ChemicalBook > CAS DataBase List > 1-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]PYRROLIDINE

1-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]PYRROLIDINE

Product Name
1-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]PYRROLIDINE
CAS No.
852227-90-8
Chemical Name
1-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]PYRROLIDINE
Synonyms
4-Pyrrolidinophenylboronic acid, pinacol ester;4-(PYRROLIDIN-1-YL)BENZENEBORONIC ACID, PINACOL ESTER;4-(Pyrrolidin-1-yl)benzeneboronicacid,pinacolester95%;4-(1-Pyrrolidinyl)benzeneboronic acid pinacol ester, 97%;1-(4-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl);4-(Pyrrolidin-1-yl)benzeneboronic acid, pinacol ester 97%;1-[4-(4,4,5,5-TetraMethyl-dioxaborolan-2-yl)phenyl]pyrrolidine;1-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]PYRROLIDINE;1-[4-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl) pheny]pyrrolidine;Pyrrolidine, 1-[4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl]-
CBNumber
CB5248238
Molecular Formula
C16H24BNO2
Formula Weight
273.18
MOL File
852227-90-8.mol
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1-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]PYRROLIDINE Property

Melting point:
109 °C
Boiling point:
396.0±25.0 °C(Predicted)
Density 
1.05
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
pka
5.14±0.40(Predicted)
Appearance
Off-white to gray Solid
Water Solubility 
Slightly soluble in water.
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Safety

Hazard Codes 
Xi
HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

TRC
Product number
T889553
Product name
1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolidine
Packaging
1g
Price
$285
Updated
2021/12/16
TRC
Product number
T889553
Product name
1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolidine
Packaging
100mg
Price
$45
Updated
2021/12/16
AK Scientific
Product number
X2493
Product name
4-Pyrrolidinophenylboronicacidpinacolester
Packaging
5g
Price
$427
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
ING0003355
Product name
1-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]PYRROLIDINE
Purity
95.00%
Packaging
250MG
Price
$440
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
ING0003355
Product name
1-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]PYRROLIDINE
Purity
95.00%
Packaging
1G
Price
$541
Updated
2021/12/16
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1-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]PYRROLIDINE Chemical Properties,Usage,Production

Uses

It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Synthesis

22090-26-2

73183-34-3

852227-90-8

General procedure for the synthesis of 1-(4-(4-bromophenyl)pyrrolidine and bis(pinacolato)diboron (1.21 g, 4.78 mmol) from 1-(4-bromophenyl)pyrrolidine and pinacolato)diboron (1.21 g, 4.78 mmol) in a flask protected by argon gas containing 1-(4-bromophenyl)pyrrolidine (722 mg, 3.19 mmol), bis(pinacolato)diboron (1.21 g, 4.78 mmol), potassium acetate (939 mg, 9.56 mmol) and PdCl2 (dppf) (79 mg, 0.097 mmol). 4.78 mmol), potassium acetate (939 mg, 9.56 mmol), and PdCl2(dppf) (79 mg, 0.097 mmol) were added to a flask pre-purged with argon (30 mL) of 1,4-dioxane. The reaction mixture was refluxed under argon atmosphere for 14 hours. Upon completion of the reaction, the reaction mixture was extracted with hexane and the organic phases were combined, dried over anhydrous sodium sulfate and filtered. Purification by silica gel column chromatography (eluent: hexane/ethyl acetate = 17:3) gave a black needle-like target product (575 mg, 2.10 mmol, 66% yield). Thin layer chromatography (TLC, silica gel plate, unfolding agent: chloroform) showed Rf = 0.60.1H NMR (CDCl3) data: δ = 1.32 (12H, s), 1.92-2.1 (4H, m), 3.23-3.4 (4H, m), 6.53 (2H, dd, J = 6.5, 1.8 Hz), 7.67 (2H, dd, J = 6.5, 1.8 Hz). 1.8 Hz).APCI-MS (CHCl3) analysis: m/z calculated value C16H25BNO2 ([MH]+) is 274.1973; measured value is 274.2256.

References

[1] Bulletin of the Chemical Society of Japan, 2018, vol. 91, # 10, p. 1506 - 1514

1-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]PYRROLIDINE Preparation Products And Raw materials

Raw materials

Preparation Products

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852227-90-8, 1-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]PYRROLIDINERelated Search:


  • 4-(PYRROLIDIN-1-YL)BENZENEBORONIC ACID, PINACOL ESTER
  • 1-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidine ,95% [N/Al]
  • 1-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]PYRROLIDINE
  • 4-(Pyrrolidin-1-yl)benzeneboronic acid, pinacol ester 97%
  • Pyrrolidine, 1-[4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl]-
  • 1-[4-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl) pheny]pyrrolidine
  • 4-(1-Pyrrolidinyl)benzeneboronic acid pinacol ester, 97%
  • 4-Pyrrolidinophenylboronic acid, pinacol ester
  • 1-(4-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)
  • 1-[4-(4,4,5,5-TetraMethyl-dioxaborolan-2-yl)phenyl]pyrrolidine
  • 1-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidine, 2-[4-(Pyrrolidin-1-yl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • 4-(Pyrrolidin-1-yl)benzeneboronicacid,pinacolester95%
  • 1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolidine - [T25700]
  • 852227-90-8
  • C16H24BNO2