ChemicalBook > CAS DataBase List > 3-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOIC ACID

3-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOIC ACID

Product Name
3-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOIC ACID
CAS No.
515131-35-8
Chemical Name
3-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOIC ACID
Synonyms
3-BORONO-4-METHYLBENZOIC ACID PINACOL ESTER;5-Carboxy-2-methylphenylboronic acid, pinacol ester;4-Methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl);4-methyl-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid;3-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOIC ACID;4-Methyl-3-((4,4,5,5-tetramethyl)-1,3,2-dioxaboralan-2-yl)-benzoicacid;Benzoic acid, 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-;4-Methyl-3-((4,4,5,5-tetramethyl)-1,3,2-dioxaboralan-2-yl)-benzoic acid 95+%
CBNumber
CB7203497
Molecular Formula
C13H16BFO4
Formula Weight
266.08
MOL File
515131-35-8.mol
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3-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOIC ACID Property

Melting point:
237-238°
storage temp. 
Inert atmosphere,2-8°C
form 
solid
color 
Off-white
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Safety

HazardClass 
IRRITANT
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

P260Do not breathe dust/fume/gas/mist/vapours/spray.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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N-Bromosuccinimide Price

TRC
Product number
C181075
Product name
5-Carboxy-2-methylphenylboronicacid,pinacolester
Packaging
100mg
Price
$45
Updated
2021/12/16
TRC
Product number
C181075
Product name
5-Carboxy-2-methylphenylboronicacid,pinacolester
Packaging
1g
Price
$195
Updated
2021/12/16
Matrix Scientific
Product number
032465
Product name
4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid
Purity
97%
Packaging
500mg
Price
$116
Updated
2021/12/16
AK Scientific
Product number
X0516
Product name
4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoicacid
Packaging
500mg
Price
$206
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0152363
Product name
4-METHYL-3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOIC ACID
Purity
98.00%
Packaging
500MG
Price
$704.55
Updated
2021/12/16
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3-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOIC ACID Chemical Properties,Usage,Production

Synthesis

82998-57-0

73183-34-3

515131-35-8

3-Iodo-4-methylbenzoic acid (26.2 g, 100 mmol) and pinacol ester of bis(boronic acid) (38.1 g, 150 mmol) were used as raw materials, and 3-iodo-4-methylbenzoic acid was dissolved in DMF (300 mL) under argon protection. Subsequently, pinacol ester of bis(boronic acid), [1,1'-bis(diphenylphosphino)ferrocene]palladium dichloride (8.17 g, 10.0 mmol) and potassium acetate (49.0 g, 500 mmol) were added sequentially. The reaction mixture was stirred at 100 °C for 6 hours. After completion of the reaction, the mixture was acidified by adding 1 mol/L hydrochloric acid to the mixture and extracted with ethyl acetate. The organic layer was sequentially washed with brine and dried with anhydrous magnesium sulfate. Activated carbon (1 g) was added to decolorize the mixture and stirred at room temperature for 1 h. The mixture was filtered through diatomaceous earth and the filter cake was washed with ethyl acetate. The filtrate was concentrated and the resulting solid was recrystallized with isopropyl ether and filtered to afford the target product 4-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzoic acid (Compound A8, 18.5 g, 71% yield). The product was characterized by 1H NMR (300 MHz, CDCl3): δ 1.36 (s, 12H), 2.61 (s, 3H), 7.26 (d, J = 8.1 Hz, 1H), 8.02 (dd, J = 8.1,1.8 Hz, 1H), 8.49 (d, J = 1.8 Hz, 1H).

References

[1] Patent: EP2269993, 2011, A1. Location in patent: Page/Page column 53
[2] Patent: WO2007/339, 2007, A1. Location in patent: Page/Page column 44-45
[3] Journal of Medicinal Chemistry, 2006, vol. 49, # 19, p. 5671 - 5686
[4] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 15, p. 4428 - 4432
[5] Patent: WO2006/104917, 2006, A2. Location in patent: Page/Page column 78-79

3-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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3-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOIC ACID Suppliers

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515131-35-8, 3-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOIC ACIDRelated Search:


  • 3-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOIC ACID
  • 5-Carboxy-2-methylphenylboronic acid, pinacol ester
  • 4-Methyl-3-((4,4,5,5-tetramethyl)-1,3,2-dioxaboralan-2-yl)-benzoicacid
  • 4-Methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)
  • 3-BORONO-4-METHYLBENZOIC ACID PINACOL ESTER
  • 4-Methyl-3-((4,4,5,5-tetramethyl)-1,3,2-dioxaboralan-2-yl)-benzoic acid 95+%
  • Benzoic acid, 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
  • 4-methyl-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid
  • 515131-35-8