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144104-59-6

Basic Information
CAS No.: 144104-59-6
Name: 5-Indolylboronic acid
Article Data: 11
Molecular Structure:
Molecular Structure of 144104-59-6 (5-Indolylboronic acid)
Formula: C8H8BNO2
Molecular Weight: 160.968
Synonyms: Boronicacid, 1H-indol-5-yl- (9CI);1H-Indol-5-ylboronic acid;1H-Indole-5-boronicacid;Indole-5-boronic acid;1H-indol-5-ylboronic acid;Acide 1H-indol-5-ylboronique;Boronic acid, B-1H-indol-5-yl-;
Density: 1.33 g/cm3
Melting Point: 170-175 °C
Boiling Point: 433.2 °C at 760 mmHg
Flash Point: 215.8 °C
Appearance: White to light yellow crystal powder
Hazard Symbols: HarmfulXn,IrritantXi
Risk Codes: 21/22-36/37/38
Safety: 26-36/37/39
PSA: 56.25000
LogP: -0.15230
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Specification

The 5-Indolylboronic acid, with the CAS registry number 144104-59-6, has the systematic name of 1H-indol-5-ylboronic acid. It is a kind of white to light yellow crystal powder, and belongs to the following product categories: Blocks; Boronic Acids; Indoles Oxindoles; Indoles and derivatives; Heterocyclic Compounds; Indole; Organoborons. It is a kind of air sensitive chemical, and should be  sealed and stored under 4°C. And the molecular formula of this chemical is C8H8BNO2. What's more, it is usually used as medicine intermediate.

The physical properties of 5-Indolylboronic acid are as followings: (1)ACD/LogP: 1.51; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.51; (4)ACD/LogD (pH 7.4): 1.5; (5)ACD/BCF (pH 5.5): 8.32; (6)ACD/BCF (pH 7.4): 8.04; (7)ACD/KOC (pH 5.5): 158.53; (8)ACD/KOC (pH 7.4): 153.23; (9)#H bond acceptors: 3; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 23.39 Å2; (13)Index of Refraction: 1.662; (14)Molar Refractivity: 44.77 cm3; (15)Molar Volume: 120.9 cm3; (16)Polarizability: 17.74×10-24cm3; (17)Surface Tension: 60.9 dyne/cm; (18)Density: 1.33 g/cm3; (19)Flash Point: 215.8 °C; (20)Enthalpy of Vaporization: 72.64 kJ/mol; (21)Boiling Point: 433.2 °C at 760 mmHg; (22)Vapour Pressure: 2.83E-08 mmHg at 25°C.

Uses of 5-Indolylboronic acid: It can react with 2-bromo-furan to produce 5-(2-furyl)indole. This reaction will need reagents tetrakis(triphenylphosphine)palladium(0) and aq. NaHCO3, and the solvent 1,2-dimethoxy-ethane. The reaction time is 4 hours with heating, and the yield is about 82%. 

5-Indolylboronic acid can react with 2-bromo-furan to produce 5-(2-furyl)indole

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin, and it is also harmful in contact with skin and if swallowed. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: OB(O)c1cc2c(cc1)ncc2
(2)InChI: InChI=1/C8H8BNO2/c11-9(12)7-1-2-8-6(5-7)3-4-10-8/h1-5,10-12H
(3)InChIKey: VHADYSUJZAPXOW-UHFFFAOYAC