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4-Bromobenzylamine hydrochloride

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4-Bromobenzylamine hydrochloride manufacturers

4-Bromobenzylamine hydrochloride Basic information
Product Name:4-Bromobenzylamine hydrochloride
Synonyms:P-BROMOBENZYLAMINE HYDROCHLORIDE;4-BBA X HCL;4-BROMOBENZYLAMINE HCL;4-BROMOBENZYLAMINE HYDROCHLORIDE;p-Bromo Benzylamine Hcl;Benzenemethanamine, 4-bromo-, hydrochloride;4-BROMOBENZYLAMINE HYDROCHLORIDE 98%;4-Bromobenzylamine hydrochloride 99+%
CAS:26177-44-6
MF:C7H9BrClN
MW:222.51
EINECS:247-503-3
Product Categories:Piperidines ,Homopiperidines ,Heterocyclic Acids;Anilines, Aromatic Amines and Nitro Compounds;Anilines, Amides & Amines;Bromine Compounds;Amine Salts;Nitrogen Compounds;Organic Building Blocks
Mol File:26177-44-6.mol
4-Bromobenzylamine hydrochloride Structure
4-Bromobenzylamine hydrochloride Chemical Properties
Melting point 274-276 °C(lit.)
refractive index 1,5855-1,5875
storage temp. Inert atmosphere,Room Temperature
form powder to crystal
color White to Almost white
Water Solubility Soluble in water.
Sensitive Hygroscopic
BRN 3693458
InChIInChI=1S/C7H8BrN.ClH/c8-7-3-1-6(5-9)2-4-7;/h1-4H,5,9H2;1H
InChIKeyBVYUYDBWQMSOKM-UHFFFAOYSA-N
SMILESC1(CN)=CC=C(Br)C=C1.Cl
CAS DataBase Reference26177-44-6(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/37/38-21/22
Safety Statements 26-37/39-36/37/39-36
WGK Germany 3
Hazard Note Irritant
HS Code 29214900
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
4-Bromobenzylamine hydrochloride English
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4-Bromobenzylamine hydrochloride Usage And Synthesis
Chemical PropertiesOFF-WHITE TO BEIGE CRYSTALLINE POWDER
Uses4-Bromobenzylamine hydrochloride is used to study the characteristics of C-terminal polyamine modification in the presence of protease and amine. Further, it is used to prepare 1-(4-Brombenzyl)-pyrrole by reacting with 2,5-dimethoxy-tetrahydro-furan.
Synthesis
4-Bromobenzonitrile

623-00-7

4-Bromobenzylamine hydrochloride

26177-44-6

General procedure: in a glove box, to a flame-dried GLC vial fitted with a magnetic stirring bar was added [3a] + [BArF4] (1.0 mol%) and Me2PhSiH(2a) (2.1 or 5.0 equivalents). The specified 4-bromobenzonitrile was added to the glove box (in case of solid material) or via a microsyringe outside the glove box. The resulting reaction mixture was kept at room temperature for the indicated time. Upon completion of the reaction, a mixture of cyclohexane and tert-butyl methyl ether (90:10) containing 4% Et3N (0.5 mL) was added to quench the reaction. The resulting solution was filtered through a diatomaceous earth pad coated with a small amount of silica gel, and a solution of cyclohexane and tert-butyl methyl ether (90:10) containing 4% Et3N (3-4 mL) was used as the eluent. The solvent was removed under reduced pressure and the residue was dissolved in Et2O (1 mL), followed by the addition of HCl (2M in Et2O, 1.0 mL, 2.0 mmol, 10 equiv). The resulting suspension was stirred for 1 h and filtered to give 4-bromobenzylamine hydrochloride as a white to yellow solid.

References[1] Synlett, 2017, vol. 28, # 18, p. 2411 - 2414
[2] Tetrahedron, 2014, vol. 70, # 4, p. 975 - 983
[3] Tetrahedron Letters, 2009, vol. 50, # 50, p. 7005 - 7007
[4] Journal of the American Chemical Society, 2016, vol. 138, # 28, p. 8809 - 8814
[5] ACS Catalysis, 2018, vol. 8, # 10, p. 9125 - 9130
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