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Merck
CN

792454

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
NACRES:
NA.22
PubChem Substance ID:
329768336
UNSPSC Code:
12352101
MDL number:
MFCD28016343

Key Documents

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Product Name

Palau′Chlor®, 95%

InChI

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

SMILES string

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

InChI key

PCUVYBUDIWDLNI-UHFFFAOYSA-N

assay

95%

form

solid

mp

115-120 °C

functional group

amine

storage temp.

2-8°C

Quality Level

100

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKBV3522V
MKBV3519V
MKBV3517V
MKBV0941V
MKBV0940V

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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.

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