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479152

Sigma-Aldrich

4-Bromobenzylamine

96%

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Linear Formula:
BrC6H4CH2NH2
CAS Number:
Molecular Weight:
186.05
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

96%

bp

110-112 °C/30 mmHg (lit.)

mp

25 °C (lit.)

density

1.473 g/mL at 25 °C (lit.)

SMILES string

NCc1ccc(Br)cc1

InChI

1S/C7H8BrN/c8-7-3-1-6(5-9)2-4-7/h1-4H,5,9H2

InChI key

XRNVSPDQTPVECU-UHFFFAOYSA-N

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General description

4-Bromobenzylamine (BBA), also known as p-bromobenzylamine, is an aryl bromide. The selective formation of nitrile or imine from BBA in the presence of red copper has been reported. The formal [4+4] reaction of BBA to form 2,6,9-triazabicyclo[3.3.1]nonane derivatives has been investigated.

Application

4-Bromobenzylamine (p-Bromobenzylamine) may be used to synthesize 7-[(p-bromobenzyl)ureido]-7,8-dihydro-α-bisabolene.
It may be used to synthesize the following 4-biphenylmethylamine derivatives:
  • (4′-fluoro-4-biphenyl)methylamine
  • (4′-methoxy-4-biphenyl)methylamine
  • (2′-methoxy-4-biphenyl)methylamine
  • (3′-cyano-4-biphenyl)methylamine

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

WGK

WGK 3

Flash Point(F)

>230.0 °F

Flash Point(C)

> 110 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Silvia Galiano et al.
Bioorganic & medicinal chemistry, 15(11), 3896-3911 (2007-04-05)
We have designed and synthesized two novel series of MCH-R1 antagonists based on a substituted biphenylmethyl urea core. SAR was explored, suggesting that optimal binding with the receptor was achieved when the biphenylmethyl group and the linker were substituted on
Jing Zhuang et al.
Nanoscale, 11(31), 14553-14560 (2019-07-26)
An all-inorganic CsPbI2Br perovskite with excellent phase stability and thermal stability has been considered to be a promising candidate for photovoltaic application. However, low efficiency and high moisture sensitivity hinder its advancement. In this work, we exploit 4-bromobenzylamine hydriodate post-treatment
Jiaqing Wang et al.
Chemical communications (Cambridge, England), 50(42), 5637-5640 (2014-04-16)
A novel, efficient, convenient and environmentally friendly approach for the synthesis of nitriles and imines from primary amines has been developed. Using commercially available red copper as the catalyst, ammonium bromide as the co-catalyst and molecular oxygen as the sole
Nitrogenous bisabolene sesquiterpenes from marine invertebrates.
Gulavita NK, et al.
The Journal of Organic Chemistry, 51(26), 5136-5139 (1986)
Efficient synthesis of 2,6,9-triazabicyclo [3.3.1] nonanes through amine-mediated formal [4+4] reaction of unsaturated imines.
Tanaka K, et al.
Tetrahedron Letters, 53(44), 5899-5902 (2012)

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