2-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline | CAS No. 721960-43-6

2-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Basic Information

CAS Number

721960-43-6

Molecular Formula

C12H17BClNO2

Molecular Weight

253.54 g/mol

AD

Basic Physical Properties

B1(OC(C(O1)(C)C)(C)C)C2=CC(=C(C=C2)N)Cl

InChI

InChI=1S/C12H17BClNO2/c1-11(2)12(3,4)17-13(16-11)8-5-6-10(15)9(14)7-8/h5-7H,15H2,1-4H3

InChIKey

BEXOYZKPTUJSCZ-UHFFFAOYSA-N

LogP

2.2214

Topological Polar Surface Area

44.480000000000004 Ų

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

282

Synonyms & References

English

  • SCHEMBL57994
  • 2-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
  • 4-amino-3-chlorophenylboronic acid pinacol ester
  • EN300-7359497
  • 2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-aniline
  • SY007769
  • AS-31192
  • MFCD09998359
  • 721960-43-6
  • 4-Amino-3-chlorophenylboronic acid pinacol ester, AldrichCPR
  • (4-AMINO-3-CHLOROPHENYL)BORONIC ACID PINACOL ESTER
  • AKOS015950532
  • 2-chloro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamine
  • 4-AMINO-3-CHLOROPHENYLBORONIC ACID, PINACOL ESTER
  • BCP16755
  • 2-chloro-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
  • 4-Amino-3-chlorobenzeneboronic acid, pinacol ester
  • 4-Amino-3-chlorophenylboronicAcidPinacolEster
  • BEXOYZKPTUJSCZ-UHFFFAOYSA-N
  • CS-0101292
  • DTXSID70656997
  • 4-Amino-3-chlorophenylboronic Acid Pinacol Ester
  • Benzenamine, 2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
  • PubChem18812
  • ZXBA000508
  • OR13797
  • FCH2830279
  • S
  • 2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

MDL Number

MFCD09998359

Customs Code

2934999090

FAQ

What are the physical and chemical properties of 2-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (CAS: 721960-43-6)?

2-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline is a solid with a crystalline form. It has a molecular weight of 354.12 g/mol and a melting point of 75-77°C. The compound is slightly soluble in water but soluble in organic solvents like ethanol and acetone. It is synthetically reactive, particularly in the presence of boron-containing reagents and can undergo substitution reactions under appropriate conditions.

How is 2-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (CAS: 721960-43-6) typically synthesized?

2-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline is synthesized via a boronate ester formation reaction. The process involves the reaction of 2-chloroaniline with bis(pinacolato)diboron in the presence of a catalyst such as Pd(PPh3)2 or PdCl2(dppf) and a base like potassium acetate. The yield and selectivity of the product can be influenced by the choice of catalyst and reaction conditions.

What industries use 2-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (CAS: 721960-43-6)?

2-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline is used in the pharmaceutical industry for the synthesis of various bioactive compounds. It is also utilized in polymer synthesis, where it serves as a monomer or functional group. Additionally, it has applications in sensor technology and semiconductor manufacturing due to its unique chemical properties.

What precautions should be taken when handling 2-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (CAS: 721960-43-6)?

When handling 2-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline, it is important to use appropriate personal protective equipment (PPE), such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area, preferably in a fume hood. Spills should be cleaned up immediately using appropriate absorbent materials. Always consult the Safety Data Sheet (SDS) for detailed information on handling and disposal.

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