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3-Amino-2-methylphenylboronic acid, pinacol ester

Product Name
3-Amino-2-methylphenylboronic acid, pinacol ester
CAS No.
882678-96-8
Chemical Name
3-Amino-2-methylphenylboronic acid, pinacol ester
Synonyms
187589;(3-amino-3-methylphenyl)boronic acid;3-AMino-2-Metyl phenyl boronicacid pinacol ester;3-Amino-2-methylphenylboronic acid, pinacol ester;2-Methyl-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline;[2-Methyl-3-(4,4,5,5-tetraMethyl-[1,3,2]dioxaborolan-2-yl)phenyl]aMine;BenzenaMine, 2-Methyl-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-;2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline - [M87710]
CBNumber
CB41486469
Molecular Formula
C13H20BNO2
Formula Weight
233.11
MOL File
882678-96-8.mol
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3-Amino-2-methylphenylboronic acid, pinacol ester Property

Boiling point:
365.3±35.0 °C(Predicted)
Density 
1.03±0.1 g/cm3(Predicted)
storage temp. 
2-8°C, protect from light
pka
4.44±0.10(Predicted)
form 
solid
Appearance
Off-white to light yellow Solid
InChI
InChI=1S/C13H20BNO2/c1-9-10(7-6-8-11(9)15)14-16-12(2,3)13(4,5)17-14/h6-8H,15H2,1-5H3
InChIKey
JMKMGPGFYMANCA-UHFFFAOYSA-N
SMILES
C1(N)=CC=CC(B2OC(C)(C)C(C)(C)O2)=C1C
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Safety

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
HS Code 
2931900090
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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.

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
BML00221
Product name
3-Amino-2-methylphenylboronic acid pinacol ester
Purity
Aldrich
Packaging
1g
Price
$216
Updated
2025/07/31
TRC
Product number
A634388
Product name
3-Amino-2-methylphenylboronic acid pinacol ester
Packaging
250mg
Price
$50
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA160880
Product name
3-Amino-2-methylphenylboronic acid, pinacol ester
Packaging
250mg
Price
$80
Updated
2021/12/16
ChemScene
Product number
CS-0008630
Product name
2-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
Purity
≥97.0%
Packaging
1g
Price
$90
Updated
2021/12/16
Matrix Scientific
Product number
096674
Product name
2-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
Purity
95+%
Packaging
1g
Price
$96
Updated
2021/12/16
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3-Amino-2-methylphenylboronic acid, pinacol ester Chemical Properties,Usage,Production

Synthesis

910235-64-2

882678-96-8

General procedure for the synthesis of 2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline from 4,4,5,5-tetramethyl-2-(2-methyl-3-nitrophenyl)-1,3,2-dioxaborolan-2-yl)aniline: in a 500 mL round-bottomed flask 4,4,5,5-tetramethyl-2-(2-methyl-3-nitrophenyl) -1,3,2-dioxaborolane(6) (8.44 g, 32.1 mmol) and methanol (150 mL) in a 500 mL round-bottom flask equipped with a magnetic stirrer. After the reaction system was evacuated twice and replaced with argon, 10% palladium carbon catalyst (50% wet weight, 425 mg dry weight) was added. The reaction system was again evacuated and replaced with hydrogen three times. The reaction was stirred at room temperature for 13 hours under hydrogen balloon pressure. Upon completion of the reaction, the system was evacuated twice and replaced with argon, filtered through a diatomaceous earth pad (521) and the filtrate was concentrated under vacuum. The resulting residue was dried under high vacuum for 24 h to afford 2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (7) in quantitative yield (8.16 g) as a white solid with a melting point of 110-112 °C; mass spectrum (ESI+) m/z 234 (M+H).

References

[1] Patent: US2009/82330, 2009, A1. Location in patent: Page/Page column 24
[2] Patent: WO2008/33858, 2008, A2. Location in patent: Page/Page column 130; 137
[3] Patent: WO2009/137596, 2009, A1. Location in patent: Page/Page column 69-70
[4] Patent: WO2008/33858, 2008, A2. Location in patent: Page/Page column 130; 137
[5] Patent: WO2009/77334, 2009, A1. Location in patent: Page/Page column 87

3-Amino-2-methylphenylboronic acid, pinacol ester Preparation Products And Raw materials

Raw materials

Preparation Products

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3-Amino-2-methylphenylboronic acid, pinacol ester Suppliers

Carbosynth
Tel
--
Fax
--
Email
sales@carbosynth.com
Country
United Kingdom
ProdList
6005
Advantage
58
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View Lastest Price from 3-Amino-2-methylphenylboronic acid, pinacol ester manufacturers

Career Henan Chemical Co
Product
3-Amino-2-methylphenylboronic acid, pinacol ester 882678-96-8
Price
US $1.00/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
100kg
Release date
2020-01-14

882678-96-8, 3-Amino-2-methylphenylboronic acid, pinacol esterRelated Search:


  • (3-amino-3-methylphenyl)boronic acid
  • 3-Amino-2-methylphenylboronic acid, pinacol ester
  • [2-Methyl-3-(4,4,5,5-tetraMethyl-[1,3,2]dioxaborolan-2-yl)phenyl]aMine
  • 2-Methyl-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline
  • 3-AMino-2-Metyl phenyl boronicacid pinacol ester
  • 187589
  • BenzenaMine, 2-Methyl-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-
  • 2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline - [M87710]
  • 882678-96-8