ChemicalBook > CAS DataBase List > 2-{4-[3-(dimethylamino)propoxy]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-{4-[3-(dimethylamino)propoxy]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Product Name
2-{4-[3-(dimethylamino)propoxy]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS No.
627899-90-5
Chemical Name
2-{4-[3-(dimethylamino)propoxy]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Synonyms
4-[3-(Dimethylamino)propoxy]phenylboronic acid, pinacol ester;4-[3-(Dimethylamino)propoxy]benzene boronic acid, pinacol ester;2-{4-[3-(dimethylamino)propoxy]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;N,N-dimethyl-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]1-Propanamine;N,N-Dimethyl-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]propan-1-amine;1-Propanamine, N,N-dimethyl-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]-
CBNumber
CB4854023
Molecular Formula
C17H28BNO3
Formula Weight
305.22
MOL File
627899-90-5.mol
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2-{4-[3-(dimethylamino)propoxy]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Property

storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
solid
color 
WHITE
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Safety

Hazard Codes 
C
Hazard Note 
Corrosive
HS Code 
2931900090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H314Causes severe skin burns and eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P309+P311IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Apolloscientific
Product number
OR12268
Product name
4-[3-(Dimethylamino)propoxy]benzeneboronicacid,pinacolester
Packaging
250mg
Price
$73
Updated
2021/12/16
SynQuest Laboratories
Product number
8H60-1-P5
Product name
4-[3-(Dimethylamino)propoxy]benzeneboronic acid, pinacol ester
Packaging
250mg
Price
$87
Updated
2021/12/16
Apolloscientific
Product number
OR12268
Product name
4-[3-(Dimethylamino)propoxy]benzeneboronicacid,pinacolester
Packaging
1g
Price
$188
Updated
2021/12/16
SynQuest Laboratories
Product number
8H60-1-P5
Product name
4-[3-(Dimethylamino)propoxy]benzeneboronic acid, pinacol ester
Packaging
1g
Price
$218
Updated
2021/12/16
AK Scientific
Product number
8499BB
Product name
N,N-Dimethyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)propan-1-amine
Packaging
1g
Price
$290
Updated
2021/12/16
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2-{4-[3-(dimethylamino)propoxy]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Chemical Properties,Usage,Production

Synthesis

76579-64-1

61676-62-8

627899-90-5

GENERAL STEPS: To a 100 mL flame-dried two-neck flask was added 3-(4-bromophenoxy)-N,N-dimethyl-1-propanamine (3.0 g, 11.6 mmol) and freshly distilled tetrahydrofuran (80 mL). The resulting solution was cooled to -78 °C and n-butyllithium (8.7 mL, 13.9 mmol, 1.6 M hexane solution) was added dropwise over 10 min under nitrogen protection. The reaction mixture was stirred at -78 °C for 1 hour. Subsequently, isopropyl pinacol borate (2.6 g, 13.9 mmol) was quickly added and the resulting mixture was slowly warmed to room temperature for 24 hours. Upon completion of the reaction, the mixture was poured into 50 mL of water and extracted with chloroform (300 mL). The organic layers were combined, washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was removed by rotary evaporation and the residue was purified by silica gel column chromatography (eluent: ethyl acetate/dichloromethane) to afford the target product as a light yellow oil (1.6 g, yield: 45.0%). The product was characterized as follows: 1H NMR (400 MHz, CDCl3, Me4Si): δ = 7.77 (d, 2H, J = 8.8 Hz), 6.90 (d, 2H, J = 8.8 Hz), 3.94 (t, 2H, J = 6.4 Hz), 2.46 (t, 2H, J = 6.8 Hz), 2.26 (s, 6H), 1.88 (m , 2H, J = 6.8 Hz), 1.25 (s, 12H).13C NMR (100 MHz, CDCl3, Me4Si): 161.57, 136.73, 113.41, 83.13, 74.40, 66.02, 54.09, 45.42, 27.43, 25.00.Calculated elemental analysis values ( C17H28BNO3): C, 66.90; H, 9.25; N, 4.59. Measured values: C, 66.73; H, 9.23; N, 4.63. IR (KBr, cm-1): 2981, 2936, 2816, 2716, 1566, 1463, 1281, 1245.

References

[1] Dyes and Pigments, 2015, vol. 113, p. 210 - 218
[2] Patent: KR2015/122308, 2015, A. Location in patent: Paragraph 0094; 0095; 0098; 0099

2-{4-[3-(dimethylamino)propoxy]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Preparation Products And Raw materials

Raw materials

Preparation Products

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627899-90-5, 2-{4-[3-(dimethylamino)propoxy]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneRelated Search:

N-(6-CHLORO-PYRIDIN-2-YL)-2,2-DIMETHYL-PROPIONAMIDE N-(4-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide N,N-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-1-amine N-(4-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)propan-1-amine 4-Acetamido-3-(trifluoromethy)phenylboronic acid, 4-(N-PHENYLAMINOMETHYL)PHENYLBORONIC ACID 4-(2-[4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PHENOXY]-ETHYL)-MORPHOLINE N-(1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropyl)acetamide 3-(Diethylcarbamoyl)-2-fluorophenylboronic acid,pinacol ester N-(3-DIMETHYLAMINOPROPYL)-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZAMIDE N-(6-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)-naphthalen-2-yl)MethanesulfonaMide N-(2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)propan-1-amine 3-(N,N-Dimethylaminosulfonyl)phenylboronic acid pinacol ester N-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzamide 3-(N,N-DIMETHYLAMINO)PHENYLBORONIC ACID, PINACOL ESTER 3-(2-Methoxyethylaminocarbonyl)benzeneboronic acid pinacol ester 3-(4-FLUOROPHENYL)AMINOCARBONYLPHENYLBORONIC ACID PINACOL ESTER

  • N,N-dimethyl-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]1-Propanamine
  • 2-{4-[3-(dimethylamino)propoxy]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • 4-[3-(Dimethylamino)propoxy]benzene boronic acid, pinacol ester
  • N,N-Dimethyl-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]propan-1-amine
  • 1-Propanamine, N,N-dimethyl-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]-
  • 4-[3-(Dimethylamino)propoxy]phenylboronic acid, pinacol ester
  • 627899-90-5
  • C17H28BNO3