Azelaic acid supplier | CasNO.123-99-9

Name
Azelaic acid
EINECS 204-669-1
CAS No. 123-99-9
Article Data309
CAS DataBase
Density 1.131 g/cm³
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
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%;
PSA 74.60000
LogP 1.88630

Synthetic route

: 112-80-1
cis-Octadecenoic acid

: 123-99-9
azelaic acid

Conditions

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%

: 120-87-6
Dihydroxystearic Acid

A: 123-99-9
azelaic acid

B: 112-05-0
nonanoic acid

Conditions

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;

: 112-79-8
Elaidic Acid

A: 123-99-9
azelaic acid

B: 112-05-0
nonanoic acid

Conditions

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;

: 112-80-1
cis-Octadecenoic acid

A: 123-99-9
azelaic acid

B: 112-05-0
nonanoic acid

Conditions

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

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%

: 3788-56-5
9-hydroxynonanoic acid

: 123-99-9
azelaic acid

Conditions

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%

: 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

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%

...Expand

: 37056-34-1
8-cyano-octanoic acid

: 123-99-9
azelaic acid

Conditions

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

: 1675-69-0
nonanedinitrile

: 123-99-9
azelaic acid

Conditions

Conditions	Yield
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

Conditions	Yield
With hydrogenchloride; acetic acid In methanol	88%

...Expand

: 2443-39-2, 13980-07-9, 16833-55-9, 17682-84-7, 17682-85-8, 24560-98-3, 38003-74-6, 38003-76-8
9,10-epoxystearic acid

A: 123-99-9
azelaic acid

B: 112-05-0
nonanoic acid

Conditions

Conditions	Yield
With phosphotungstic acid; dihydrogen peroxide; cetylpyridinium bromide In water at 85℃; for 5h; Green chemistry;	A 86.5% B 87.3%
With tungstophosphoric acid *15.4 H2O; cetylpyridinium chloride; dihydrogen peroxide In water at 85℃; for 5h;
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

Conditions	Yield
With oxygen; ozone In water; acetone at 0℃; Flow reactor;	A 87% B 76%
With dihydrogen peroxide; methyltrioctylammonium tetrakis(oxodiperoxotungsto)phos In water at 85℃; for 5h;	A 79 % Chromat. B 82 % Chromat.

: C9H12O6

: 123-99-9
azelaic acid

Conditions

Conditions	Yield
With hydrogen In water at 200℃; under 15001.5 Torr; for 12h;	86%

: 4938-52-7
1-hepten-3-ol

: 201230-82-2
carbon monoxide

: 123-99-9
azelaic acid

Conditions

Conditions	Yield
With HeMaRaphos; water; toluene-4-sulfonic acid; palladium dichloride In tetrahydrofuran at 125℃; under 30003 Torr; for 24h; Autoclave; Green chemistry; regioselective reaction;	86%

: 141-22-0
Ricinoleic acid

A: 123-99-9
azelaic acid

B: 33796-87-1, 45023-83-4, 88930-09-0, 40165-87-5
β-hydroxynonanoic acid

Conditions

Conditions	Yield
With oxygen; ozone In water; acetone at 0℃; Flow reactor;	A 86% B 70%

: 81212-19-3
(Z)-12-hydroxyoctadec-9-enoic acid

A: 123-99-9
azelaic acid

B: 33796-87-1, 45023-83-4, 88930-09-0, 40165-87-5
β-hydroxynonanoic acid

C: 47244-76-8, 118201-32-4
12-hydroxy-9,10-epoxyoctadecanoic acid

Conditions

Conditions	Yield
With cetylpyridinium peroxotungstophosphate; dihydrogen peroxide In water at 80℃; for 1h;	A 84% B 84% C 4%

...Expand

: 373-49-9
cis-9-hexadecenoic acid

A: 123-99-9
azelaic acid

B: 111-14-8
oenanthic acid

Conditions

Conditions	Yield
With ozone In water; acetonitrile at 0℃;	A 84% B 83%

: 141-22-0
Ricinoleic acid

A: 123-99-9
azelaic acid

B: 33796-87-1
(R)-3-hydroxynonanoic acid

Conditions

Conditions	Yield
With phosphotungstic acid; dihydrogen peroxide; cetylpyridinium bromide In water at 85℃; for 5h; Green chemistry;	A 83.2% B 60.8%
With tungstophosphoric acid *15.4 H2O; cetylpyridinium chloride; dihydrogen peroxide In water at 85℃; for 5h;

: 2382-40-3
9-dodecenoic acid

: 123-99-9
azelaic acid

Conditions

Conditions	Yield
With dihydrogen peroxide; cetyltrimethylammonim bromide; ortho-tungstic acid In water at 50 - 77℃; for 16h; Inert atmosphere;	79%

: 373-49-9
cis-9-hexadecenoic acid

: 123-99-9
azelaic acid

Conditions

Conditions	Yield
With sodium periodate; ruthenium trichloride In water; ethyl acetate; acetonitrile for 2h;	75%

: 19835-69-9
cyclooct-4-enecarboxaldehyde

: 123-99-9
azelaic acid

Conditions

Conditions	Yield
With sodium hydroxide In water at 330 - 350℃; for 6h; autoclave;	73.5%

: 101171-32-8
methyl 10-acetoxy-9-oxodecanoate

: 123-99-9
azelaic acid

Conditions

Conditions	Yield
With oxygen; sodium t-butanolate In diethyl ether; water for 4h; Ambient temperature;	70%

hydrous cobalt chloride: hydrous cobalt chloride

H2 WO4: H2 WO4

: 60-33-3
linoleic acid

: 7722-84-1
dihydrogen peroxide

: 123-99-9
azelaic acid

Conditions

Conditions	Yield
In water	70%

...Expand

: 112-80-1
cis-Octadecenoic acid

A: 123-99-9
azelaic acid

B: 2243-24-5
N-hydroxynonan-1-imine

C: 112-05-0
nonanoic acid

D: 9-(hydroxyimino)nonanoic acid

Conditions

Conditions	Yield
Stage #1: cis-Octadecenoic acid With oxygen; ozone at 0 - 20℃; Stage #2: With hydroxylamine hydrochloride In methanol at 0℃; Solvent; Reagent/catalyst;	A 66% B 45% C 46% D 26%

...Expand

: 22104-77-4
hept-2-en-1-ol

: 201230-82-2
carbon monoxide

: 123-99-9
azelaic acid

Conditions

Conditions	Yield
With HeMaRaphos; water; toluene-4-sulfonic acid; palladium dichloride In tetrahydrofuran at 125℃; under 30003 Torr; for 24h; Autoclave; Green chemistry; regioselective reaction;	65%

: 137-21-3
9,10-dihydroxyoctadecane-1,18-dioic acid

: 123-99-9
azelaic acid

Conditions

Conditions	Yield
With sodium hypochlorite at 20℃; for 5h; Reagent/catalyst;	50%

: heptane-1,1,7,7-tetracarboxylic acid

: 123-99-9
azelaic acid

Conditions

Conditions	Yield
With methanesulfonic acid In water at 125℃; for 4h; Inert atmosphere;	40%
at 120 - 130℃; for 16h; Temperature;	11 g
With trimethylamine In toluene for 12h; Dean-Stark; Inert atmosphere; Reflux; Industrial scale;	3406 kg

: 67-56-1
methanol

: 123-99-9
azelaic acid

: 1732-10-1
Dimethyl azelate

Conditions

Conditions	Yield
With boron trifluoride at 65℃; for 0.333333h;	100%
With sulfuric acid In dichloromethane Dean-Stark; Heating;	95%
With sulfuric acid	80%

: 123-99-9
azelaic acid

: 123-98-8
azelaoyl chloride

Conditions

Conditions	Yield
With thionyl chloride at 80℃; for 36h; Inert atmosphere;	100%
With thionyl chloride at 80℃; for 24h;	96%
With thionyl chloride at 20℃;	96%

: 123-99-9
azelaic acid

: 105-38-4
vinyl propionate

: 10355-49-4
azelaic acid divinyl ester

Conditions

Conditions	Yield
With sulfuric acid; mercury(II) diacetate at 20 - 50℃; for 4h;	100%

: 123-99-9
azelaic acid

: C9H14O4(2-)*Mg(2+)*3H2O

Conditions

Conditions	Yield
With magnesium hydroxide; water for 0.583333h; Milling;	100%

: 123-99-9
azelaic acid

: [K2(H2AZE)(AZE)]

Conditions

Conditions	Yield
With water; potassium hydroxide for 0.166667h; Milling;	100%

: 123-99-9
azelaic acid

: C9H14O4(2-)*2Na(1+)*H2O

Conditions

Conditions	Yield
With water; sodium hydroxide for 0.166667h; Milling;	100%

: 123-99-9
azelaic acid

: C9H14O4(2-)*Mg(2+)*3H2O

Conditions

Conditions	Yield
With magnesium hydroxide; water for 0.25h; Milling;	100%

: 123-99-9
azelaic acid

: 104-76-7
2-Ethylhexyl alcohol

: 103-24-2
bis(2-ethylhexyl) azelaate

Conditions

Conditions	Yield
With [HSO3-pmim]+[HSO4]-catalyst for 0.333333h; Reagent/catalyst; Microwave irradiation;	99.1%
In 5,5-dimethyl-1,3-cyclohexadiene at 160℃; for 2h;	94%

: 123-99-9
azelaic acid

: 459142-93-9
1,1'-bis(4-pyridinyl)ferrocene

: [(Fe(η5-C5H4-1-(4-C5H4N))2)2(1-azelaic acid)2]

Conditions

Conditions	Yield
In methanol 1:1 mixt. ground for 5 min, dissolved in methanol; crystd.;	99%

: 123-99-9
azelaic acid

: 3479-83-2
dibromoazelaic acid

Conditions

Conditions	Yield
With bromine; phosphorus tribromide at 80℃; for 8h; Temperature; Time;	98%

: 67-56-1
methanol

: 123-99-9
azelaic acid

: 18281-62-4
α,α'-dibromoazelaiate de dimethyle

Conditions

Conditions	Yield
Stage #1: azelaic acid With thionyl chloride at 75℃; for 1.5h; Sealed tube; Stage #2: With bromine for 12h; Irradiation; Stage #3: methanol for 1.5h; Cooling with ice;	98%
(i) SOCl2, (ii) Br2, I2, (iii) /BRN= 1098229/; Multistep reaction;
(i) SOCl2, (ii) Br2, (iii) /BRN= 1098229/; Multistep reaction;

: 123-99-9
azelaic acid

: 112-47-0
1,10-Decanediol

poly(decamethylene azelate), degree of polymerization > 200, Mn=2.69E4, Mw=5.83E4; monomers: azelaic acid; 1,10-decanediol: poly(decamethylene azelate), degree of polymerization > 200, Mn=2.69E4, Mw=5.83E4; monomers: azelaic acid; 1,10-decanediol

Conditions

Conditions	Yield
tetrachlorobis(tetrahydrofuran)hafnium(IV) In o-xylene for 24h; Heating;	97%

: 123-99-9
azelaic acid

: 112-47-0
1,10-Decanediol

Reaxys ID: 11364959: Reaxys ID: 11364959

Conditions

Conditions	Yield
With molecular sevies 4A; tetrachlorobis(tetrahydrofuran)hafnium(IV) In o-xylene for 24h; Heating / reflux;	97%
With molecular sevies 4A; tetrachlorobis(tetrahydrofuran)hafnium(IV) In o-xylene for 24h; Heating / reflux;	96%

: 123-99-9
azelaic acid

: 6080-56-4
lead(II) acetate trihydrate

: 7717-58-0, 14489-30-6, 25725-29-5, 87720-72-7
lead(II) azelate

Conditions

Conditions	Yield
In water High Pressure; placed in a bomb, heated to 220°C (3 h), held for 3 h; cooled to room temp. (3 h), crysts., washed (water), air dried; elem. anal.;	96%

: 123-99-9
azelaic acid

: 629-30-1
1,7-heptandiol

: 660-63-9
1,9-dioxacyclooctadecane-10,18-dione

Conditions

Conditions	Yield
With hafnium(IV) trifluoromethanesulfonate In toluene at 110℃; for 48h; Inert atmosphere;	96%

: 123-99-9
azelaic acid

: 592-84-7
n-butyl formate

: 4753-32-6
Nonanedioic acid monobutyl ester

Conditions

Conditions	Yield
With DOWEX 50W-X2 In Petroleum ether for 4.5h; Heating;	95%

: 123-99-9
azelaic acid

: 540-54-5
1-Chloropropane

: 6624-68-6
dipropyl azelate

Conditions

Conditions	Yield
With sodium hydrogencarbonate In propan-1-ol at 40℃; for 1.5h;	95%

: 123-99-9
azelaic acid

: 74-79-3
L-arginine

: germanium dioxide

: C21H40GeN8O8

Conditions

Conditions	Yield
Stage #1: L-arginine; germanium dioxide In water at 85 - 95℃; for 1h; Stage #2: azelaic acid In water for 2h;	95%

...Expand

: 123-99-9
azelaic acid

: C15H16O4

: C39H44O10

Conditions

Conditions	Yield
With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane	95%

: 123-99-9
azelaic acid

: 91-16-7
1,2-dimethoxybenzene

: 32246-69-8
1,7-bis(3,4-dimethoxyphenyl)heptane-1,7-dione

Conditions

Conditions	Yield
Stage #1: azelaic acid With thionyl chloride In dichloromethane for 4.5h; Reflux; Stage #2: 1,2-dimethoxybenzene With aluminum (III) chloride In dichloromethane at 0℃; for 5h; Friedel-Crafts Acylation;	95%

: 123-99-9
azelaic acid

: 122-39-4
diphenylamine

: 1,7-bis(9-acridinyl)heptane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In 1-methyl-pyrrolidin-2-one at 170 - 230℃; for 18h; Temperature;	95%

: 123-99-9
azelaic acid

: 75-59-2
tetramethyl ammoniumhydroxide

: bis(tetramethylammonium) azelate

Conditions

Conditions	Yield
In methanol at 21℃; for 48h;	94%

: 123-99-9
azelaic acid

: 63-74-1
sulfanilamide

: 123351-07-5
C21H28N4O6S2

Conditions

Conditions	Yield
With sulfuric acid at 30 - 40℃; for 0.5h;	93%

: 67-56-1
methanol

: 123-99-9
azelaic acid

: 2104-19-0
azelaic monomethyl ester

Conditions

Conditions	Yield
With sulfuric acid	92%

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: Irritant 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 .

Product Name

Azelaic acid

Synthetic route

Azelaic acid Chemical Properties

Azelaic acid Uses

Azelaic acid Toxicity Data With Reference

Azelaic acid Consensus Reports

Azelaic acid Safety Profile

Azelaic acid Analytical Methods

Azelaic acid Specification

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