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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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1 G
€81.70
10 G
€223.00
100 G
€1,140.00
1 KG
€5,290.00

€81.70


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1 G
€81.70
10 G
€223.00
100 G
€1,140.00
1 KG
€5,290.00

About This Item

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

€81.70


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Request a Bulk Order

Quality Level

Assay

95%

form

solid

mp

115-120 °C

functional group

amine

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

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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


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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

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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