Phenyl-d5-boronic acid

Base Information

• Chemical Name: Phenyl-d5-boronic acid
• CAS No.: 215527-70-1
• Molecular Formula: C6H2BD5O2
• Molecular Weight: 126.892
• Hs Code.: 2931900090
• European Community (EC) Number: 623-841-0
• DSSTox Substance ID: DTXSID20584110
• Wikidata: Q72501603
• Mol file: 215527-70-1.mol

Synonyms:Phenyl-d5-boronic acid;215527-70-1;(2,3,4,5,6-pentadeuteriophenyl)boronic acid;MFCD02093711;PHENYL-D5-BORONICACID;phenylboronic acid-d5;(Phenyl-d5)boronicacid;Phenyl-d?-boronic acid;(phenyl-d5)boronic acid;AMY003;SCHEMBL1872827;(~2~H_5_)Phenylboronic acid;DTXSID20584110;ZB0610;AKOS015943422;AS-57707;[(2,3,4,5,6-(2)H?)phenyl]boronic acid;A858067;Phenyl-d5-boronic acid, 98 atom % D, 98% (CP)

Chemical Property of Phenyl-d5-boronic acid

Chemical Property:

• Vapor Pressure: 0.00446mmHg at 25°C
• Melting Point: 217-220 °C(lit.)
• Boiling Point: 265.9°C at 760 mmHg
• Flash Point: 114.6°C
• PSA: 40.46000
• Density: 1.18g/cm³
• LogP: -0.63360
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 127.0852934
• Heavy Atom Count: 9
• Complexity: 79.1

Purity/Quality:

98%, ^*data from raw suppliers

PhenylboronicAcid-d5 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=CC=C1)(O)O
• Isomeric SMILES: [2H]C1=C(C(=C(C(=C1[2H])[2H])B(O)O)[2H])[2H]
• Uses: Phenylboronic Acid-d5 is the isotope labelled analog of Phenylboronic Acid; a compound used in the organic synthesis of various pharmaceutical goods.

Technology Process of Phenyl-d5-boronic acid

There total 11 articles about Phenyl-d5-boronic 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: 98.0%

Triisopropyl borate (5419-55-6) + bromobenzene-d5 (4165-57-5) + water (7732-18-5) → 2,3,4,5,6-pentadeuteriumbenzeneboronic acid (215527-70-1)

Guidance literature:

bromobenzene-d5; With n-butyllithium; at -78 ℃; for 0.25h;

Triisopropyl borate; at 0 ℃; for 0.5h;

water; With hydrogenchloride; for 0.5h;

DOI:10.1021/acs.orglett.7b03843

Reference yield: 98.0%

bromobenzene-d5 (4165-57-5) → 2,3,4,5,6-pentadeuteriumbenzeneboronic acid (215527-70-1)

Guidance literature:

bromobenzene-d5; With n-butyllithium; triethyl borate; In tetrahydrofuran; at -78 - 20 ℃; for 4h;

With hydrogenchloride; water; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

Reference yield: 84.0%

Triisopropyl borate (5419-55-6) + bromobenzene-d5 (4165-57-5) → 2,3,4,5,6-pentadeuteriumbenzeneboronic acid (215527-70-1)

Guidance literature:

bromobenzene-d5; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Inert atmosphere;

Triisopropyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1039/d1gc03187b

upstream raw materials:

(6aS)-6,11,12,14-tetrahydro-9-methoxy-6aH-[1,3]dioxolo[4,5-h]isoquinolino[2,1-b]isoquinolin-8-ol

bromobenzene-d5

triethyl borate

C₈H₆⁽²⁾H₅BO₂

Downstream raw materials:

4-acetyl-2,6-di(phenyl-d5)aniline

2-(phenyl-d5)pyridine

1-(phenyl-d5)-isoquinoline

3-methyl-5-[phenyl-⁽²⁾H₅]-2-aminoimidazo[4,5-b]pyridine

Refernces

• 1、 Bauer, W.,Zenk, M.H.. "FORMATION OF BOTH METHYLENEDIOXY GROUPS IN THE ALKALOID (S)-STYLOPINE ISCATALYZED BY CYTOCHROME P-450 ENZYMES". . p. 5257 - 5260. Retrieved 1989.
• 2、 Borthakur, Somadrita,Baruah, Swagata,Sarma, Bipul,Gogoi, Sanjib. "Pd(II)-Catalyzed Synthesis of Alkylidene Phthalides via a Decarbonylative Annulation Reaction". supporting information. p. 2768 - 2771. Retrieved 2019/04/16.
• 3、 Duan, Chang-Lin,Liu, Xing-Yu,Tan, Yun-Xuan,Ding, Rui,Yang, Shiping,Tian, Ping,Lin, Guo-Qiang. "Acetic Acid-Promoted Rhodium(III)-Catalyzed Hydroarylation of Terminal Alkynes". supporting information. p. 932 - 938. Retrieved 2019/05/10.