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792454

Sigma-Aldrich

Palau′Chlor®

95%

Synonym(s):

2-Chloro-1,3-bis(methoxycarbonyl)guanidine, Baran CBMG Reagent

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About This Item

Empirical Formula (Hill Notation):
C5H8ClN3O4
Molecular Weight:
209.59
MDL number:
MFCD28016343
UNSPSC Code:
12352101
PubChem Substance ID:
329768336
NACRES:
NA.22

Quality Level

100

assay

95%

form

solid

mp

115-120 °C

storage temp.

2-8°C

SMILES string

O=C(NC(NC(OC)=O)=NCl)OC

InChI

1S/C5H8ClN3O4/c1-12-4(10)7-3(9-6)8-5(11)13-2/h1-2H3,(H2,7,8,9,10,11)

InChI key

PCUVYBUDIWDLNI-UHFFFAOYSA-N

Related Categories

Application

Palau′Chlor® is an electrophilic reagent that is useful in the chlorination of aromatic and heteroaromatic substrates, as well as the alpha-chlorination of carbonyl compounds. Palau′Chlor® is an air-stable, free-flowing powder that combines reactivity and practicality, providing an excellent alternative to conventional chlorinating agents such as N-chlorosuccinimide and tert-butyl hypochlorite.

Learn More at the Professor and Product Portal of Professor Phil S. Baran.

Palau’chlor: A Practical and Reactive Chlorinating Reagent

Legal Information

Palau'Chlor is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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Norihito Fukui et al.
Angewandte Chemie (International ed. in English), 54(21), 6311-6314 (2015-04-01)
The chlorination of β-halo or β,β-dihaloporphyrins with 2-chloro-1,3-bis(methoxycarbonyl)guanidine (Palau'Chlor) proceeded selectively at the neighboring unsubstituted meso position to afford meso,β-dihalo or meso,β,β-trihaloporphyrins. Such oligohaloporphyrins are useful platforms for constructing more-elaborate porphyrin-based extended π systems. For example, meso-chloro-β,β-diiodoporphyrin participated in an efficient single-step

Articles

Palau’Chlor®: Easily and Selectively Functionalize Lead Compounds

Aryl chlorides are commonly used in cross-coupling reactions and can serve as key intermediates towards the synthesis of pharmaceutical drug candidates and natural products.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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