ChemicalBook > CAS DataBase List > 4-Bromomethyl-2-cyanobiphenyl

4-Bromomethyl-2-cyanobiphenyl

Product Name
4-Bromomethyl-2-cyanobiphenyl
CAS No.
114772-54-2
Chemical Name
4-Bromomethyl-2-cyanobiphenyl
Synonyms
Br-OTBN;4-Bromoethyl-2-cyanobiphenyl;Irbesartan BroMo Cyano IMpurity;Valsartan Impurity 7;OTBNBR;4&priMe;Bromocyanobiphenyl;Bromosartan biphenyl;Valsartan Impurity J;Valsartan impurity 10
CBNumber
CB2685168
Molecular Formula
C14H10BrN
Formula Weight
272.14
MOL File
114772-54-2.mol
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4-Bromomethyl-2-cyanobiphenyl Property

Melting point:
125-128 °C (lit.)
Boiling point:
413.2±38.0 °C(Predicted)
Density 
1.43±0.1 g/cm3(Predicted)
vapor pressure 
0.1-0.2Pa at 20-25℃
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
Water Solubility 
Insoluble in water
solubility 
Acetonitrile (Slightly), Chloroform (Slightly)
form 
powder to crystal
color 
White to Almost white
InChI
InChI=1S/C14H10BrN/c15-9-11-5-7-12(8-6-11)14-4-2-1-3-13(14)10-16/h1-8H,9H2
InChIKey
LFFIEVAMVPCZNA-UHFFFAOYSA-N
SMILES
C1(C2=CC=C(CBr)C=C2)=CC=CC=C1C#N
LogP
3.2
CAS DataBase Reference
114772-54-2(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,Xn,N
Risk Statements 
20/21/22-36/37/38-50/53-43
Safety Statements 
26-36/37-36/37/39-61-60
RIDADR 
3439
WGK Germany 
3
Hazard Note 
Irritant
HazardClass 
6.1
HS Code 
29269090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

P273Avoid release to the environment.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
535494
Product name
4′-Bromomethyl-2-biphenylcarbonitrile
Purity
97%
Packaging
5g
Price
$43.2
Updated
2024/03/01
Sigma-Aldrich
Product number
535494
Product name
4′-Bromomethyl-2-biphenylcarbonitrile
Purity
97%
Packaging
25g
Price
$138
Updated
2024/03/01
TCI Chemical
Product number
B1806
Product name
4'-Bromomethyl-2-cyanobiphenyl
Purity
>98.0%(GC)
Packaging
5g
Price
$36
Updated
2024/03/01
TCI Chemical
Product number
B1806
Product name
4'-Bromomethyl-2-cyanobiphenyl
Purity
>98.0%(GC)
Packaging
25g
Price
$109
Updated
2024/03/01
Alfa Aesar
Product number
H55394
Product name
4'-(Bromomethyl)biphenyl-2-carbonitrile, 98%
Packaging
5g
Price
$52.65
Updated
2024/03/01
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4-Bromomethyl-2-cyanobiphenyl Chemical Properties,Usage,Production

Description

4-Bromomethyl-2-cyanobiphenyl is an important pharmaceutical intermediate and organic synthetic material used in the preparation of drugs of the sartan class such as azilsartan ester and temisartan. It is also used in the synthesis of other pyrazolines and related derivatives. In addition, recently reported studies on the role of 4-Bromomethyl-2-cyanobiphenyl in the determination of potential genotoxic impurities in temesartan using ESI-MS/MS technique and thermodynamic studies in different solvents[1-2].

Chemical Properties

4-Bromomethyl-2-cyanobiphenyl is Cream powder

Uses

4-Bromomethyl-2-cyanobiphenyl used in protein-binding studies of quinoxaline angiotensin II receptor antagonists.

Synthesis

4-Bromomethyl-2-cyanobiphenyl is synthesised using 2-cyano-4-methylbiphenyl as a raw material by chemical reaction. The specific synthesis steps are as follows:
A method for preparing dibromohydantoin-based normal temperature bromosartan biphenyl. Dissolve 10g 2-cyano-4-methylbiphenyl in 30mL dichloromethane and put it into syringe A tube; add 9g dibromo Hydantoin was dissolved in 30 mL of dichloromethane and put into the syringe B tube. Install the two syringes A and B on the flow syringe pump and assemble them. Set the flow rate of the two tubes A and B to 1.5 mL/min. Turn on the constant temperature water bath device, heat to 50°C, keep the temperature, turn on 4000K LED light with 475nm light for 30 minutes, and turn on the flow reactor at the same time. After the reaction is completed, add 15g of sodium bisulfite to the receiving product to quench, separate the liquids, remove the solvent by rotary evaporation of the organic phase, add isopropyl ether to recrystallize, filter with suction, and place the filter cake in an oven to obtain a pure product. The product 4-Bromomethyl-2-cyanobiphenyl has a purity of 90% and a yield of 94%.
4-Bromomethyl-2-cyanobiphenyl synthesis

References

[1] MANIKANTH REDDY YARALA; Sowjanya G. Determination of Potential Genotoxic Impurities (Orthophenylene Diamine Dihydrochloride), 4'-Bromomethyl-2-Cyanobiphenyl, 4'(Dibromomethyl)[1,1'-Biphenyl]-2-Carbonitrile in Telmisartan by ESI-MS/MS.[J]. Journal of chromatographic science, 2023. DOI:10.1093/chromsci/bmab139.
[2] JINGXIANG YANG . Thermodynamics of 4’-bromomethyl-2-cyanobiphenyl in different solvents[J]. Journal of Chemical Thermodynamics, 2015. DOI:10.1016/j.jct.2014.12.002.

4-Bromomethyl-2-cyanobiphenyl Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4-Bromomethyl-2-cyanobiphenyl manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
4-Bromomethyl-2-cyanobiphenyl 114772-54-2
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-11-28
Hebei Chuanghai Biotechnology Co., Ltd
Product
4-Bromomethyl-2-cyanobiphenyl 114772-54-2
Price
US $25.00/ASSAYS
Min. Order
100ASSAYS
Purity
99.5%
Supply Ability
100 mt
Release date
2024-11-20
Hebei Yanxi Chemical Co., Ltd.
Product
4-Bromomethyl-2-cyanobiphenyl 114772-54-2
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
100tons
Release date
2023-09-08

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