1-Pyrenylboronic acid

Base Information

• Chemical Name: 1-Pyrenylboronic acid
• CAS No.: 164461-18-1
• Molecular Formula: C16H11BO2
• Molecular Weight: 246.073
• Hs Code.: 29319090
• European Community (EC) Number: 813-398-3
• DSSTox Substance ID: DTXSID60408164
• Nikkaji Number: J820.184F
• Wikidata: Q72503700
• Mol file: 164461-18-1.mol

Synonyms:1-Pyrenylboronic acid;Pyren-1-ylboronic Acid;164461-18-1;1-Pyreneboronic acid;Pyrene-1-boronic acid;Boronic acid, B-1-pyrenyl-;1-pyrenyl boronic acid;MFCD04974062;1-Pyreneboronic acid (contains varying amounts of Anhydride);Boronic acid, 1-pyrenyl-;(pyren-1-yl)boronic acid;C16H11BO2;pyreneboronic acid;pyren-1-boronic acid;pyren-1-ylboronicacid;SCHEMBL224652;YSSJ01086;DTXSID60408164;MWEKPLLMFXIZOC-UHFFFAOYSA-N;Pyrene-1-boronic acid, >=95.0%;AKOS015840457;AB21450;CS-W010239;FD14070;GS-6482;AM808106;SY022635;FT-0653019;P1625;pyren-1-ylboronic acid;1-Pyreneboronic Acid;A810568;J-010142;J-524083;1-Pyreneboronic Acid, (contains varying amounts of Anhydride)

Chemical Property of 1-Pyrenylboronic acid

Chemical Property:

• Vapor Pressure: 3.36E-11mmHg at 25°C
• Melting Point: 247-251 °C(lit.)
• Refractive Index: 1.804
• Boiling Point: 509.4 °C at 760 mmHg
• PKA: 8.53±0.30(Predicted)
• Flash Point: 261.9 °C
• PSA: 40.46000
• Density: 1.35 g/cm³
• LogP: 2.26380
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 246.0852098
• Heavy Atom Count: 19
• Complexity: 346

Purity/Quality:

99% ^*data from raw suppliers

Pyren-1-ylboronicAcid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C2C=CC3=CC=CC4=C3C2=C(C=C1)C=C4)(O)O
• Uses: It is an important raw material and intermediate used in organic synthesis agrochemical, pharmaceutical and dyestuff field. Also used as a intermediate for organic light-emitting diode(OLED). suzuki reaction

Technology Process of 1-Pyrenylboronic acid

There total 13 articles about 1-Pyrenylboronic acid 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: 100.0%

1-bromopyrene (1714-29-0) → 1-pyrenylboronic acid (164461-18-1)

Guidance literature:

With n-butyllithium; Triisopropyl borate;

DOI:10.1021/tx0200111

Reference yield: 85.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + 1-bromopyrene (1714-29-0) → 1-pyrenylboronic acid (164461-18-1) + 1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene (349666-24-6)

Guidance literature:

1-bromopyrene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

With Triisopropyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 0.5h;

2,3-dimethyl-2,3-butane diol; In diethyl ether; hexane; at 40 ℃; for 0.75h;

DOI:10.1002/1099-0690(200110)2001:20<3819::AID-EJOC3819>3.0.CO;2-W

Reference yield: 85.0%

1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene (349666-24-6) → 1-pyrenylboronic acid (164461-18-1)

Guidance literature:

1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene; With sodium periodate; In tetrahydrofuran; water; at 20 ℃;

With hydrogenchloride; In tetrahydrofuran; water; for 24h;

DOI:10.1039/c6cc03248f

upstream raw materials:

1-bromopyrene

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

Trimethyl borate

oxonium

Downstream raw materials:

2-(1-Pyrenyl)benzaldehyde

1-(2-formyl-4-methoxyphenyl)pyrene

1-(3-bromophenyl)pyrene

1-(3,5-dibromophenyl)pyrene

Refernces

• 1、 Hsu, Chung-Yi,Lin, Hung-Yin,Yan, Xuan-You,Huang, Tsung-Syun,Su, Yan-Kuin,Whang, Thou-Jen. "Fast thermal evaporation in purification of 1,4-Di(pyren-1-ly)benzene". . p. 289 - 296. Retrieved 2012.
• 2、 Ito, Suguru,Katada, Genki,Taguchi, Tomohiro,Kawamura, Izuru,Ubukata, Takashi,Asami, Masatoshi. "Tricolor mechanochromic luminescence of an organic two-component dye visualization of a crystalline state and two amorphous states". . p. 53 - 59. Retrieved 2019.
• 3、 Tyson, Daniel S.,Henbest, Kevin B.,Bialecki, Jason,Castellano, Felix N.. "Excited state processes in ruthenium(II)/pyrenyl complexes displaying extended lifetimes". . p. 8154 - 8161. Retrieved 2001.
• 4、 Ikeya, Minako,Katada, Genki,Ito, Suguru. "Tunable mechanochromic luminescence of 2-alkyl-4-(pyren-1-yl)thiophenes: Controlling the self-recovering properties and the range of chromism". . p. 12296 - 12299. Retrieved 2019.
• 5、 Bao, Hongli,Chen, Qinghua,Li, Tao,Qian, Qingrong,Sun, Xiao-Li,Wan, Wen-Ming,Xiao, Hang. "Unpredicted Concentration-Dependent Sensory Properties of Pyrene-Containing NBN-Doped Polycyclic Aromatic Hydrocarbons". . . Retrieved 2022/01/10.