C83007

Citral

95%

• Synonym(s): Lemonal, 3,7-Dimethyl-2,6-octadienal, Geranial and neral mixture
• Linear Formula: (CH₃)₂C=CHCH₂CH₂C(CH₃)=CHCHO
• CAS Number: 5392-40-5
• Molecular Weight: 152.23
• Beilstein/REAXYS Number: 1721871
• EC Number: 226-394-6
• MDL number: MFCD00006997
• UNSPSC Code: 12352100
• PubChem Substance ID: 24893046
• NACRES: NA.22

Properties

• vapor density: 5 (vs air)
• vapor pressure: 0.2 mmHg ( 200 °C)
• assay: 95%
• form: liquid
• refractive index: n20/D 1.488 (lit.)
• bp: 229 °C (lit.)
• density: 0.888 g/mL at 25 °C (lit.)
• SMILES string: [H]C(=O)C=C(C)CC\C=C(\C)C
• InChI: 1S/C10H16O/c1-9(2)5-4-6-10(3)7-8-11/h5,7-8H,4,6H2,1-3H3
• InChI key: WTEVQBCEXWBHNA-UHFFFAOYSA-N
• Gene Information: human ... CYP1A2(1544)

Description

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.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H317,H319
• pcodes: P261 - P264 - P272 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1
• Storage Class: 10 - Combustible liquids
• wgk_germany: 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