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Merck

C83007

Citral

95%

Synonyme(s) :

Lemonal, 3,7-Dimethyl-2,6-octadienal, Geranial and neral mixture

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A propos de cet article

Formule linéaire :
(CH3)2C=CHCH2CH2C(CH3)=CHCHO
Numéro CAS:
5392-40-5
Poids moléculaire :
152.23
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24893046
EC Number:
226-394-6
Beilstein/REAXYS Number:
1721871
MDL number:
MFCD00006997
Assay:
95%
Form:
liquid

Principaux documents

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InChI key

WTEVQBCEXWBHNA-UHFFFAOYSA-N

InChI

1S/C10H16O/c1-9(2)5-4-6-10(3)7-8-11/h5,7-8H,4,6H2,1-3H3

SMILES string

[H]C(=O)C=C(C)CC\C=C(\C)C

vapor density

5 (vs air)

vapor pressure

0.2 mmHg ( 200 °C)

assay

95%

form

liquid

Quality Level

100

Gene Information

human ... CYP1A2(1544)

bp

229 °C (lit.)

density

0.888 g/mL at 25 °C (lit.)

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Catégories apparentées

General description

Citral is a mixture of neral (cis isomer of 3,7-dimethyl-2,6-octadienal) and geranial (trans isomer of 3,7-dimethyl-2,6-octadienal). It exhibits antimicrobial activity and pheromonal effects and is generally used for the synthesis of vitamin A and ionones.

Citral is a monoterpene aldehyde used as an aromatic ingredient in food and cosmetic industry.

Application

  • Citral has been used as an anti-tumor agent against breast cancer cell lines (MCF-7 and MDA-MB-231).
  • It shows antipyretic effects which can be studied by systemic administration of lipopolysaccharide (LPS) to rats.
  • It can undergo 1,3-dipolar cycloaddition reaction with trimethylsilylazide to form 1,2,3-triazolines which possess pharmaceutical properties.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Classe de stockage

10 - Combustible liquids

wgk

WGK 1

flash_point_f

208.4 °F - DIN 51758

flash_point_c

98 °C - DIN 51758

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificats d'analyse (COA)

Lot/Batch Number
SDBB5304
STBK5510
STBK0532
STBJ0146
STBH8471

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. What is the apparent molarity of Citral, Products W230316, C83007, and W230308?

    The apparent molarity of a neat liquid may be calculated from the density and molecular weight.  In the case of citral, the density is 0.888 g/mL and the molecular weight is 152.23 g/mole. By writing the density as 888 g/L, the calculation is 888 g/L divided by 152.23 g/mole = 5.83 mole/L, or 5.83 M.

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    Ask a Scientist here.

Citral induced apoptosis in MDA-MB-231 spheroid cells
Nigjeh SE, et al.
BMC Complementary and Alternative Medicine, 18(1), 56-56 (2018)
Theoretical and experimental studies of 1, 3-dipolar cycloaddition reactions between trimethylsilylazide and citral (geranial and neral)
Taban S and Taherpour AA
Indian Journal of Chemistry, 55(B), 1400-1414 (2016)
Chemical and antimicrobial studies of monoterpene: Citral
Saddiq, Amna A and Khayyat, et al.
Pesticide Biochemistry and Physiology, 98, 89-93 (2010)
Clarissa M D Mota et al.
Journal of ethnopharmacology, 250, 112486-112486 (2019-12-18)
Citral (3,7-dimethyl-2,6-octadienal) is the main component of Cymbopogon citratus (DC) Stapf, an herb with analgesic properties. Arthritic pain is the main unpleasant component of rheumatoid arthritis. The pharmacological approaches used to treat arthritic pain are often accompanied by adjuvant drugs
Antipyretic effects of citral and possible mechanisms of action
Emilio-Silva MT, et al.
Inflammation, 40(5), 1735-1741 (2017)
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