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Monday 29 June 2015

Nonanedioic acid, Azelaic acid


148

Nonanedioic acid

Azelaic acid

148
  
 
NameNonanedioic acid
SynonymsAzelaic acid
Name in Chemical AbstractsNonanedioic acid
CAS No123-99-9
EINECS No204-669-1
Molecular formulaC9H16O4
Molecular mass188.23
SMILES codeO=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.atomsassignment
1.25m6 H4-H, 5-H, 6-H
1.47m4 H3-H, 7-H
2.18t (3J = 7.3 Hz)4 H2-H, 8-H
ca. 12broad s2 HCOOH
2.49  DMSO
    

13C-NMR

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

Azelaic acid(123-99-9)13CNMR


IR
IR
IR: Nonanedioic acid
[KBr, T%, cm-1]
[cm-1]assignment
3300-2500O-H valence, superimposed on C-H valence
2962, 2887aliph. C-H valence
1724C=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 molRicinolic acid
round bottom flask 250 mLround bottom flask 250 mL three-necked flask 1000 mLthree-necked flask 1000 mL
reflux condenserreflux condenser internal thermometerinternal thermometer
addition funnel with pressure balanceaddition funnel with pressure balance heatable magnetic stirrer with magnetic stir barheatable magnetic stirrer with magnetic stir bar
KPG stirrerKPG stirrer beaker 400 mLbeaker 400 mL
beaker 250 mLbeaker 250 mL Erlenmeyer flask 250 mLErlenmeyer flask 250 mL
separating funnelseparating funnel rotary evaporatorrotary evaporator
suction filtersuction filter suction flasksuction flask
exsiccator with drying agentexsiccator with drying agent oil bathoil bath

Chromatogram

crude product chromatogram
TLC: crude product
TLC layerMerck silica gel 60 F254, 5 x 10 cm
mobile phaseEtOH
staining reagent0.1% 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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