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.
269409-74-7
Chemical Name
3-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOIC ACID
Synonyms
Benzoic acid, 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
CBNumber
CB72448674
Molecular Formula
C14H19BO4
Formula Weight
262.11
MOL File
269409-74-7.mol
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3-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOIC ACID Property

Boiling point:
394.1±35.0 °C(Predicted)
Density 
1.13±0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
4.16±0.10(Predicted)
form 
solid
color 
Red-brown
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Safety

HS Code 
2931900090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

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

ChemScene
Product number
CS-B1244
Product name
3-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoicacid
Purity
≥98.0%
Packaging
1g
Price
$60
Updated
2021/12/16
AK Scientific
Product number
J90453
Product name
3-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoicacid
Packaging
1g
Price
$67
Updated
2021/12/16
ChemScene
Product number
CS-B1244
Product name
3-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoicacid
Purity
≥98.0%
Packaging
5g
Price
$180
Updated
2021/12/16
ChemScene
Product number
CS-B1244
Product name
3-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoicacid
Purity
≥98.0%
Packaging
10g
Price
$315
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0152297
Product name
3-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOIC ACID
Purity
98.00%
Packaging
5MG
Price
$499.36
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

7697-28-1

73183-34-3

269409-74-7

4-Bromo-3-methylbenzoic acid (1 g, 4.65 mmol) and pinacol ester of bisboronic acid (1.77 g, 6.97 mmol) were used as raw materials in the [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride complex with dichloromethane (1:1) (379 mg, 0.46 mmol) and potassium acetate (2.3 g, 23.2 mmol) in the in N,N-dimethylformamide (23 mL) in the presence of potassium acetate (2.3 g, 23.2 mmol) were heated in a microwave reaction system (Biotage Initiator sixty) at 120 °C for 15 min. Upon completion of the reaction, the solvent was removed by evaporation under reduced pressure and the residue was suspended in a 2N HCl/ethyl acetate mixture (40 mL, 1:1 v/v). Filtered through sintered glass, the aqueous phase was extracted with ethyl acetate. The organic layers were combined, washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by fast column chromatography on silica gel, using hexane/ethyl acetate (7:3) as eluent, to afford 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid (1.1 g, yield 90%) as a white solid.1H-NMR (CDCl3) δ: 1.36 (s, 12H), 2.59 (s, 3H), 7.85-7.90 (m, 3H).

References

[1] Journal of Medicinal Chemistry, 2009, vol. 52, # 17, p. 5531 - 5545
[2] Patent: WO2007/96072, 2007, A2. Location in patent: Page/Page column 36
[3] Patent: WO2008/51493, 2008, A2. Location in patent: Page/Page column 145

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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View Lastest Price from 3-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOIC ACID manufacturers

Career Henan Chemical Co
Product
3-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOIC ACID 269409-74-7
Price
US $1.00/g
Min. Order
1g
Purity
99%
Supply Ability
200kg
Release date
2019-12-26