ChemicalBook > CAS DataBase List > Boronic acid, (4-cyano-3-methoxyphenyl)- (9CI)

Boronic acid, (4-cyano-3-methoxyphenyl)- (9CI)

Product Name: Boronic acid, (4-cyano-3-methoxyphenyl)- (9CI)
CAS No.: 677777-45-6
Chemical Name: Boronic acid, (4-cyano-3-methoxyphenyl)- (9CI)
Synonyms: 4-Cyano-3-methoxybenzene boronic acid;4-Cyano-3-methoxyphenylboronic acid 97%;Boronic acid, B-(4-cyano-3-methoxyphenyl)-;4-Cyano-3-Methoxyphenylboronic Acid(WX650131);Boronic acid, (4-cyano-3-methoxyphenyl)- (9CI);(4-Cyano-3-methoxyphenyl)boronic acid (contains varying amounts of Anhydride)
CBNumber: CB51060563
Molecular Formula: C8H8BNO3
Formula Weight: 176.96
MOL File: 677777-45-6.mol

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Boronic acid, (4-cyano-3-methoxyphenyl)- (9CI) Property

Boiling point:: 417.6±55.0 °C(Predicted)
Density: 1.26±0.1 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
pka: 6.90±0.10(Predicted)
form: solid
color: White to off-white

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Safety

RIDADR: 3439
HazardClass: 6.1
PackingGroup: Ⅲ
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

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: C982188
Product name: 4-Cyano-3-methoxyphenylboronicacid
Packaging: 100mg
Price: $65
Updated: 2021/12/16

TRC

Product number: C982188
Product name: 4-Cyano-3-methoxyphenylboronicacid
Packaging: 50mg
Price: $55
Updated: 2021/12/16

Matrix Scientific

Product number: 126624
Product name: (4-Cyano-3-methoxyphenyl)boronicacid
Purity: >95%
Packaging: 1g
Price: $576
Updated: 2021/12/16

AK Scientific

Product number: X0936
Product name: 4-Cyano-3-methoxyphenylboronicacid
Packaging: 5g
Price: $771
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FC160629
Product name: 4-Cyano-3-methoxyphenylboronic acid
Packaging: 100mg
Price: $88
Updated: 2021/12/16

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Boronic acid, (4-cyano-3-methoxyphenyl)- (9CI) Chemical Properties,Usage,Production

Synthesis

330793-38-9

677777-45-6

The general procedure for the synthesis of (4-cyano-3-methoxyphenyl)boronic acid from 2-methoxy-4-bromobenzonitrile was as follows: an overhead mechanical stirrer and a nitrogen inlet tube were assembled in a 1L three-necked round-bottomed flask. To the reaction flask was added 45.56 g (215 mmol) of 4-bromo-2-methoxybenzonitrile, 64 mL (277 mmol) of triisopropyl borate, and 500 mL of anhydrous THF.The reaction system was cooled to -78 °C in a dry ice/acetone bath. A n-butyllithium solution (2.5 M in hexane, 110 mL, 275 mmol) was slowly added dropwise through a constant pressure dropping funnel. After dropwise addition, the reaction was maintained at -78 °C with continued stirring for 30 min, followed by addition of 2N hydrochloric acid solution to quench the reaction. The reaction mixture was stirred at room temperature for 1 h and then poured into ice water. The aqueous phase was extracted three times with ether (Et2O). The organic phases were combined and back-extracted with 1N sodium hydroxide solution. The alkaline aqueous phase was washed with ether and acidified with concentrated hydrochloric acid to pH < 2. The acidified aqueous phase was again extracted with ether. The organic phases were combined, dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give 20.77 g (55% yield) of the target product (4-cyano-3-methoxyphenyl)boronic acid as a white solid. The product was characterized by 1H NMR (500 MHz, d6-DMSO): δ 7.68 (d, J=8.0 Hz, 1H), 7.59 (s, 1H), 7.47 (d, J=8.0 Hz, 1H), 3.95 (s, 3H).

References

[1] Patent: WO2005/95400, 2005, A1. Location in patent: Page/Page column 341

Boronic acid, (4-cyano-3-methoxyphenyl)- (9CI) Preparation Products And Raw materials

Raw materials

Preparation Products

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