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Merck

C4261

Coumarin

≥99% (HPLC)

Synonym(s):

1,2-Benzopyrone, 1-Benzopyran-2-one, 2H-Chromen-2-one

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About This Item

Empirical Formula (Hill Notation):
C9H6O2
CAS Number:
91-64-5
Molecular Weight:
146.14
UNSPSC Code:
12352205
NACRES:
NA.25
PubChem Substance ID:
24892679
EC Number:
202-086-7
Beilstein/REAXYS Number:
383644
MDL number:
MFCD00006850

Key Documents

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Product Name

Coumarin, ≥99% (HPLC)

InChI key

ZYGHJZDHTFUPRJ-UHFFFAOYSA-N

InChI

1S/C9H6O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-6H

SMILES string

O=C1Oc2ccccc2C=C1

vapor pressure

0.01 mmHg ( 47 °C)

assay

≥99% (HPLC)

form

powder

bp

298 °C (lit.)

mp

68-73 °C (lit.)

Quality Level

200

Gene Information

rat ... Maoa(29253), Maob(25750)

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1 of 4

This Item
Y0000438PHL8001701260595
Coumarin ≥99% (HPLC)

Sigma-Aldrich

C4261

Coumarin

Coumarin European Pharmacopoeia (EP) Reference Standard

Y0000438

Coumarin

Coumarin phyproof® Reference Substance

PHL80017

Coumarin

Coumarin primary reference standard

01260595

Coumarin

assay

≥99% (HPLC)

assay

-

assay

≥98.0% (HPLC)

assay

-

bp

298 °C (lit.)

bp

298 °C (lit.)

bp

298 °C (lit.)

bp

298 °C (lit.)

mp

68-73 °C (lit.)

mp

68-73 °C (lit.)

mp

68-73 °C (lit.)

mp

68-73 °C (lit.)

vapor pressure

0.01 mmHg ( 47 °C)

vapor pressure

0.01 mmHg ( 47 °C)

vapor pressure

0.01 mmHg ( 47 °C)

vapor pressure

0.01 mmHg ( 47 °C)

form

powder

form

-

form

flakes

form

-

Quality Level

200

Quality Level

-

Quality Level

-

Quality Level

-

Application

Coumarin is useful as a precursor molecule for the preparation or synthesis of coumarin-based anticoagulates, antiiflammatory agents and antioxidation superoxide scavengers.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Skin Sens. 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 1

flash_point_f

323.6 °F - closed cup

flash_point_c

162 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000503875
0000503875
0000503911
0000503911
0000488513

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Shigehiro Sumiya et al.
The journal of physical chemistry. A, 117(7), 1474-1482 (2013-01-25)
A coumarin-amide-dipicolylamine linkage (L) was synthesized and used as a fluorescent receptor for metal cations in water. The receptor dissolved in water with neutral pH shows almost no fluorescence due to the photoinduced electron transfer (PET) from the amide and
Shota Morimoto et al.
Chemical communications (Cambridge, England), 49(18), 1811-1813 (2013-01-26)
A photo-switchable fluorescent flagging approach has been developed to identify photoaffinity-labeled peptides in target protein. Upon photochemical release of the ligand, the protein was newly modified with a coumarin in place of the previously attached biotin. It allowed us to
Donglei Yu et al.
Medicinal research reviews, 23(3), 322-345 (2003-03-21)
Numerous plant-derived compounds have been evaluated for inhibitory effects against HIV replication, and some coumarins have been found to inhibit different stages in the HIV replication cycle. This review article describes recent progress in the discovery, structure modification, and structure-activity
Klaus Abraham et al.
Molecular nutrition & food research, 54(2), 228-239 (2009-12-22)
Coumarin is a secondary phytochemical with hepatotoxic and carcinogenic properties. For the carcinogenic effect, a genotoxic mechanism was considered possible, but was discounted by the European Food Safety Authority in 2004 based on new evidence. This allowed the derivation of
Fabrizio Carta et al.
Bioorganic & medicinal chemistry, 20(7), 2266-2273 (2012-03-02)
A series of coumarins incorporating tert-butyl-dimethylsilyloxy- or allyoxy- moieties in positions 4-, 6 or 7 of the heterocyclic ring have been synthesized and then converted to the corresponding 2-thioxo-coumarins. Other derivatives incorporating hydroxyethyloxy-, tosylethoxy- and 2-fluroethyloxy- moieties in position 7
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Questions

1–3 of 3 Questions  

  1. 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/418/501/product-dating-information-06-25-mk.pdf

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  2. Dear Merck team, we would like to know the quantum yield of this product - coumarin C4261. Do you have information about this? Thank you in advance

    1 answer

    1. Unfortunately, no quality testing is carried out to determine the quantum yield of the product.

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  3. 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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