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830-96-6

Basic Information
CAS No.: 830-96-6
Name: 3-Indolepropionic acid
Article Data: 50
Molecular Structure:
Molecular Structure of 830-96-6 (3-Indolepropionic acid)
Formula: C11H11NO2
Molecular Weight: 189.214
Synonyms: Iso-Propyl alcohol;Indole-3-propanoic acid;3-Indolepropanoic acid;3-Indolylpropionic acid;3- Indolylpropionic acid;3-(3-Indolyl)propanoic acid;.beta.-Indole-3-propionic acid;.beta.-Indolepropionic acid;3-(1H-indol-3-yl)propanoate;Indolepropionic acid;beta-(3-Indolyl)propionic acid;3-(Indol-3-yl)propionic acid;3-(1H-indol-3-yl)propanoic acid;IPA (auxin);3-(3-Indolyl)propionic acid;.beta.-Indolylpropionate;beta-Indolylpropionate;1H-Indole-3-proponoic acid;3-(2-Carboxyethyl)-1H-indole;3-(3-Indole)propionic acid;5-22-03-00114 (Beilstein Handbook Reference);1H-Indole-3-propanoic acid;3-Indole propionic acid;
EINECS: 212-600-1
Density: 1.297 g/cm3
Melting Point: 134-135 °C(lit.)
Boiling Point: 417.6 °C at 760 mmHg
Flash Point: 206.4 °C
Solubility: slightly soluble in water
Appearance: pale yellow to yellow crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 11-36-67-36/37/38-22-10
Safety: 7-16-24/25-26-36/37-37/39-22
Transport Information: UN 1987 3/PG 3
PSA: 53.09000
LogP: 2.18510
Synthetic route
109897-76-9

indobinine

830-96-6

Indole-3-propionic acid

Conditions
ConditionsYield
With sodium hydroxide for 0.25h; Heating;95%
85612-35-7

benzyl 3-indole propionate

830-96-6

Indole-3-propionic acid

Conditions
ConditionsYield
With sodium hydroxide; water for 0.25h; Heating;95%
120-72-9

indole

79-10-7

acrylic acid

830-96-6

Indole-3-propionic acid

Conditions
ConditionsYield
With tetraacetyl diborate In acetonitrile at 20℃; Reagent/catalyst; Solvent;89%
With acetic anhydride; acetic acid at 20℃; for 168h;50%
With acetic anhydride In acetic acid at 43 - 50℃; for 50 - 64h; Product distribution / selectivity;
31529-28-9

3-(2-carboxyethyl)-1H-indole-2-carboxylic acid

830-96-6

Indole-3-propionic acid

Conditions
ConditionsYield
at 200℃;85%
at 230℃;
160320-11-6

3-(1-pivaloyl-1H-indol-3-yl)propanoic acid

830-96-6

Indole-3-propionic acid

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran; hexane at 40 - 45℃; for 2h;78%
With n-butyllithium; diisopropylamine In tetrahydrofuran; hexanes at -78 - 45℃; for 2h; Inert atmosphere;78%
149286-96-4

methyl 3-(2-thioxo-3-indolinyl)propanoate

A

830-96-6

Indole-3-propionic acid

B

2,3-dihydro-3-hydroxy-2-thioxo-1H-indole-3-propanoic acid

Conditions
ConditionsYield
With sodium hydroxide In ethanol at 20℃; for 0.416667h;A 35%
B 32%
4414-76-0

1H-indole-3-propiononitrile

830-96-6

Indole-3-propionic acid

120-72-9

indole

57-57-8

β-Propiolactone

830-96-6

Indole-3-propionic acid

Conditions
ConditionsYield
at 120℃;
4361-05-1

indol-3-ylmethyl-malonic acid

830-96-6

Indole-3-propionic acid

10184-94-8

(3-Indolyl)bernsteinsaeure

830-96-6

Indole-3-propionic acid

Conditions
ConditionsYield
at 205℃;
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Specification

The 3-Indolepropionic acid, with the CAS registry number830-96-6, has the IUPAC name of 3-(1H-indol-3-yl)propanoic acid. For being a kind of pale yellow to yellow crystalline powder, it is slightly soluble in water, ethanol, diethyl ether, acetone, benzene, chloroform and soluble in hot water while insoluble in cold water. It has a variety of product categories which include blocks; Carboxes; IndolesOxindoles; indole derivative; Indoles and derivatives; IndoleDerivative; Auxins; Biochemistry; Plant Growth Regulators; Simple Indoles. As to its usage, it is usually applied as the plants grow stimulin.

The physical properties of this chemical are as follows: (1)ACD/LogP: 1.76; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1; (4)ACD/LogD (pH 7.4): -0.79; (5)ACD/BCF (pH 5.5): 2.22; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 37.32; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 31.23; (13)Index of Refraction: 1.666; (14)Molar Refractivity: 54.27 cm3; (15)Molar Volume: 145.8 cm3; (16)Polarizability: 21.51×10-24 cm3; (17)Surface Tension: 61.8 dyne/cm; (18)Density: 1.297 g/cm3; (19)Flash Point: 206.4 °C; (20)Enthalpy of Vaporization: 70.75 kJ/mol; (21)Boiling Point: 417.6 °C at 760 mmHg; (22)Vapour Pressure: 1.01E-07 mmHg at 25°C; (23)Exact Mass: 189.078979; (24)MonoIsotopic Mass: 189.078979; (25)Topological Polar Surface Area: 53.1; (26)Heavy Atom Count: 14; (27)Complexity: 217.

The production method of this chemical: BAPNA have the diazotization reaction with sodium nitrite in the acidic condition, and then react with ethyl cyclopentanone-2-carboxylate to produce α-oxoethyldioic acid phenylhydrazone; Secondly, phenylhydrazone dissolve in the alcohol solution containing 20% sulfuric acid and have the reflux reaction for 4 hours to produce indole-2-carboxylic acid-3-propanoic acid; Thirdly heat it to 225-230℃ for half an hour till its reation finishs, and then dissolve the reactant into the boiling water and filter it after adding active carbon; Next concentrate the colatuie and crystallize and then go through the recrystallization with hot water to obtain this chemical.

When you are dealing with this chemical, you should be much more cautious. For being among the  irritant chemicals, it is irritating to eyes, respiratory system and skin and may cause inflammation to the skin or other mucous membranes. For anther thing, it is highly flammable and its vapours may cause drowsiness and dizziness.

Therefore, you should take the following instructions to protect yourself. Wear suitable protective clothing, gloves and eye/face protection and then avoid contacting with skin and eyes. If in case of contact with eyes, rinse immediately with plenty of water and seek medical advice. When store it, keep the container tightly closed, away from sources of ignition - No smoking. Besides, do not breathe dust.
 
Additionally, you could obtain the molecular structure by converting the following datas:
(1)Canonical SMILES: C1=CC=C2C(=C1)C(=CN2)CCC(=O)O
(2)InChI: InChI=1S/C11H11NO2/c13-11(14)6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6H2,(H,13,14)
(3)InChIKey: GOLXRNDWAUTYKT-UHFFFAOYSA-N 

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo intraperitoneal 100mg/kg (100mg/kg) LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Proceedings of the Society for Experimental Biology and Medicine. Vol. 34, Pg. 138, 1936.

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