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560197

Sigma-Aldrich

3-Bromo-4-methoxyphenethylamine

97%

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About This Item

Linear Formula:
BrC6H3(OCH3)(CH2CH2NH2)
CAS Number:
Molecular Weight:
230.10
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

refractive index

n20/D >1.5800 (lit.)

density

1.389 g/mL at 25 °C (lit.)

functional group

amine
bromo

SMILES string

COc1ccc(CCN)cc1Br

InChI

1S/C9H12BrNO/c1-12-9-3-2-7(4-5-11)6-8(9)10/h2-3,6H,4-5,11H2,1H3

InChI key

JHVALSRTUOVNLL-UHFFFAOYSA-N

General description

3-Bromo-4-methoxyphenethylamine can be synthesized by reacting N-benzoyl-3-bromo-4-methoxyphenethylamine, acetic acid and HCl in the presence of N2.

Application

3-Bromo-4-methoxyphenethylamine (3-Bromo-4-methoxy-β-phenethylamine) may be used as a starting reagent in the synthesis of 3-bromo-4-methoxy-5-nitro-β-phenethylamine. It may also be used to synthesize 4-bromo-N-(3-bromo-4-methoxyphenethyl)-1H-pyrrole-2-carboxamide.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Synthesis of Aminoisoquinolines and Related Compounds. X. A Modified Synthesis of dl-Cularine.
Ishiwata S, et al.
Chemical & Pharmaceutical Bulletin, 18(9), 1850-1855 (1970)
Syntheses of the marine metabolites verongamine, hemibastadin-2, and aerothionin using the cyano ylide coupling methodology.
Wasserman HH and Wang J.
The Journal of Organic Chemistry, 63(16), 5581-5586 (1998)
Total synthesis and biological evaluation of the marine bromopyrrole alkaloid dispyrin: elucidation of discrete molecular targets with therapeutic potential.
Kennedy JP, et al.
Journal of Natural Products, 1783-1786 (2008)

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