Indole-3-acetic acid supplier

Name
Indole-3-acetic acid
EINECS 201-748-2
CAS No. 87-51-4
Article Data107
CAS DataBase
Density 1.355 g/cm³
Solubility Soluble in ethanol, acetone, diethyl ether. Slightly soluble in chloroform. Insoluble in water
Melting Point 165-169 °C(lit.)
Formula C₁₀H₉NO₂
Boiling Point 415.03 °C at 760 mmHg
Molecular Weight 175.187
Flash Point 204.803 °C
Transport Information
Appearance white to tan crystals
Safety 22-24/25
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms beta-Indolylacetic acid;1H-Indole-3-acetic-a-t acid (9CI);Indole-3-acetate;omega-Skatole carboxylic acid;Acetic acid, indolyl-;.alpha.-IAA;.beta.-Indole-3-acetic acid;2-(1H-indol-3-yl)acetate;alpha-IAA;GAP;meso-2,3-Butanediol-bis(iodoacetate);3-Indolylmethylcarboxylic acid;3-Iaa;3-Indolylacetic acid;beta-Indoleacetic acid;Indolyl-3-acetic acid;1H-indol-3-ylacetic acid;Heteroauxin;Indol-3-ylacetic acid;[(2R,3S)-3-(2-iodoacetyl)oxybutan-2-yl] 2-iodoacetate;[3H]-IAA;(1H-Indol-3-yl)acetic acid;.beta.-Indolylacetic acid;Hexteroauxin;Indoleacetate;2-(3-Indolyl)acetic acid 3-(Carboxymethyl)-1H-indole;3-(Carboxymethyl)indole;potassium 2-(1H-indol-3-yl)acetate;.alpha.-Indol-3-yl-acetic acid;2-(1H-Indol-3-yl)acetic acid;Indole-3-acetic-t acid;Rhizopon A;Heteroauxinhexteroauxiniaa;3-Indolebutyric acid(IBA);.beta.-Indoleacetic acid;1H-Indole-3-acetic acid (9CI);Rhizopin;3-Indole acetic acid;3-Indoleacetic acid(IAA);Indole-3- acetic acid;3-Indoleacetic Acid, Indole-3-acetic acid;indoleI-3-acetic acid;Indole-3-acetic acid (3-IAA);3-Indole propanoic acid;
PSA 53.09000
LogP 1.79500

Synthetic route

: 120-72-9
indole

polyglycolide: polyglycolide

: 87-51-4
indole-3-acetic acid

Conditions

Conditions	Yield
With potassium hydroxide In water at 250℃; under 34200 - 38000 Torr; for 12h;	95%

: 392-12-1
Indole-3-pyruvic acid

: 87-51-4
indole-3-acetic acid

Conditions

Conditions	Yield
With sodium perborate In water for 48h; Ambient temperature;	71%
With sodium hydroxide; dihydrogen peroxide

: 40432-84-6
(5-bromo-1H-indol-3-yl)-acetic acid

: 87-51-4
indole-3-acetic acid

Conditions

Conditions	Yield
With hydrogen; sodium acetate; nickel In ethanol under 2327.2 Torr; for 4h; Ambient temperature;	52%

: 623-73-4
diazoacetic acid ethyl ester

: 120-72-9
indole

A: 87-51-4
indole-3-acetic acid

B: indole-1,3-diyl-di-acetic acid

Conditions

Conditions	Yield
With diethyl ether; copper Erhitzen des Reaktionsprodukts mit methanol. KOH;

...Expand

: 120-72-9
indole

: 79-14-1
glycolic Acid

: 87-51-4
indole-3-acetic acid

Conditions

Conditions	Yield
With potassium hydroxide at 250℃;
Stage #1: indole; glycolic Acid With potassium hydroxide at 250℃; for 18h; Stage #2: With hydrogenchloride In water at 10℃;
With hydrogenchloride; potassium hydroxide In water

: 2591-98-2
indole-3-acetaldehyde

: 87-51-4
indole-3-acetic acid

Conditions

Conditions	Yield
With potassium permanganate; acetone
With NAD; water; enzyme AldC from Pseudomonas syringae In aq. buffer at 25℃; pH=8.0; Enzymatic reaction;

: 771-51-7
indole-3-acetonitrile

: 87-51-4
indole-3-acetic acid

Conditions

Conditions	Yield
With potassium hydroxide
With potassium hydroxide
With sodium hydroxide

: 526-55-6
2-(3-indole)-ethanol

: 87-51-4
indole-3-acetic acid

Conditions

Conditions	Yield
With potassium permanganate; sodium carbonate

: 239127-19-6
ethyl 3-indolylmethyl sulfide

A: 87-51-4
indole-3-acetic acid

B: 879-37-8
3-indolylacetamide

Conditions

Conditions	Yield
With ethanol; sodium cyanide

: 87-52-5
3-(Dimethylaminomethyl)indole

: 87-51-4
indole-3-acetic acid

Conditions

Conditions	Yield
With ethanol; sodium cyanide at 200℃;
Multi-step reaction with 2 steps 1: NaCN; aqueous ethanol 2: aqueous NaOH View Scheme
With ethanol; sodium cyanide at 200℃;

: 87-52-5
3-(Dimethylaminomethyl)indole

A: 87-51-4
indole-3-acetic acid

B: 879-37-8
3-indolylacetamide

Conditions

Conditions	Yield
With ethanol; sodium cyanide

: 879-37-8
3-indolylacetamide

: 87-51-4
indole-3-acetic acid

Conditions

Conditions	Yield
With sodium hydroxide
With 6-aminohexanoate cyclic dimer hydrolase Arthrobacter sp. at 30℃; pH=7; aq. phosphate buffer; Enzymatic reaction;

: 1477-49-2
3-indolylglyoxylic acid

: 87-51-4
indole-3-acetic acid

Conditions

Conditions	Yield
With potassium hydroxide; ethanol; hydrazine hydrate at 130℃;
Multi-step reaction with 2 steps 1: methanol / 8 h / Heating 2: NaBH4 / tetrahydrofuran / 10 h / Heating View Scheme
With sodium acetate; hydrazine hydrate In ethyl methyl ether

: 62485-98-7
2-(1-acetyl-1H-indol-3-yl)acetonitrile

: 87-51-4
indole-3-acetic acid

Conditions

Conditions	Yield
With sodium hydroxide

: 1912-33-0
Indole-3-acetic acid methyl ester

: 87-51-4
indole-3-acetic acid

Conditions

Conditions	Yield
With sodium hydroxide

: 46397-90-4
N-[(1H-indol-3-yl)methyl]-N-ethylethanamine

: 87-51-4
indole-3-acetic acid

Conditions

Conditions	Yield
With ethanol; sodium cyanide at 200℃;
With ethanol; sodium cyanide at 200℃;

: 778-82-5
ethyl 3-indoleacetate

: 87-51-4
indole-3-acetic acid

Conditions

Conditions	Yield
With potassium hydroxide
With sodium hydroxide
With potassium hydroxide
With lithium hydroxide In water

: 64-17-5
ethanol

: 392-12-1
Indole-3-pyruvic acid

A: 487-89-8
Indole-3-carboxaldehyde

B: 87-51-4
indole-3-acetic acid

Conditions

Conditions	Yield
UV-Spektroskopische Untersuchung;

...Expand

: 100722-27-8
N,N-diethyl-2-(1H-indol-3-yl)acetamide

: 87-51-4
indole-3-acetic acid

Conditions

Conditions	Yield
With potassium hydroxide

: 31529-27-8
2-carboxy-3-indoleacetic acid

: 87-51-4
indole-3-acetic acid

Conditions

Conditions	Yield
With quinoline; copper
Multi-step reaction with 3 steps 1: ethanolic HCl 2: quinoline; Cu2O / 200 °C 3: ethanolic KOH View Scheme
Multi-step reaction with 3 steps 1: methanol. HCl 2: quinoline; copper oxide-chromium oxide / 190 °C 3: aqueous NaOH View Scheme

: 5457-31-8
(3-indolylmethyl)trimethylammonium iodide

: 87-51-4
indole-3-acetic acid

: 23228-66-2
4-phenylhydrazono-butyric acid-(N'-phenyl-hydrazide)

: 87-51-4
indole-3-acetic acid

Conditions

Conditions	Yield
With sulfuric acid

: 2776-06-9
(1H-Indol-3-yl)acetaldehyde oxime

A: 2591-98-2
indole-3-acetaldehyde

B: 87-51-4
indole-3-acetic acid

Conditions

Conditions	Yield
With Tris-HCl buffer; ethylenediaminetetraacetic acid; GLUTATHIONE; NAD at 35℃; for 6h; investigation of enzyme, concentration, pH and buffer;

: 87-51-4
(1H-Indol-3-yl)-acetic acid

: 87-51-4
indole-3-acetic acid

Conditions

Conditions	Yield
With 10-[2-(dimethylamino)propyl]phenothiazine In water at 20℃; Rate constant; Equilibrium constant; pH 6.5;
With ›Tyr In water at 20℃; Rate constant; Equilibrium constant; pH 13.1;

: 1-Nitrosoindole-3-acetic acid

: 87-51-4
indole-3-acetic acid

Conditions

Conditions	Yield
With acetic acid In acetone for 0.166667h; Equilibrium constant; Ambient temperature; pH 3.14;

: C17H15N3O4S

: 87-51-4
indole-3-acetic acid

Conditions

Conditions	Yield
With sodium tetrahydroborate In tetrahydrofuran for 10h; Heating; Yield given;

: 54-12-6
Trp

A: 2591-98-2
indole-3-acetaldehyde

B: 87-51-4
indole-3-acetic acid

Conditions

Conditions	Yield
With cetyltrimethylammonim bromide; coenzyme PQQ In water at 30℃; for 24h; Yield given. Yields of byproduct given;

: 186581-53-3, 908094-01-9
diazomethane

: 87-51-4
indole-3-acetic acid

: 1912-33-0
Indole-3-acetic acid methyl ester

Conditions

Conditions	Yield
In diethyl ether at 20℃;	100%
With diethyl ether
In diethyl ether at 0℃;

: 87-51-4
indole-3-acetic acid

: 526-55-6
2-(3-indole)-ethanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran for 3h; Reflux;	100%
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 10h; Inert atmosphere;	96%
Stage #1: indole-3-acetic acid With 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane at 20℃; for 12h; Inert atmosphere; Stage #2: With silica gel In methanol at 50℃; for 3h;	92%

: 87-51-4
indole-3-acetic acid

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 132922-37-3
2-(1H-indol-3-yl)-N-methoxy-N-methyl-acetamide

Conditions

Conditions	Yield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In dichloromethane; ethyl acetate at 20℃; for 1h;	100%
Stage #1: indole-3-acetic acid With 1,1'-carbonyldiimidazole In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere; Stage #2: N,O-dimethylhydroxylamine*hydrochloride In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere;	97%
With triethylamine; dicyclohexyl-carbodiimide In dichloromethane for 2h; Ambient temperature;	84%

: 71-23-8
propan-1-ol

: 87-51-4
indole-3-acetic acid

: 2122-68-1
propyl 2-(1H-indol-3-yl)acetate

Conditions

Conditions	Yield
With hydrogenchloride at 110℃; for 2.5h;	99%
With hydrogenchloride

: 67-56-1
methanol

: 87-51-4
indole-3-acetic acid

: 1912-33-0
Indole-3-acetic acid methyl ester

Conditions

Conditions	Yield
With thionyl chloride at -78 - 25℃; for 12h; Esterification;	99%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃;	99%
With hydrogenchloride; thionyl chloride; benzotriazol-1-ol at 0 - 25℃; for 4h; Inert atmosphere;	99%

: 87-51-4
indole-3-acetic acid

: 106-95-6
allyl bromide

: 128550-27-6
allyl 1H-indole-3-acetate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide for 1.66667h;	99%
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate 1.) chloroform, 10 min, 2.) acetone, 30 min; Yield given. Multistep reaction;
With sodium carbonate In N,N-dimethyl-formamide at 20℃; for 16h;

: 87-51-4
indole-3-acetic acid

: 123-11-5
4-methoxy-benzaldehyde

: 2-{-[3-carboxymethyl-1H-2-indolyl(4-methoxyphenyl)methyl]-1H-3-indolyl}acetic acid

Conditions

Conditions	Yield
With iodine In acetonitrile at 20℃;	99%
With indium(III) trifluoride In water at 20℃; for 10h;	98%
With dysprosium(III) trifluoromethanesulfonate In chloroform for 24h; Ambient temperature;	93%
With 1,3,5-trichloro-2,4,6-triazine In acetonitrile at 20℃; for 2h;	87%
With bis(acetylacetonato)dioxidomolybdenum(VI) In water at 20℃; for 10h;	70%

: 87-51-4
indole-3-acetic acid

: 104-87-0
4-methyl-benzaldehyde

: bis-[3-(carboxymethyl)-1H-indol-2-yl]-(4-methylphenyl)-methane

Conditions

Conditions	Yield
With HMTAB In acetonitrile at 20℃; for 0.0833333h;	99%
With N,N,N',N'-tetrachlorobenzene-1,3-disulphonamide In ethanol at 20℃; for 0.5h;	92%

: 87-51-4
indole-3-acetic acid

: 75-08-1
ethanethiol

: 1373432-52-0
S-ethyl 2-(1H-indol-3-yl)ethanethioate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane	99%

: 87-51-4
indole-3-acetic acid

: 1700-31-8
3-benzyloxybenzyl bromide

: 1048345-76-1
C24H21NO3

Conditions

Conditions	Yield
Stage #1: indole-3-acetic acid With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; Inert atmosphere; Stage #2: 3-benzyloxybenzyl bromide In N,N-dimethyl-formamide at 0 - 20℃; for 1h; Inert atmosphere;	99%

: 87-51-4
indole-3-acetic acid

: 64-17-5
ethanol

: 778-82-5
ethyl 3-indoleacetate

Conditions

Conditions	Yield
In neat liquid Reflux;	98%
With Dowex 50 (H(1+)) for 24h; Heating;	97%
With hydrogenchloride for 1h; Heating;	95%

: 87-51-4
indole-3-acetic acid

: 100-39-0
benzyl bromide

: 4307-97-5
N-benzylindole-3-acetic acid

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide	98%
Stage #1: indole-3-acetic acid With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: benzyl bromide In N,N-dimethyl-formamide at 0℃; for 1h; Stage #3: With hydrogenchloride In water; N,N-dimethyl-formamide	82.3%
With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h;	29.5%

: 87-51-4
indole-3-acetic acid

: 501-53-1
benzyl chloroformate

: 187244-70-8
1-(benzyloxycarbonyl)indol-3-yl acetic acid

Conditions

Conditions	Yield
Stage #1: indole-3-acetic acid With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 1h; Cooling with acetone-dry ice; Stage #2: benzyl chloroformate In tetrahydrofuran at -78℃; for 1h; Cooling with acetone-dry ice; Stage #3: With hydrogenchloride In tetrahydrofuran; water	98%
Stage #1: indole-3-acetic acid With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 1h; Stage #2: benzyl chloroformate In tetrahydrofuran at -78℃; for 2h;	90%
Stage #1: indole-3-acetic acid With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.5h; Stage #2: benzyl chloroformate In tetrahydrofuran at -78℃; for 1h;	86%
With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 1h;	73%
With n-butyllithium In tetrahydrofuran; hexane 1.) -45 deg C, 5 min, 2.) -45 to -5 deg C, 2 h;	69%

: 87-51-4
indole-3-acetic acid

: 555-16-8
4-nitrobenzaldehdye

: {2-[(3-carboxymethyl-1H-indol-2-yl)-(4-nitro-phenyl)-methyl]-1H-indol-3-yl}-acetic acid

Conditions

Conditions	Yield
With iodine In acetonitrile at 20℃;	98%

: 695214-55-2
(4-aminomethyl-1-phenyl-cyclohexyl)-dimethyl-amine

: 87-51-4
indole-3-acetic acid

: N-(4-dimethylamino-4-phenylcyclohexylmethyl)-2-(1H-indol-3-yl)acetamide

Conditions

Conditions	Yield
Stage #1: (4-aminomethyl-1-phenyl-cyclohexyl)-dimethyl-amine; indole-3-acetic acid With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride In methanol at 20℃; for 24h; Stage #2: With hydrogenchloride In water Stage #3: With sodium hydroxide In water pH=11;	98%

: 87-51-4
indole-3-acetic acid

: 4292-19-7
1-Iodododecane

: 1041403-72-8
C22H33NO2

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide	98%

: 947-91-1
Diphenylacetaldehyde

: 87-51-4
indole-3-acetic acid

: 1167437-76-4
2-(1-(2,2-diphenylvinyl)-1H-indol-3-yl)acetic acid

Conditions

Conditions	Yield
Stage #1: Diphenylacetaldehyde; indole-3-acetic acid With trifluoroacetic acid In acetonitrile at 140℃; for 1h; Inert atmosphere; Microwave irradiation; Stage #2: With sodium hydrogencarbonate In water; ethyl acetate; acetonitrile	98%

: 87-51-4
indole-3-acetic acid

: C20H18O3

: C30H25NO4

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 24h;	98%

: 87-51-4
indole-3-acetic acid

: 123-38-6
propionaldehyde

: 1,1-bis-(3-carboxymethyl-1H-indol-2-yl)-propane

Conditions

Conditions	Yield
With HMTAB In acetonitrile at 20℃; for 0.0333333h;	97%

: 123-75-1
pyrrolidine

: 87-51-4
indole-3-acetic acid

: 2-(1H-indol-3-yl)-1-(pyrrolidin-1-yl)ethanone

Conditions

Conditions	Yield
Stage #1: indole-3-acetic acid With diisopropyl-carbodiimide In tetrahydrofuran; dichloromethane at 20℃; for 1h; Inert atmosphere; Stage #2: pyrrolidine In tetrahydrofuran; dichloromethane at 20℃; for 3h; Inert atmosphere;	97%

: 87-51-4
indole-3-acetic acid

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: N-(2-benzo[1,3]dioxol-5-ylethyl)-2-(1H-indol-3-yl)acetamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃;	97%

: 87-51-4
indole-3-acetic acid

: 100-44-7
benzyl chloride

: 57115-38-5
α-(phenylmethyl)indole-3-acetic acid

Conditions

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran; cyclohexane 1.) -5 deg C, 2 h, 2.) room temperature, 18 h;	96%
With lithium diisopropyl amide In tetrahydrofuran; cyclohexane; water; toluene
Stage #1: indole-3-acetic acid With lithium diisopropyl amide In tetrahydrofuran; hexane at -10℃; for 2h; Inert atmosphere; Stage #2: benzyl chloride In tetrahydrofuran; hexane at -10 - 20℃; for 16h;

: 919106-78-8
6-hydroxymethyl-2,3,4,7-tetrahydro-azepine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester

: 87-51-4
indole-3-acetic acid

: 919106-79-9
6-(2-1H-indol-3-yl-acetoxymethyl)-2,3,4,7-tetrahydro-azepine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In tetrahydrofuran; dichloromethane at 20℃; for 6h;	96%

: 87-51-4
indole-3-acetic acid

: 13987-61-6
N-methylene-tert-butylamine

: 762-21-0
acetylenedicarboxylic acid diethyl ester

: 2-tert-butylamino-5-{tert-butyl-[(2,3-dihydro-1H-indol-3-yl)-acetyl]-amino}-furan-3,4-dicarboxylic acid diethyl ester

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 48h;	96%

...Expand

: 87-51-4
indole-3-acetic acid

: 100-39-0
benzyl bromide

: 54396-40-6
benzyl 2-(3-indolyl)acetate

Conditions

Conditions	Yield
With caesium carbonate In acetonitrile	96%

: 1-((N,O-dimethylhydroxylamino)carbonyl)-1H-imidazole

: 87-51-4
indole-3-acetic acid

: 132922-37-3
2-(1H-indol-3-yl)-N-methoxy-N-methyl-acetamide

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 24h; Inert atmosphere; Sealed vial; chemoselective reaction;	96%

: 19213-72-0
ethyl 1-imidazolecarboxylate

: 87-51-4
indole-3-acetic acid

: 1401453-56-2
ethyl (1H-indole-1-carboxylate)-3-acetic acid

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃; Inert atmosphere; chemoselective reaction;	96%

: 87-51-4
indole-3-acetic acid

: 2216-51-5
(-)-menthol

: 1403234-56-9
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-(1H-indol-3-yl)acetate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid for 4h; Reflux;	96%

: 87-51-4
indole-3-acetic acid

: 75-03-6
ethyl iodide

: 58690-18-9
2-(1-ethyl-1H-indol-3-yl)acetic acid

Conditions

Conditions	Yield
Stage #1: indole-3-acetic acid With sodium hydride In tetrahydrofuran; paraffin oil at 0℃; for 0.5h; Inert atmosphere; Stage #2: ethyl iodide In tetrahydrofuran; paraffin oil at 0 - 20℃;	95.4%
Stage #1: indole-3-acetic acid With sodium hydride In tetrahydrofuran; paraffin oil at 0℃; for 0.5h; Inert atmosphere; Stage #2: ethyl iodide In tetrahydrofuran; paraffin oil at 20℃; Inert atmosphere;	95%
Stage #1: indole-3-acetic acid With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Stage #2: ethyl iodide In tetrahydrofuran; mineral oil at 0 - 20℃;	95%

: 87-51-4
indole-3-acetic acid

: 57260-73-8
N-BOC-1,2-diaminoethane

: tert-butyl (2-(2-(1H-indol-3-yl)acetamido)ethyl)carbamate

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 12h;	95.2%

Indole-3-acetic acid Consensus Reports

Reported in EPA TSCA Inventory.

Indole-3-acetic acid Specification

The Indole-3-acetic acid, with the CAS registry number 87-51-4, is also known as 3-Indolylacetic acid. It belongs to the product categories of Indole derivative; Indoles and derivatives; Carboxylic Acids; Pyrroles & Indoles; Indole; Organic acids; API intermediates; Indoles; Auxins; Biochemistry; Plant Growth Regulators; Simple Indoles; Plant Hormones; Carboxylic Acids; Heterocycles. Its EINECS number is 201-748-2. This chemical's molecular formula is C₁₀H₉NO₂ and molecular weight is 175.19. What's more, its systematic name is 1H-Indol-3-ylacetic acid. Its classification codes are: (1)Agricultural Chemical; (2)Growth Substances; (3)Growth regulator / Fertilizer; (4)Mutation data; (5)Plant growth regulators; (6)Reproductive Effect; (7)Tumor data. This chemical should be sealed and stored in a cool and dry place. It is the most common, naturally-occurring, plant hormone of the auxin class. It is the best known of the auxins, and has been the subject of extensive studies by plant physiologists.

Physical properties of Indole-3-acetic acid are: (1)ACD/LogP: 1.526; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.48; (4)ACD/LogD (pH 7.4): -1.32; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 14.45; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 53.09 Å²; (13)Index of Refraction: 1.694; (14)Molar Refractivity: 49.642 cm³; (15)Molar Volume: 129.315 cm³; (16)Polarizability: 19.68×10^-24cm³; (17)Surface Tension: 66.4 dyne/cm; (18)Density: 1.355 g/cm³; (19)Flash Point: 204.803 °C; (20)Enthalpy of Vaporization: 70.436 kJ/mol; (21)Boiling Point: 415.03 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Preparation: this chemical can be prepared by 3-indol-3-yl-2-oxo-propionic acid at the ambient temperature. This reaction will need reagent sodium perborate tetrahydrate and solvent H₂O with the reaction time of 48 hours. The yield is about 71%.

Indole-3-acetic acid can be prepared by 3-indol-3-yl-2-oxo-propionic acid at the ambient temperature

Uses of Indole-3-acetic acid: it can be used to produce indol-3-yl-acetyl chloride at the temperature of 0 °C. It will need reagent PCl₅ and solvent diethyl ether with the reaction time of 1 hour. The yield is about 72%.

Indole-3-acetic acid can be used to produce indol-3-yl-acetyl chloride at the temperature of 0 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. You should not breathe dust. When using it, you must avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)Cc2c1ccccc1nc2
(2)Std. InChI: InChI=1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13)
(3)Std. InChIKey: SEOVTRFCIGRIMH-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	150mg/kg (150mg/kg)		National Technical Information Service. Vol. AD691-490,
rat	LD	oral	> 500mg/kg (500mg/kg)		National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 7, 1953.

Product Name

Indole-3-acetic acid

Synthetic route

Indole-3-acetic acid Consensus Reports

Indole-3-acetic acid Specification

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