2-(Benzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(Benzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 519054-55-8
• Molecular Formula: C14H17BO3
• Molecular Weight: 244.098
• Hs Code.: 2934999090
• European Community (EC) Number: 695-896-9
• DSSTox Substance ID: DTXSID50383572
• Wikidata: Q82175352
• Mol file: 519054-55-8.mol

Synonyms:519054-55-8;2-(benzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-benzofuran;Benzofuran-5-boronic acid pinacol ester;2-(1-benzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;MFCD04115374;Benzofuran, 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-;Benzo[b]furan-5-boronic acid, pinacol ester;5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuran;SCHEMBL10148;AMY1113;DTXSID50383572;ZQCCCOMKYKVFFN-UHFFFAOYSA-N;BENZOFURAN-5-BORONIC ACID PIN;AKOS015918450;AB19948;CS-W003183;DS-13786;SY026626;B5823;FT-0619633;EN300-190609;BENZOFURAN-5-YLBORONIC ACID PINACOL ESTER;A850022;J-506227;Z1924727211;5-(4,4,5,5-tetramethyl-1,3-dioxaborolan-2-yl)-1-benzofuran;2-(benzo[b]furan-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZO[B]FURAN,5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1-BENZOFURAN

Chemical Property of 2-(Benzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• Vapor Pressure: 0.000174mmHg at 25°C
• Melting Point: 72 °C
• Refractive Index: 1.54
• Boiling Point: 340°C at 760 mmHg
• Flash Point: 159.4°C
• PSA: 31.60000
• Density: 1.1g/cm³
• LogP: 2.73200
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 244.1270746
• Heavy Atom Count: 18
• Complexity: 313

Purity/Quality:

97% ^*data from raw suppliers

Benzofuran-5-boronicacidpinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC3=C(C=C2)OC=C3

Technology Process of 2-(Benzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 6 articles about 2-(Benzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + 2,3-dihydro-1-benzofuran-5-ylboronic acid (331834-13-0) → 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-benzofuran (519054-55-8)

Guidance literature:

In pentane; at 0 - 20 ℃; for 3h;

DOI:10.1021/jacs.7b10519

Reference yield: 94.0%

5-bromobenzofuran (23145-07-5) + bis(pinacol)diborane (73183-34-3) → 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-benzofuran (519054-55-8)

Guidance literature:

With C₅₄H₄₄NO₂PPdS; potassium acetate; In 2-methyltetrahydrofuran; at 90 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.9b02414

Reference yield: 53.0%

→ 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-benzofuran (519054-55-8)

Guidance literature:

With p-phenylpyridine; potassium methanolate; In tert-butyl methyl ether; at 85 ℃; for 12h;

upstream raw materials:

2,3-dimethyl-2,3-butane diol

2,3-dihydro-1-benzofuran-5-ylboronic acid

5-bromobenzofuran

bis(pinacol)diborane

Downstream raw materials:

2‐(2,3‐dihydro‐1‐benzofuran‐5‐yl)‐4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolane

N-[4-(1-benzofuran-5-yl)-2-fluorophenyl]-2-[(3S)-1-cyclopropylcarbonyl-3-pyrrolidinyl]-N-methylacetamide

N-[4-(1-benzofuran-5-yl)phenyl]-2-[(3S)-1-cyclopropylcarbonyl-3-pyrrolidinyl]-N-methylacetamide

4-(1-benzofuran-5-yl)-N-{[(3R)-1-cyclopropylcarbonyl-3-pyrrolidinyl]methyl}-N-(phenylmethyl)benzamide