3-Chloro-2-methylphenylboronic acid

Base Information

• Chemical Name: 3-Chloro-2-methylphenylboronic acid
• CAS No.: 313545-20-9
• Molecular Formula: C₇H₈BClO₂
• Molecular Weight: 170.403
• Hs Code.: 2931900090
• European Community (EC) Number: 640-272-3
• DSSTox Substance ID: DTXSID00395827
• Wikidata: Q82196134
• Mol file: 313545-20-9.mol

Synonyms:313545-20-9;3-CHLORO-2-METHYLPHENYLBORONIC ACID;(3-chloro-2-methylphenyl)boronic acid;3-CHLORO-2-METHYLPHENYBORONIC ACID;3-Chloro-2-methylbenzeneboronic acid;Boronic acid, (3-chloro-2-methylphenyl)-;MFCD04115641;(3-chloro-2-methyl-phenyl)boronic Acid;SCHEMBL1772196;DTXSID00395827;BJPNVVXTUYMJPN-UHFFFAOYSA-N;3-Chloro-2-methyl-phenylboronic Acid;AKOS004114151;3-Chloro-2-methyl phenyl boronic acid;AB20315;CS-W000910;PS-9511;AM803680;BP-11118;SY109949;Boronicacid,B-(3-chloro-2-methylphenyl)-;FT-0644401;EN300-199448;W10571;(3-chloro-2-methylphenyl)boronic acid, AldrichCPR;A820810;J-501198;Z381540962

Chemical Property of 3-Chloro-2-methylphenylboronic acid

Chemical Property:

• Vapor Pressure: 9.46E-05mmHg at 25°C
• Melting Point: 142-146 °C
• Refractive Index: 1.549
• Boiling Point: 325.3 °C at 760 mmHg
• PKA: 7.63±0.58(Predicted)
• Flash Point: 150.6 °C
• PSA: 40.46000
• Density: 1.26 g/cm³
• LogP: 0.32820
• Storage Temp.: Keep Cold
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 170.0305874
• Heavy Atom Count: 11
• Complexity: 132

Purity/Quality:

98%min ^*data from raw suppliers

3-Chloro-2-methylphenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C(=CC=C1)Cl)C)(O)O

Technology Process of 3-Chloro-2-methylphenylboronic acid

There total 1 articles about 3-Chloro-2-methylphenylboronic 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: 61.0%

Triisopropyl borate (5419-55-6) + 2-bromo-6-chlorotoluene (62356-27-8) → (3-chloro-2-methylphenyl)boronic acid (313545-20-9)

Guidance literature:

Triisopropyl borate; 2-bromo-6-chlorotoluene; With n-butyllithium; In tetrahydrofuran; hexanes; at -78 - 20 ℃; for 0.75h;

With hydrogenchloride; In water;

Reference yield: 99.0%

(3-chloro-2-methylphenyl)boronic acid (313545-20-9) + potassium hydrogenfluoride (1279123-63-5) → potassium (3-chloro-2-methylphenyl)trifluoroborate

Guidance literature:

In methanol; water; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jacs.1c02405

Reference yield: 60.0%

(3-chloro-2-methylphenyl)boronic acid (313545-20-9) + tert-butyl 3-(7-chloro-8-fluoro-2-((tetrahydro-1H-pyrrolizin-7a(5H)-yl)methoxy)pyrido[4,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carboxylate → tert-butyl 3-(7-(3-chloro-2-methylphenyl)-8-fluoro-2-((hexahydro-1H-pyrrolizin-7a-yl)methoxy)pyrido[4,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carboxylate

Guidance literature:

With dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); caesium carbonate; In 1,4-dioxane; water; at 65 ℃; for 2h; Inert atmosphere;

upstream raw materials:

Triisopropyl borate

2-bromo-6-chlorotoluene

Downstream raw materials:

C₁₆H₁₇ClN₂O*ClH

Refernces