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133-32-4

Basic Information
CAS No.: 133-32-4
Name: 3-Indolebutyric acid
Article Data: 23
Cas Database
Molecular Structure:
Molecular Structure of 133-32-4 (3-Indolebutyric acid)
Formula: C12H13NO2
Molecular Weight: 203.241
Synonyms: 3-IndolybutYHic acid;4-(1H-indol-3-yl)butanoic acid;beta-indolebutyricacid;4-indolylbutyric acid;4-(3-Indolyl)butyric acid (4-(3-Indolyl)butanoic acid;4-(indolyl)-butyricaci;3-indolyl-gamma-butyricacid;4-(indol-3-yl)butyricacid;3-Indolebutyricacid;3-INDOLEBUTYVIC ACID;gamma-(indol-3-yl)butyricacid;1h-indole-3-butanoicacid;4-(3-INDOLYL)BUTYRIC ACID;4-(3-INDOLE)-BUTYRIC ACID;4-(1H-Indol-3-yl)butanoic acid;3-Indolybutyric acid;4-(1H-indol-3-yl)butyric acid;1H-indole-3-butanoic acid;Indole-3-butyric acid;4-(3-Indolyl)butyric acid;3-Indolebutyric Acid(Iba);3-Indolebutyric acid;1H-INDOLE-3-BUTYRICACID;INDOLE 3 BUTYRIC ACID;3-INDOLBUTYRIC ACID;INDOLEBUTYRIC ACID;3-IODOLEBUTYRIC ACID;4-(3-INDOLE)BUTYRIC ACID;3-Indolebutyric Acid;Indole-3-butyric Acid;4-(3-Indolyl)-butyric acid;3-METHYL-2-PHENYLPYRIDINE;3-INDOLE BUTYRIC ACID;gamma-(3-indolyl)butyricacid;4-indol-3-ylbutanoic acid;IBA;4-(3-Indolyl)butanoic acid;
EINECS: 205-101-5
Density: 1.252 g/cm3
Melting Point: 124-125.5 °C(lit.)
Boiling Point: 426.562 °C at 760 mmHg
Flash Point: 211.777 °C
Solubility: Hard soluble in water. Soluble in benzene and other organic solvents.
Appearance: white to light yellow crystalline powder
Hazard Symbols: ToxicT,IrritantXi
Risk Codes: 25-36/37/38
Safety: 26-45-38-36/37/39-28A
Transport Information: UN 2811 6.1/PG 3
PSA: 53.09000
LogP: 2.57520
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Specification

The 3-Indolebutyric acid, with the CAS registry number 133-32-4, is also known as 4-(Indol-3-yl)butyric acid. It belongs to the product categories of Indole derivative; Fatty & Aliphatic Acids, Esters, Alcohols & Derivatives; Carboxylic Acids; Pyrroles & Indoles; Indole; Organic acids; Auxins; Biochemistry; Indoles; Plant Growth Regulators; Simple Indoles; Plant Hormones; Carboxylic Acids; Heterocycles. Its EINECS number is 205-101-5. This chemical's molecular formula is C12H13NO2 and molecular weight is 203.24. What's more, its systematic name is 4-(1H-Indol-3-yl)butanoic acid. Its classification codes are: (1)Agricultural Chemical; (2)Growth regulator / Fertilizer; (3)Mutation data. This chemical is used to stimulate root formation of plant clippings. It is suitable for plant cell culture tested. This substance is a plant hormone in the auxin family and is an ingredient in many commercial horticultural plant rooting products.3-Indolebutyric acidcan be prepared by benzpyrole and γ-butyrolactone at the backflow temperature. This reaction will need reagent tetrahydronaphthalene.

Physical properties of 3-Indolebutyric acid are:
(1)ACD/LogP: 2.211; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.48; (4)ACD/LogD (pH 7.4): -0.31; (5)ACD/BCF (pH 5.5): 5.25; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 70.77; (8)ACD/KOC (pH 7.4): 1.16; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 53.09 Å2; (13)Index of Refraction: 1.646; (14)Molar Refractivity: 58.908 cm3; (15)Molar Volume: 162.328 cm3; (16)Polarizability: 23.353×10-24cm3; (17)Surface Tension: 58.36 dyne/cm; (18)Density: 1.252 g/cm3; (19)Flash Point: 211.777 °C; (20)Enthalpy of Vaporization: 71.83 kJ/mol; (21)Boiling Point: 426.562 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Uses of 3-Indolebutyric acid:
it can be used to produce 4-(2,3-Dihydro-indolyl-(3))-buttersaeure. It will need reagent bis(trifluoroacetoxy)borane-THF and solvents tetrahydrofuran, trifluoroacetic acid. The yield is about 85%.

When you are using 3-Indolebutyric acid, please be cautious about it as the following:
This chemcial is irritating to eyes, respiratory system and skin. In case of insufficient ventilation, you should wear suitable respiratory equipment. It is toxic if swallowed. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you must seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)CCCc2c1ccccc1nc2
(2)Std. InChI: InChI=1S/C12H13NO2/c14-12(15)7-3-4-9-8-13-11-6-2-1-5-10(9)11/h1-2,5-6,8,13H,3-4,7H2,(H,14,15)
(3)Std. InChIKey: JTEDVYBZBROSJT-UHFFFAOYSA-N

The toxicity data of 3-Indolebutyric acid is as follows:  

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 100mg/kg (100mg/kg)   "Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc of Chemistry, 1983-86Vol. A231, Pg. 1983,
mouse LD50 oral 100mg/kg (100mg/kg)   "Agricultural Chemicals," Thomson, W.T., 4 vols., Fresno, CA, Thomson Publications, 1976/77 revisionVol. 3, Pg. 76, 1976/1977.
rat LD oral > 500mg/kg (500mg/kg)   National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 7, 1953.