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260975

Sigma-Aldrich

4-Bromocinnamic acid, predominantly trans

98%

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About This Item

Linear Formula:
BrC6H4CH=CHCO2H
CAS Number:
Molecular Weight:
227.05
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

solid

mp

262-264 °C (lit.)

SMILES string

OC(=O)\C=C\c1ccc(Br)cc1

InChI

1S/C9H7BrO2/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6H,(H,11,12)/b6-3+

InChI key

CPDDDTNAMBSPRN-ZZXKWVIFSA-N

Related Categories

Application

4-Bromocinnamic acid (trans-4-bromocinnamic acid) has been used in the preparation of:
  • (E)-β-bromo-4-bromostyrene
  • 2-amino-7-(piperidin-4-yl)isoquinoline
  • brominated dansyl derivative (4-bromophenyl)-4-(5-(dimethylamino)naphthalene-1-sulfonamido)butanoic acid

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Design, synthesis, and biological evaluation of a dansyled amino acid derivative as an imaging agent for apoptosis.
Zeng W, et al.
Tetrahedron Letters, 49(45), 6429-6432 (2008)
A Convenient Synthesis of 1-Amino-7-(Piperidin-4-yl) Isoquinoline.
Shkavrov S, et al.
Synthetic Communications, 35(5), 725-730 (2005)
Stereoselective synthesis of (E)-?-arylvinyl bromides by microwave-induced reaction of anti-3-aryl-2, 3-dibromopropanoic acids using an AgOAc-AcOH system.
Kuang C, et al.
Tetrahedron, 61(3), 637-642 (2005)

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