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Citral

Citral Structure
CAS No.
5392-40-5
Chemical Name:
Citral
Synonyms
NERAL;GERANIAL;cis-Citral;3,7-DIMETHYL-2,6-OCTADIENAL;2,6-Octadienal, 3,7-dimethyl-;Natural Citral;CITRATHAL;geranialdehyde;CITRAL NATURAL;(2E)-3,7-Dimethyl-2,6-octadienal
CBNumber:
CB8364074
Molecular Formula:
C10H16O
Molecular Weight:
152.23
MOL File:
5392-40-5.mol
MSDS File:
SDS
Modify Date:
2024/5/24 15:44:31

Citral Properties

Melting point <-10°C
Boiling point 229 °C (lit.)
Density 0.888 g/mL at 25 °C (lit.)
vapor density 5 (vs air)
vapor pressure 0.2 mm Hg ( 200 °C)
FEMA 2303 | CITRAL
refractive index n20/D 1.488(lit.)
Flash point 215 °F
storage temp. 2-8°C
solubility 0.42g/l
form Liquid
color colorless to light yellow
Odor at 100.00 %. sweet lemon citral
Odor Type citrus
explosive limit 4.3-9.9%(V)
Water Solubility PRACTICALLY INSOLUBLE
Merck 14,2322
JECFA Number 1225
BRN 1721871
Exposure limits ACGIH: TWA 5 ppm (Skin)
Stability Stable. but readily isomerizes. Incompatible with alkalies, strong oxidizing agents, strong acids. Combustible. Air and light sensitive.
LogP 2.76 at 25℃
CAS DataBase Reference 5392-40-5(CAS DataBase Reference)
NIST Chemistry Reference Citral(5392-40-5)
EPA Substance Registry System Citral (5392-40-5)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H317-H319
Precautionary statements  P261-P264-P272-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  38-43
Safety Statements  24/25-37
RIDADR  1760
WGK Germany  1
RTECS  RG5075000
Autoignition Temperature 225 °C
TSCA  Yes
HS Code  2912 19 00
HazardClass  8
PackingGroup  III
Toxicity LD50 orally in rats: 4.96 g/kg (Opdyke)
NFPA 704
1
2 0

Citral price More Price(19)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) W230316 Citral natural, ≥96%, FCC, FG 5392-40-5 1SAMPLE-K ₹5347.55 2022-06-14 Buy
Sigma-Aldrich(India) W230316 Citral natural, ≥96%, FCC, FG 5392-40-5 1KG ₹16508.13 2022-06-14 Buy
Sigma-Aldrich(India) W230308 Citral mixture of cis and trans, ≥96%, FG 5392-40-5 1SAMPLE-K ₹5141.88 2022-06-14 Buy
Sigma-Aldrich(India) W230316 Citral natural, ≥96%, FCC, FG 5392-40-5 9KG ₹99081.23 2022-06-14 Buy
Sigma-Aldrich(India) W230308 Citral mixture of cis and trans, ≥96%, FG 5392-40-5 1KG ₹10889.95 2022-06-14 Buy
Product number Packaging Price Buy
W230316 1SAMPLE-K ₹5347.55 Buy
W230316 1KG ₹16508.13 Buy
W230308 1SAMPLE-K ₹5141.88 Buy
W230316 9KG ₹99081.23 Buy
W230308 1KG ₹10889.95 Buy

Citral Chemical Properties,Uses,Production

Chemical Properties

Citral occurs as (2Z)- and (2E)-isomers (citral a and b, respectively) analogous to the corresponding alcohols, geraniol and nerol: geranial (citral a), bp2.7 kPa 118–119 °C, d20 0.8888, n20 D 1.4898; neral (citral b), bp2.7 kPa 120 °C, d20 0.8869, n20 D 1.4869. Natural citral is nearly always a mixture of the two isomers. It occurs in lemongrass oil (up to 85%), in Litsea cubeba oil (up to 75%), and in small amounts inmany other essential oils. The citrals are colorless to slightly yellowish liquids, with an odor reminiscent of lemon.
Since citral is an α,β-unsaturated aldehyde with an additional double bond, it is highly reactive and may undergo reactions such as cyclization and polymerization. Geraniol, citronellol, and 3,7-dimethyloctan-l-ol can be obtained from citral by stepwise hydrogenation. Citral can be converted into a number of addition compounds; the (Z)- and (E)-isomers can be separated via the hydrogen sulfite addition compounds.The condensation of citral with active methylene groups is used on an industrial scale in the synthesis of pseudoionones, which are starting materials for ionones and vitamins.

Occurrence

Reported found in apricot, clary sage, ginger, grape, grapefruit, lemon, lime, mandarin, orange, raspberry, tamarind, tangerine, tea and tomato.

Uses

Citral is an anti-microbial agent found in plants with antibacterial activity against some food pathogens. It is also a fragrance compound with a distinct lemon scent.

Definition

Commercial material is a mixture of α and β isomers.

General Description

A clear yellow colored liquid with a lemon-like odor. Less dense than water and insoluble in water. Toxic by ingestion. Used to make other chemicals.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Citral is an aldehyde. Aldehydes are frequently involved in self-condensation or polymerization reactions. These reactions are exothermic; they are often catalyzed by acid. Aldehydes are readily oxidized to give carboxylic acids. Flammable and/or toxic gases are generated by the combination of aldehydes with azo, diazo compounds, dithiocarbamates, nitrides, and strong reducing agents. Aldehydes can react with air to give first peroxo acids, and ultimately carboxylic acids. These autoxidation reactions are activated by light, catalyzed by salts of transition metals, and are autocatalytic (catalyzed by the products of the reaction). The addition of stabilizers (antioxidants) to shipments of aldehydes retards autoxidation. Citral can react with alkalis and strong acids. Citral can readily isomerize.

Hazard

Questionable carcinogen.

Fire Hazard

Citral is combustible.

Contact allergens

Citral is an aldehyde fragrance and flavoring ingredient, a blend of isomers cis (Neral) and trans (geranial). As a fragrance allergen, citral has to be mentioned by name in cosmetics within the EU.

Safety Profile

Moderately toxic by intraperitoneal route. Mildly toxic by ingestion. Experimental reproductive effects. A severe human and experimental skin irritant. Mutation data reported. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes.

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