2-Methylindole-3-acetic acid supplier

Name
2-METHYLINDOLE-3-ACETIC ACID
EINECS -0
CAS No. 1912-43-2
Article Data28
CAS DataBase
Density 1.3 g/cm³
Solubility
Melting Point 205 °C (dec.)(lit.)
Formula C₁₁H₁₁NO₂
Boiling Point 418.158 °C at 760 mmHg
Molecular Weight 189.214
Flash Point 206.695 °C
Transport Information
Appearance
Safety 22-24/25
Risk Codes
Molecular Structure
Hazard Symbols Xi
Synonyms (2-Methyl-1H-indol-3-yl)acetic acid;Indole-3-aceticacid, 2-methyl- (6CI,7CI,8CI);2-(2-Methyl-1H-indol-3-yl)acetic acid;2-Methyl-1H-indole-3-acetic acid;2-Methyl-3-indolylacetic acid;
PSA 53.09000
LogP 2.10340

Synthetic route

: 588-60-3
Levulinic acid phenylhydrazone

: 1912-43-2
2-methyl-3-indoleacetic acid

Conditions

Conditions	Yield
With hydrogenchloride; acetic acid for 4h; Heating;	87%
With zinc(II) chloride at 125℃;
With methanol; sulfuric acid

: 123-76-2
levulinic acid

: 100-63-0
phenylhydrazine

: 1912-43-2
2-methyl-3-indoleacetic acid

Conditions

Conditions	Yield
With acetic acid for 4h; Reflux;	78%

: 623-73-4
diazoacetic acid ethyl ester

: 95-20-5
2-methyl-1H-indole

: 1912-43-2
2-methyl-3-indoleacetic acid

Conditions

Conditions	Yield
at 200℃; Verseifen des entstandenen Aethylesters mit Kalilauge;

: 95-20-5
2-methyl-1H-indole

: 50-00-0
formaldehyd

: 1912-43-2
2-methyl-3-indoleacetic acid

Conditions

Conditions	Yield
With potassium cyanide; ethanol
With potassium cyanide; ethanol

: 21909-49-9
ethyl (2-methylindol-3-yl)acetate

: 1912-43-2
2-methyl-3-indoleacetic acid

Conditions

Conditions	Yield
With potassium hydroxide
With water; sodium hydroxide for 21h; Reflux;	2.74 g

: 4071-16-3
2-(2-methyl-1H-indol-3-yl)acetonitrile

: 1912-43-2
2-methyl-3-indoleacetic acid

Conditions

Conditions	Yield
With potassium hydroxide

: 37125-92-1
2-methylgramine

: 143-33-9
sodium cyanide

: 1912-43-2
2-methyl-3-indoleacetic acid

Conditions

Conditions	Yield
With ethanol

: 4,4'-(2,3-diphenyl-tetrazanediylidene)-di-valeric acid bis-(N'-phenyl-hydrazide)

: 1912-43-2
2-methyl-3-indoleacetic acid

Conditions

Conditions	Yield
With hydrogenchloride; ethanol

: 3397-38-4
Ethyl 4-Phenylhydrazonopentanoate

: 1912-43-2
2-methyl-3-indoleacetic acid

Conditions

Conditions	Yield
With zinc(II) chloride at 140℃; Behandeln des entstandenen Aethylesters mit alkoh. Kalilauge;
With boron trifluoride diethyl etherate at 125℃; Erwaermen des Reaktionsprodukts mit wss. NaOH;

: 5416-80-8
2-methyl-1H-indole-3-carbaldehyde

: 33577-16-1
methyl methylsulfinylmethyl sulfide

: 1912-43-2
2-methyl-3-indoleacetic acid

Conditions

Conditions	Yield
With hydrogenchloride; N-benzyl-trimethylammonium hydroxide 1.) THF, reflux, 10 h, 2.) aq. ethanol, room temp., 1 h; Multistep reaction;

: C18H17N3O4S

: 1912-43-2
2-methyl-3-indoleacetic acid

Conditions

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

: 105-36-2
ethyl bromoacetate

1-acetyl-2-methyl-indolin-3-one: 1-acetyl-2-methyl-indolin-3-one

: 1912-43-2
2-methyl-3-indoleacetic acid

Conditions

Conditions	Yield
ueber zwei Stufen;

: 95-20-5
2-methyl-1H-indole

water: water

: 1912-43-2
2-methyl-3-indoleacetic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: diethyl ether / 0.33 h / 0 °C 2: sat. aq. NaHCO3 / diethyl ether / 0.5 h / Heating 3: methanol / 8 h / Heating 4: NaBH4 / tetrahydrofuran / 10 h / Heating View Scheme

: 22980-10-5
(2-methyl-3-indolyl)glyoxyloyl chloride

: 1912-43-2
2-methyl-3-indoleacetic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sat. aq. NaHCO3 / diethyl ether / 0.5 h / Heating 2: methanol / 8 h / Heating 3: NaBH4 / tetrahydrofuran / 10 h / Heating View Scheme

: 62454-47-1
(2-methyl-indol-3-yl)-glyoxylic acid

: 1912-43-2
2-methyl-3-indoleacetic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: methanol / 8 h / Heating 2: NaBH4 / tetrahydrofuran / 10 h / Heating View Scheme

: 95-20-5
2-methyl-1H-indole

: 1912-43-2
2-methyl-3-indoleacetic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous acetic acid 2: aqueous ethanol View Scheme
Multi-step reaction with 2 steps 1: ethyl magnesium iodide; diethyl ether / Behandeln der Reaktionsloesung mit Chloracetonitril 2: aqueous KOH View Scheme

: 123-76-2
levulinic acid

: 1912-43-2
2-methyl-3-indoleacetic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ethanol; concentrated H2SO4 2: methanol. KOH View Scheme
Multi-step reaction with 2 steps 1: sulfuric acid / ethanol / 24 h / Reflux 2: sodium hydroxide; water / 21 h / Reflux View Scheme

: 539-88-8
4-oxopentanoic acid ethyl ester

: 1912-43-2
2-methyl-3-indoleacetic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: diethyl ether 2: zinc chloride / 140 °C / Behandeln des entstandenen Aethylesters mit alkoh. Kalilauge View Scheme

: 23228-67-3
4-phenylhydrazono-valeric acid-(N'-phenyl-hydrazide)

: 1912-43-2
2-methyl-3-indoleacetic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: yellow mercury oxide; alcohol 2: fuming hydrochloric acid; alcohol View Scheme

: 59-88-1
phenylhydrazine hydrochloride

: 123-76-2
levulinic acid

: 1912-43-2
2-methyl-3-indoleacetic acid

Conditions

Conditions	Yield
Fischer indole synthesis;

: 100-63-0
phenylhydrazine

: 1912-43-2
2-methyl-3-indoleacetic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid / ethanol / 24 h / Reflux 2: sodium hydroxide; water / 21 h / Reflux View Scheme

: 1912-43-2
2-methyl-3-indoleacetic acid

: 64-17-5
ethanol

: 21909-49-9
ethyl (2-methylindol-3-yl)acetate

Conditions

Conditions	Yield
With hydrogenchloride	98%
With hydrogenchloride In ethanol	98%
With sulfuric acid for 1h; Heating;

: 1912-43-2
2-methyl-3-indoleacetic acid

: 501-53-1
benzyl chloroformate

: 924635-06-3
2-(1-(benzyloxycarbonyl)-2-methyl-1H-indol-3-yl)acetic acid

Conditions

Conditions	Yield
Stage #1: 2-methyl-3-indoleacetic acid With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.5h; Stage #2: benzyl chloroformate In tetrahydrofuran at -78℃; for 1h;	98%

: 1912-43-2
2-methyl-3-indoleacetic acid

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

: N-methoxy-N-methyl-2-(2-methyl-1H-indol- 3-yl)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;	98%
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℃;
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℃;
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;

: 67-56-1
methanol

: 1912-43-2
2-methyl-3-indoleacetic acid

: 78564-10-0
methyl 2-(2-methyl-1H-indol-3-yl)acetate

Conditions

Conditions	Yield
With methanesulfonic acid for 24h;	97%
With hydrogenchloride at 70℃; for 4h;	90.7%
With hydrogenchloride In water at 70℃; for 4h;	90.7%

: 1912-43-2
2-methyl-3-indoleacetic acid

: 78564-10-0
methyl 2-(2-methyl-1H-indol-3-yl)acetate

Conditions

Conditions	Yield
With methanesulfonic acid In methanol; ethyl acetate	97%

: 1912-43-2
2-methyl-3-indoleacetic acid

: 1189152-80-4
(E)-3-((S)-4-pyrrolidin-2-yl-phenyl)-acrylic acid methyl ester hydrochloride

: 1189153-37-4
(E)-3-(4-{(S)-1-[2-(2-methyl-1H-indol-3-yl)-acetyl]-pyrrolidin-2-yl}-phenyl)-acrylic acid methyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide for 16h;	93%

: 1912-43-2
2-methyl-3-indoleacetic acid

: N-(3,5-dimethyl-1-phenyl-1H-pyrazol-4-yl)-2-hydroxyacetamide

: 2-((3,5-dimethyl-1-phenyl-1H-pyrazol-4-yl)amino)-2-oxoethyl 2-(2-methyl-1H-indol-3-yl)acetate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 18h;	93%

: 1912-43-2
2-methyl-3-indoleacetic acid

: 30379-58-9
benzyl glycolate

: benzyl 2-(2-(2-methyl-1H-indol-3-yl)acetoxy)acetate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 3h;	91%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h;	88%

: 1912-43-2
2-methyl-3-indoleacetic acid

: 18162-48-6
tert-butyldimethylsilyl chloride

: C17H27NOSi

Conditions

Conditions	Yield
Stage #1: 2-methyl-3-indoleacetic acid With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; Stage #2: tert-butyldimethylsilyl chloride With 1H-imidazole In dichloromethane at 20℃;	90%

: 1912-43-2
2-methyl-3-indoleacetic acid

: 496-72-0
4-methyl-1,2-diaminobenzene

: 5-methyl-2-((2-methyl-1H-indole-3-yl)methyl)-1H-benzimidazole

Conditions

Conditions	Yield
With polyphosphoric acid In ethylene glycol Reflux;	87%

: 1912-43-2
2-methyl-3-indoleacetic acid

: 95-54-5
1,2-diamino-benzene

: 41278-00-6
2-((2-methyl-1H-indole-3-yl)methyl)-1H-benzimidazole

Conditions

Conditions	Yield
With polyphosphoric acid In ethylene glycol Reflux;	86%

: 1912-43-2
2-methyl-3-indoleacetic acid

: (3aS,8aR)-3a-hydroxy-8a-methyl-3,3a,8,8a-tetrahydro-2H-furo[2,3-b]indol-2-one

Conditions

Conditions	Yield
With oxygen; Fre protein of Escherichia coli; TsrE protein of Escherichia coli; NADPH; flavin adenine dinucleotide In aq. buffer at 20℃; for 0.5h; pH=7.5; Kinetics; Catalytic behavior; Reagent/catalyst; Enzymatic reaction; enantioselective reaction;	84%

: 1912-43-2
2-methyl-3-indoleacetic acid

: 54765-13-8
2-(2-methyl-1H-indol-3-yl)acetaldehyde

Conditions

Conditions	Yield
With diisobutylaluminium hydride at -78℃;	83.9%
Multi-step reaction with 2 steps 1: 5percent H2SO4 / 1 h / Ambient temperature 2: 83.9 percent / 25percent DIBAL / CH2Cl2; 1,2-dimethoxy-ethane; toluene / 1 h / -78 °C View Scheme

: 1912-43-2
2-methyl-3-indoleacetic acid

: 37466-90-3
ethyl 3,4-diaminobenzoate

: C20H19N3O2

Conditions

Conditions	Yield
With polyphosphoric acid In ethylene glycol Reflux;	83%

: 1912-43-2
2-methyl-3-indoleacetic acid

: (R)-2-amino-N-methyl-N,3-diphenylpropanamide 2,2,2-trifluoroacetate

: (R)-N-methyl-2-(2-(2-methyl-1H-indol-3-yl)-acetamido)-N,3-diphenylpropanamide

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 at 0℃; for 0.5h;	82%

: 1912-43-2
2-methyl-3-indoleacetic acid

: 824-79-3
sodium 4-methylbenzenesulfinate

: 3-p-toluenesulfonylmethyl-2-methyl-1H-indole

Conditions

Conditions	Yield
With copper(II) acetate monohydrate In N,N-dimethyl-formamide at 115℃; for 6h; Schlenk technique; Inert atmosphere; regioselective reaction;	81%

: 1912-43-2
2-methyl-3-indoleacetic acid

: 100-46-9
benzylamine

: 1241355-28-1
N-benzyl-2-(2-methyl-1H-indol-3-yl)acetamide

Conditions

Conditions	Yield
Stage #1: 2-methyl-3-indoleacetic acid With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 23℃; for 0.333333h; Stage #2: benzylamine In dichloromethane at 23℃; for 18h;	80%

: 1912-43-2
2-methyl-3-indoleacetic acid

: (S)-2-amino-N-methyl-N,3-diphenylpropanamide 2,2,2-trifluoroacetate

: 1352879-65-2
(S)-N-methyl-2-(2-(2-methyl-1H-indol-3-yl)-acetamido)-N,3-diphenylpropanamide

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 at 0℃; for 1h;	80%
Stage #1: 2-methyl-3-indoleacetic acid With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #2: (S)-2-amino-N-methyl-N,3-diphenylpropanamide 2,2,2-trifluoroacetate In N,N-dimethyl-formamide at 20℃;

: 1912-43-2
2-methyl-3-indoleacetic acid

: 518-28-5
podofilox

: C33H31NO9

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	79%

: 74-96-4
ethyl bromide

: 1912-43-2
2-methyl-3-indoleacetic acid

: C13H15NO2

Conditions

Conditions	Yield
Stage #1: 2-methyl-3-indoleacetic acid With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: ethyl bromide In N,N-dimethyl-formamide	79%

: 1912-43-2
2-methyl-3-indoleacetic acid

: 24036-91-7
19-nor-Δ1,3,5(10)-22α-spirostatriene-3-ol

: (22R,25R)-3β-(2-methyl-1H-indole-3-acetic carboxylate)-1,3,5(10)-trien-20α-spirostan

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 3h; Inert atmosphere;	74%

: 1912-43-2
2-methyl-3-indoleacetic acid

: 74-88-4
methyl iodide

: 78564-10-0
methyl 2-(2-methyl-1H-indol-3-yl)acetate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide for 10h; Ambient temperature;	73%

: 1912-43-2
2-methyl-3-indoleacetic acid

: 75-26-3
isopropyl bromide

: C14H17NO2

Conditions

Conditions	Yield
Stage #1: 2-methyl-3-indoleacetic acid With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: isopropyl bromide In N,N-dimethyl-formamide	72%

: 1912-43-2
2-methyl-3-indoleacetic acid

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 88114-69-6
2-<1-(3-Oxo-1-butenyl)-2-methyl-3-indolyl>essigsaeure

Conditions

Conditions	Yield
With hydrogenchloride	70%

: 1912-43-2
2-methyl-3-indoleacetic acid

: C18H22N4O2

: C29H31N5O3

Conditions

Conditions	Yield
With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 60℃;	69%

: 1912-43-2
2-methyl-3-indoleacetic acid

: 517-89-5
shikonin

: 1397292-76-0
(R)-1-(5,8-dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-enyl 2-(2-methyl-1H-indol-3-yl)acetate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at -10 - 0℃; for 12h; Inert atmosphere;	68%

: 1912-43-2
2-methyl-3-indoleacetic acid

: 51608-60-7
N-(benzylidene)-p-methylbenzenesulfonamide

: 4-methyl-N-(2-(2-methyl-1H-indol-3-yl)-1-phenylethyl)-benzenesulfonamide

Conditions

Conditions	Yield
With dipotassium hydrogenphosphate; Ir(dF(CF3)ppy)2(bpy)PF6 In acetonitrile at 25℃; for 18h; Irradiation;	62%

2-Methylindole-3-acetic acid Chemical Properties

IUPAC Name: 2-(2-Methyl-1H-indol-3-yl)acetic acid
Product Name: 2-Methylindole-3-acetic acid
The MF of 2-(2-Methyl-1H-indol-3-yl)acetic acid (CAS NO.1912-43-2) is C₁₁H₁₁NO₂.

The MW of 2-(2-Methyl-1H-indol-3-yl)acetic acid (CAS NO.1912-43-2) is 189.21.
Synonyms of 2-(2-Methyl-1H-indol-3-yl)acetic acid (CAS NO.1912-43-2): (2-Methyl-1H-indol-3-yl)acetic acid ; 1H-Indole-3-acetic acid, 2-methyl- ; 2-Methyl-3-indoleacetic acid ; 2-Methylindole-3-Acetic Acid ; (2-Methyl-1H-indol-3-yl)-acetic acid
Product Categories: Indoles and derivatives;Imidazol&Benzimidazole;Building Blocks;Heterocyclic Building Blocks;Indoles
Index of Refraction: 1.671
Density: 1.299 g/ml
Flash Point: 206.7 °C
Boiling Point: 418.2 °C
Melting Point: 198-204 °C
BRN: 152701

2-Methylindole-3-acetic acid Uses

2-(2-Methyl-1H-indol-3-yl)acetic acid (CAS NO.1912-43-2) is used as chemical synthesis, fine chemicals, pharmaceutical intermediates.

2-Methylindole-3-acetic acid Safety Profile

Safety information of 2-(2-Methyl-1H-indol-3-yl)acetic acid (CAS NO.1912-43-2):
Hazard Codes Irritant Xi
Safety Statements
22 Do not breathe dust
24/25 Avoid contact with skin and eyes
WGK Germany 3

Product Name

2-METHYLINDOLE-3-ACETIC ACID

Synthetic route

2-Methylindole-3-acetic acid Chemical Properties

2-Methylindole-3-acetic acid Uses

2-Methylindole-3-acetic acid Safety Profile

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