3-Chloro-4-pyridineboronic acid

Base Information

• Chemical Name: 3-Chloro-4-pyridineboronic acid
• CAS No.: 458532-98-4
• Molecular Formula: C5H5BClNO2
• Molecular Weight: 157.364
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID10397514
• Nikkaji Number: J1.748.342K
• Wikidata: Q72458412
• Mol file: 458532-98-4.mol

Synonyms:458532-98-4;3-Chloro-4-pyridineboronic acid;(3-chloropyridin-4-yl)boronic Acid;3-Chloropyridine-4-boronic acid;(3-chloro-4-pyridyl)boronic acid;3-chloropyridin-4-ylboronic acid;BORONIC ACID, (3-CHLORO-4-PYRIDINYL)-;MFCD03425942;3-CHLOROPYRIDIN-4-YL-4-BORONIC ACID;3-Chloropyridine-4-boronic acid hydrate;3-Chloropyridin-4-boronic acid;SCHEMBL115776;DTXSID10397514;JLIHQPWLAOYTRH-UHFFFAOYSA-N;(3-chloropyridin-4-yl)boronicAcid;BCP21915;3-chloro-pyridine-4-yl boronic acid;MFCD06798221;AKOS006220751;AB14722;CS-W010907;GS-6282;BP-10401;SY019383;3-chloro-4-pyridineboronic acid, AldrichCPR;AM20061838;FT-0600762;EN300-212516;J-512338

Chemical Property of 3-Chloro-4-pyridineboronic acid

Chemical Property:

• Vapor Pressure: 7.04E-05mmHg at 25°C
• Melting Point: 95-97 °C
• Refractive Index: 1.559
• Boiling Point: 329.6 °C at 760 mmHg
• PKA: 7.30±0.58(Predicted)
• Flash Point: 153.2 °C
• PSA: 53.35000
• Density: 1.41 g/cm³
• LogP: -0.58520
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Water Solubility.: Slightly soluble in water.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 157.0101863
• Heavy Atom Count: 10
• Complexity: 114

Purity/Quality:

99% ^*data from raw suppliers

3-Chloropyridine-4-boronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 37/38-41-22
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=NC=C1)Cl)(O)O
• Uses: It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of 3-Chloro-4-pyridineboronic acid

There total 1 articles about 3-Chloro-4-pyridineboronic 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: 38.0%

3-Chloropyridine (626-60-8) → (3-chloropyridin-4-yl)boronic acid (458532-98-4)

Guidance literature:

3-Chloropyridine; With n-butyllithium; diisopropylamine; In diethyl ether; at -60 ℃; for 0.75h;

With Triisopropyl borate; In diethyl ether; at -60 - 20 ℃;

With sodium hydroxide; In diethyl ether; water;

DOI:10.1016/S0040-4020(02)00416-7

Reference yield: 78.0%

1-bromo-5-cyclopropyloxy-2-methyl-4-nitrobenzene + (3-chloropyridin-4-yl)boronic acid (458532-98-4) → 3-chloro-4-(5-cyclopropoxy-2-methyl-4-nitro-phenyl)-pyridine

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In 1,4-dioxane; water; at 80 ℃; for 4h; Inert atmosphere;

Reference yield: 66.0%

5-bromo-4-(4,4-dimethyl-cyclohex-1-enyl)pyrimidin-2-amine (1190962-50-5) + (3-chloropyridin-4-yl)boronic acid (458532-98-4) → (racemic)-4,4-dimethylspiro[cyclohex-2-ene-1,9'-pyrido[4',3':3,4]cyclopenta[1,2-d]pyrimidin]-2'-amine (1190961-73-9) + 5-(3-chloro-pyridin-4-yl)-4-(4,4-dimethylcyclohex-1-en-1-yl)-pyrimidin-2-amine (1190962-51-6)

Guidance literature:

With sodium carbonate; trans-bis(triphenylphosphine)palladium dichloride; In 1,4-dioxane; water; at 140 ℃; Inert atmosphere; Autoclave;

upstream raw materials:

3-Chloropyridine

Downstream raw materials:

C₂₄H₂₄ClF₃N₆O

C₂₂H₂₀ClF₃N₆O

C₂₀H₁₆ClF₃N₄O₂S

(racemic)-4,4-dimethylspiro[cyclohex-2-ene-1,9'-pyrido[4',3':3,4]cyclopenta[1,2-d]pyrimidin]-2'-amine

Refernces