ChemicalBook--->CAS DataBase List--->3900-89-8

3900-89-8

3900-89-8 Structure

3900-89-8 Structure
IdentificationMore
[Name]

2-Chlorophenylboronic acid
[CAS]

3900-89-8
[Synonyms]

2-CHLOROBENZENEBORONIC ACID
2-CHLOROPHENYLBORNIC ACID
2-CHLOROPHENYLBORONIC ACID
AKOS BRN-0009
O-CHLOROPHENYLBORONIC ACID
RARECHEM AH PB 0177
2-CHLORPHENYLBORONSAEURE
2-CHLOROPHENYLBORONIC AICD
2-Chlorophenylboronic
2-Chlorophenylboronic Acid (contains varying amounts of Anhydride)
2-Chlorophenylboronic acid ,98%
[EINECS(EC#)]

670-392-1
[Molecular Formula]

C6H6BClO2
[MDL Number]

MFCD00674012
[Molecular Weight]

156.37
[MOL File]

3900-89-8.mol
Chemical PropertiesBack Directory
[Appearance]

white crystalline powder
[Melting point ]

92-102 °C (lit.)
[Boiling point ]

306.3±44.0 °C(Predicted)
[density ]

1.32±0.1 g/cm3(Predicted)
[storage temp. ]

0-6°C
[solubility ]

Soluble in DMSO, Methanol.
[form ]

Crystalline Powder
[pka]

8.23±0.58(Predicted)
[color ]

White
[Detection Methods]

HPLC
[BRN ]

3030414
[InChI]

InChI=1S/C6H6BClO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4,9-10H
[InChIKey]

RRCMGJCFMJBHQC-UHFFFAOYSA-N
[SMILES]

B(C1=CC=CC=C1Cl)(O)O
[CAS DataBase Reference]

3900-89-8(CAS DataBase Reference)
[Storage Precautions]

Store under nitrogen
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed.
[Safety Statements ]

S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[Hazard Note ]

Irritant
[TSCA ]

No
[REACH Registrations]

Inactive
[HazardClass ]

IRRITANT
[HS Code ]

29319099
[Storage Class]

11 - Combustible Solids
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Tetrahydrofuran-->Toluene-->n-Butyllithium-->Nitrogen-->Triisopropyl borate-->2-Bromochlorobenzene-->Hexane
[Preparation Products]

2,2'-Dichlorobiphenyl-->5,7-Dihydro-indolo[2,3-b]carbazole-->2-amino-2'-chlorobenzophenone-->4-(2-Chlorophenyl)-2-fluorobenzoic acid-->3-(2-Chlorophenyl)-2-methylprop-1-ene
Hazard InformationBack Directory
[Chemical Properties]

white crystalline powder
[Uses]

suzuki reaction
[Synthesis]

2-Bromochlorobenzene

694-80-4

2-Chlorophenylboronic acid

3900-89-8

Step (f): n-BuLi (2.5 M, n-hexane solution, 2.5 mL, 1.2 eq., 6.3 mmol) was slowly added dropwise under nitrogen protection to a solvent mixture of toluene and THF (4: 1, 10 mL, 10 mL) containing 2-bromo chlorobenzene (I) (1 g, 0.6 mL, 5.2 mmol) and triisopropyl borate (1.44 mL, 1.2 eq., 6.27 mmol). 1, 10 mL) in a reaction temperature of -70°C and a dropwise addition time of 1 hour. After the dropwise addition, the reaction mixture was continued to be stirred at -70°C for 0.5 hr. Subsequently, the reaction system was slowly warmed to -20 °C and the reaction was quenched by the addition of 2N HCl solution (5 mL). After the reaction mixture was brought to room temperature, it was extracted with dichloromethane. The organic phases were combined, dried and concentrated to give a white solid. The solid was purified by recrystallization from acetonitrile to give the target product 2-chlorophenylboronic acid in 98% yield (800 mg).

[References]

[1] Patent: WO2013/90725, 2013, A1. Location in patent: Page/Page column 68
[2] European Journal of Medicinal Chemistry, 2017, vol. 126, p. 590 - 603
[3] Journal of Organic Chemistry, 2002, vol. 67, # 15, p. 5394 - 5397
Spectrum DetailBack Directory
[Spectrum Detail]

2-Chlorophenylboronic acid(3900-89-8)1HNMR
2-Chlorophenylboronic acid(3900-89-8)1HNMR
2-Chlorophenylboronic acid(3900-89-8)IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2-Chlorophenylboronic acid, 97%(3900-89-8)
[Alfa Aesar]

2-Chlorobenzeneboronic acid, 97%(3900-89-8)
[Sigma Aldrich]

3900-89-8(sigmaaldrich)
[TCI AMERICA]

2-Chlorophenylboronic Acid  (contains varying amounts of Anhydride)(3900-89-8)
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