- Azelaic acid
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Cas Database |
| Name |
Azelaic acid |
EINECS | 204-669-1 |
| CAS No. | 123-99-9 | Density | 1.131 g/cm3 |
| PSA | 74.60000 | LogP | 1.88630 |
| Solubility | warer: 2.4 g/L (20 °C) | Melting Point |
98-103 ºC |
| Formula | C9H16O4 | Boiling Point | 370.5 ºC at 760 mmHg |
| Molecular Weight | 188.224 | Flash Point | 192.1 ºC |
| Transport Information | N/A | Appearance | white to cream solid |
| Safety | 24/25-36-26 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| 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%; |
Article Data | 309 |
Azelaic acid Synthetic route
| Conditions | Yield |
|---|---|
| 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 permanganate | 80% |
| With oleate hydratase from S. maltophilia In aq. buffer at 35℃; for 2h; pH=8; Enzymatic reaction; | 21% |
| Conditions | Yield |
|---|---|
| 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; |
| Conditions | Yield |
|---|---|
| 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; |
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 |
| Conditions | Yield |
|---|---|
| With water for 48h; Rhodococcus rhodochrous AJ270; | 88% |
| With potassium phosphate buffer; Rhodococcus sp. AJ270 at 30℃; for 48h; | 88% |
- 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 | Yield |
|---|---|
| With hydrogenchloride; acetic acid In methanol | 88% |
Azelaic acid Chemical Properties
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
Azelaic acid 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.
Azelaic acid 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 . |
Azelaic acid Consensus Reports
Reported in EPA TSCA Inventory.
Azelaic acid Safety Profile
Hazard Codes: 
Xi
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.
Azelaic acid Analytical Methods
For occupational chemical analysis use NIOSH: Azelaic Acid , 5019.
Azelaic acid 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 .
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