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123-99-9

Basic Information
CAS No.: 123-99-9
Name: Azelaic acid
Article Data: 309
Molecular Structure:
Molecular Structure of 123-99-9 (Azelaic acid)
Formula: C9H16O4
Molecular Weight: 188.224
Synonyms: 1, 9-Nonanedioic acid;Nonanedioic acid;Azelaic acid, technical grade;Lepargylic acid;Heptanedicarboxylic acid;Nonanedioic acid Azelaic acid;Empol 1144;1,7-Heptanedicarboxylic acid;Emerox 1144;Emerox 1110;Ammonium Hydrogen Azelate;Azelaic Acid 99%;
EINECS: 204-669-1
Density: 1.131 g/cm3
Melting Point: 98-103 ºC
Boiling Point: 370.5 ºC at 760 mmHg
Flash Point: 192.1 ºC
Solubility: warer: 2.4 g/L (20 °C)
Appearance: white to cream solid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 24/25-36-26
PSA: 74.60000
LogP: 1.88630
Synthetic route
112-80-1

cis-Octadecenoic acid

123-99-9

azelaic acid

Conditions
ConditionsYield
With phosphotungstic acid; potassium permanganate; N-benzyl-N,N,N-triethylammonium chloride; dihydrogen peroxide; oxygen at 95℃; for 8h; Reagent/catalyst; Concentration; Temperature;99.23%
With potassium permanganate80%
With oleate hydratase from S. maltophilia In aq. buffer at 35℃; for 2h; pH=8; Enzymatic reaction;21%
120-87-6

Dihydroxystearic Acid

A

123-99-9

azelaic acid

B

112-05-0

nonanoic acid

Conditions
ConditionsYield
With 1 wt% Au/Al2O3; oxygen; sodium hydroxide In water at 80℃; under 3750.38 Torr; for 4.33333h; Autoclave; Inert atmosphere;A 86%
B 99%
With copper(II) ferrite; oxygen In neat (no solvent) at 80℃; under 18751.9 Torr; for 5h; Reagent/catalyst; Temperature; Pressure; Autoclave;A 57.24%
B 46.65%
With sodium stannate; dihydrogen peroxide; tungsten(VI) oxide In water; tert-butyl alcohol at 130℃; for 4h; Sealed tube;
112-79-8

Elaidic Acid

A

123-99-9

azelaic acid

B

112-05-0

nonanoic acid

Conditions
ConditionsYield
With sodium periodate; RuCl3*2.9H2O In water at 20℃; for 8h; Sonication;A 62%
B 98%
With dihydrogen peroxide In tert-butyl alcohol at 85℃; for 3.5h; Catalytic behavior; Reagent/catalyst;
112-80-1

cis-Octadecenoic acid

A

123-99-9

azelaic acid

B

112-05-0

nonanoic acid

Conditions
ConditionsYield
With potassium permanganate; sodium hydroxide In water at 50℃; for 8h; Reagent/catalyst; Temperature;A 96%
B 81%
With oxygen; ozone In water; acetone at 0℃; for 0.333333h; Reagent/catalyst; Solvent; Temperature; Flow reactor;A 89%
B 74%
With cetylpyridinium peroxotungstophosphate; dihydrogen peroxide In water at 80℃; for 1h;A 86%
B 82%
14436-32-9

dec-9-enoic acid

123-99-9

azelaic acid

Conditions
ConditionsYield
With sodium periodate; RuCl3*2.9H2O In water at 20℃; for 0.5h; Sonication;96%
With dihydrogen peroxide; cetyltrimethylammonim bromide; ortho-tungstic acid at 50 - 77℃; Inert atmosphere;76%
3788-56-5

9-hydroxynonanoic acid

123-99-9

azelaic acid

Conditions
ConditionsYield
With sodium hypochlorite; sodium chlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In water; acetonitrile at 20℃; for 8h; Reagent/catalyst; Solvent; Temperature;94%

1,3-Dioxa-cyclododecane-4,12-dione

A

123-99-9

azelaic acid

B

3937-56-2

1,9-Nonanediol

C

3788-56-5

9-hydroxynonanoic acid

Conditions
ConditionsYield
With sodium tetrahydroborate In tetrahydrofuran at 23℃; for 120h;A n/a
B 2%
C 92%
With sodium tetrahydroborate In tetrahydrofuran at 65℃; for 6h;A n/a
B 6%
C 87%
37056-34-1

8-cyano-octanoic acid

123-99-9

azelaic acid

Conditions
ConditionsYield
With sulfuric acid at 100℃; for 6h;90%
With sulfuric acid at 100℃; for 6h;90%
In anhydrous ethylene glycol dimethyl ether
In sulfuric acid
1675-69-0

nonanedinitrile

123-99-9

azelaic acid

Conditions
ConditionsYield
With water for 48h; Rhodococcus rhodochrous AJ270;88%
With potassium phosphate buffer; Rhodococcus sp. AJ270 at 30℃; for 48h;88%
concentrated H2 SO4

concentrated H2 SO4

4594-78-9

cyclohexanone-2-propionitrile

2275-26-5

3-(2-oxocyclohexyl)propionic acid

7722-84-1

dihydrogen peroxide

123-99-9

azelaic acid

Conditions
ConditionsYield
With hydrogenchloride; acetic acid In methanol88%
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Chemistry

The Molecular Structure of Azelaic acid (CAS NO.123-99-9):

Empirical Formula: C9H16O4
Molecular Weight: 188.2209 
IUPAC Name: nonanedioic acid 
Appearance: white to cream solid
Nominal Mass: 188 Da
Average Mass: 188.2209 Da
Monoisotopic Mass: 188.104859 Da 
Index of Refraction: 1.475
Molar Refractivity: 46.87 cm3
Molar Volume: 166.3 cm3
Surface Tension: 46.2 dyne/cm
Density: 1.131 g/cm3
Flash Point: 192.1 °C
Enthalpy of Vaporization: 67.8 kJ/mol
Boiling Point: 370.5 °C at 760 mmHg
Vapour Pressure: 1.66E-06 mmHg at 25°C
Water Solubility: 2.4 g/L (20 °C)
Stability: Stable. Combustible. Incompatible with bases, strong oxidizing agents. Readily biodegrades in soil and water with >70% DOC reduction after 28 days
Product Categories: API intermediates;alpha,omega-Alkanedicarboxylic Acids;alpha,omega-Bifunctional Alkanes;Monofunctional & alpha,omega-Bifunctional Alkanes  
InChI
InChI=1/C9H16O4/c10-8(11)6-4-2-1-3-5-7-9(12)13/h1-7H2,(H,10,11)(H,12,13)
Smiles
C(CCCCCCCC(O)=O)(O)=O

Uses

 Azelaic acid (CAS NO.123-99-9) can be used as plasticizers, and used in the synthesis of alkyd resin, paint and other chemicals.

Toxicity Data With Reference

1.    

skn-rbt 500 mg/24 H MLD

    EMERY*    Emery Industries, Inc., Data Sheets. (4900 Este Ave., Cincinnati, OH 45232) S3B,- ,1964.
2.    

eye-rbt 3 mg MLD

    EMERY*    Emery Industries, Inc., Data Sheets. (4900 Este Ave., Cincinnati, OH 45232) S3B,- ,1964.
3.    

orl-rat LD50:>5 g/kg

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD-A067-313 .

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 24/25-36-26 
S24/25: Avoid contact with skin and eyes
S36: Wear suitable protective clothing
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
WGK Germany: 1
RTECS: CM1980000
HS Code: 29171390
Low toxicity by ingestion. A skin and eye irritant. Closely related to glutaric acid and adipic acid. Combustible when exposed to heat or flame; can react with oxidizing materials.

Analytical Methods

For occupational chemical analysis use NIOSH: Azelaic Acid , 5019.

Specification

 Azelaic acid (CAS NO.123-99-9) is also called as Azelaic acid [USAN:INN] ; 1,7-Heptanedicarboxylic acid ; 1,9-Nonanedioic acid ; Acide azelaique ; Acide azelaique [French] ; Acidum azelaicum ; Azelaic acid, technical grade ; Heptanedicarboxylic acid ; Nonanedioic acid .