
staining reagent 0.1% solution of 2,6-dichlorophenolindophenol sodium salt in 95% ethanol
Rf (educt) 0.70
Rf (product) 0.60

PESHAWAR, PAKISTAN FOOD

 

Peshawar is one the oldest cities of South Asia. It is an entrance point of Pakistan from the Afghanistan. It was an important city of Subcontinent and a meeting and marketing place for the public of Middle East, India and central Asia. Afghan warriors used this way to enter into subcontinent.

.

NALLI GOSHT

Pakistani cooks prepare food for refugees in the Jalozai camp in Peshawar,

Food being prepared at Qissa Khuwani Bazaar in Peshawar on the eve of Eid Milad-

The Big Pot Tea Man of Peshawar

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