3-Chlorophenylboronic acid

3-Chlorophenylboronic acid Basic information
Product Name:3-Chlorophenylboronic acid
Synonyms:3-Chlorophenylboronic acid, 97%, May contain varying aMounts of anhydride;m-Chlorobenzeneboronic acid;BORONICACID, B-(3-CHLOROPHENYL)-;3-Chlorophenylboronic acid, 97% 5GR;3-Chlorophenylboronic acid, May contain varying amounts of anhydride, 97%;3-Chlorophenylboroni;3-Chlorophenylboronic acid ,98%;3-Chlorophenylboronic acid,97%
CAS:63503-60-6
MF:C6H6BClO2
MW:156.37
EINECS:628-786-6
Product Categories:Boronic Acid series;BoronicAcids;blocks;Substituted Boronic Acids;Boronic Acids and Derivatives;Boronic Acids;B (Classes of Boron Compounds);Boronic Acid;Organoborons;Halogenated;Aryl;Boronic acids;Potassium Trifluoroborate;Boronate Ester
Mol File:63503-60-6.mol
3-Chlorophenylboronic acid Structure
3-Chlorophenylboronic acid Chemical Properties
Melting point 185-189 °C(lit.)
Boiling point 311.4±44.0 °C(Predicted)
density 1.32±0.1 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
solubility soluble in Methanol
pka7.55±0.10(Predicted)
form Crystalline Powder or Needles
color White to light yellow-green
Water Solubility Slightly soluble in water. soluble in ether, tetrahydrofuran,, dimethyl sulfoxide, dimethyl formamide, methanol.
BRN 2936343
InChIInChI=1S/C6H6BClO2/c8-6-3-1-2-5(4-6)7(9)10/h1-4,9-10H
InChIKeySDEAGACSNFSZCU-UHFFFAOYSA-N
SMILESB(C1=CC=CC(Cl)=C1)(O)O
CAS DataBase Reference63503-60-6(CAS DataBase Reference)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 20/21/22-36/37/38
Safety Statements 36-37/39-26
WGK Germany 3
HazardClass IRRITANT
HS Code 29163990
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
3-Chlorophenylboronic acid Usage And Synthesis
Chemical Propertieswhite to light yellow-green crystalline powder or
UsesReactant involved in:
  • 1,4-conjugate addition reactions with ethenesulfonamides to form arylethanesulfonamides
  • Suzuki-Miyaura reactions with dibromotrifluoromethylbenzene
  • Cross-coupling reactions with diazoesters or potassium cyanate
  • Synthesis of biarylketones and phthalides
  • Synthesis of inhibitors including PDE4 inhibitors among others
UsesIt is employed as a reactant involved in 1,4-conjugate addition reactions with ethenesulfonamides to form arylethanesulfonamides, Suzuki-Miyaura reactions with dibromotrifluoromethylbenzene, cross-coupling reactions with diazoesters3 or potassium cyanate. It is involved in the synthesis of biarylketones and phthalides and synthesis of inhibitors including PDE4 inhibitors6 among others.
Usessuzuki reaction
3-Chlorophenylboronic acid Preparation Products And Raw materials
Preparation Products3-CHLOROPHENYLBORONIC ACID, PINACOL ESTER-->Cyclohexanone, 3-(3-chlorophenyl)-, (3R)--->6-(3-Chlorophenyl)picolinaldehyde-->RARECHEM AL BF 1350-->[1,1'-Biphenyl]-3-carboxylic acid, 3'-chloro-, methyl ester-->3-(3-CHLOROPHENYL)CYCLOPENTANONE-->(S)-2-((tert-butoxycarbonyl)amino)-3-(3'-chloro-[1,1'-biphenyl]-4-yl)propanoicacid-->4-BROMO-3'-CHLOROBENZOPHENONE-->4-(3-chlorophenyl)butanoicacid-->3,3',4,5-TETRACHLOROBIPHENYL-->2-(3-CHLOROPHENYL)-1,3-THIAZOLE-4-CARBOXALDEHYDE 97
3,5-Dichlorophenylboronic acid 5-Chloro-2-formylphenylboronic acid 3-BROMO-2-CHLOROPHENYLBORONIC ACID 3-Carboxy-5-chlorophenylboronic acid Ethyl 2-(Chlorosulfonyl)acetate 4-BUTOXY-3-CHLOROPHENYLBORONIC ACID Ascoric Acid RARECHEM AH PB 0023 (5-CHLORO-2-[(2,2-DIMETHYLPROPOXY)CARBONYL]PHENYL)BORONIC ACID 4-METHOXYCARBONYL-3-CHLOROPHENYLBORONIC ACID, PINACOL ESTER 4-CHLOROPHENYLBORONIC ACID, NEOPENTYL GLYCOL CYCLIC ESTER 5-CHLORO-2-METHYLPHENYLBORONIC ACID p-Dichlorobenzene (3,4,5-Trichlorophenyl)boronic acid 2,3,4-Trichlorophenylboronic acid 5-CHLORO-2-ETHOXYPHENYLBORONIC ACID 4-FLUORO-3-CHLOROPHENYLBORONIC ACID T-BUTYL-4'-CHLOROBENZOATE-2'-BORONIC ACID

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