Name | Citral, mixture of cis and trans |
Synonyms | Citral linmengquan Citralcistrans cis,trans-Citral Citral synthetic citral (cis+trans) Citral Extra. nat. 6-Octadienal,3,7-dimethyl-2 3,7-Dimethyl-2,6-octadienal 3,7-Dimethyll-2,6-octadienal 2,6-Octadienal,3,7-dimethyl- 3,7-dimethyl-octa-2,6-dienal 2,6-Octadienal, 3,7-dimethyl- 3,7-Dimethyl-1,2,6-octadienal Citral, mixture of cis and trans |
CAS | 5392-40-5 |
EINECS | 226-394-6 |
InChI | InChI=1/2C10H16O/c2*1-9(2)5-4-6-10(3)7-8-11/h2*5,7-8H,4,6H2,1-3H3/b10-7+;10-7- |
Molecular Formula | C10H16O |
Molar Mass | 152.23 |
Density | 0.888 g/mL at 25 °C (lit.) |
Melting Point | <-10°C |
Boling Point | 229 °C (lit.) |
Specific Rotation(α) | n20/D 1.488 (lit.) |
Flash Point | 215°F |
JECFA Number | 1225 |
Water Solubility | PRACTICALLY INSOLUBLE |
Solubility | Soluble in organic solvents such as ethanol, acetone, ethyl acetate, etc., insoluble in water and glycerol |
Vapor Presure | 0.2 mm Hg ( 200 °C) |
Vapor Density | 5 (vs air) |
Appearance | Transparent to light yellow oily liquid |
Color | colorless to light yellow |
Exposure Limit | ACGIH: TWA 5 ppm (Skin) |
Merck | 14,2322 |
BRN | 1721871 |
Storage Condition | 2-8°C |
Stability | Stable. but readily isomerizes. Incompatible with alkalies, strong oxidizing agents, strong acids. Combustible. Air and light sensitive. |
Sensitive | `sensitive` to light, heat and air |
Explosive Limit | 4.3-9.9%(V) |
Refractive Index | n20/D 1.488(lit.) |
MDL | MFCD00006997 |
Physical and Chemical Properties | Colorless or yellowish liquid with rich lemon flavor. No optical rotation. Boiling point 228 degrees C, flash point 92 degrees Celsius. There are two kinds of cis and trans isomers. With sodium bisulfite treatment, the CIS solubility is very small, while the trans is very large, so that the two can be separated. Cis-citral: Relative density (d200.8898, refractive index (nD20)1.4891, boiling point 118~119 ℃(2666Pa). Trans citral: Relative density 0.8888, refractive index (nD20)1.4891, boiling point 117~118 ℃(2666Pa). Soluble in non-volatile oil, volatile oil, propylene glycol and ethanol, insoluble in glycerol and water. Unstable in alkaline and strong acids. Natural products are found in lemon grass oil (70%-80%), Litsea cubeba oil (about 70%), lemon oil, lime oil, citrus leaf oil, etc. |
Use | Used as a flavoring agent, the preparation of lemon flavor, also used as a raw material for the synthesis of ionone and vitamin A |
Hazard Symbols | Xi - Irritant |
Risk Codes | R38 - Irritating to the skin R43 - May cause sensitization by skin contact |
Safety Description | S24/25 - Avoid contact with skin and eyes. S37 - Wear suitable gloves. |
UN IDs | 1760 |
WGK Germany | 1 |
RTECS | RG5075000 |
TSCA | Yes |
HS Code | 2912 19 00 |
Hazard Class | 8 |
Packing Group | III |
Toxicity | LD50 orally in rats: 4.96 g/kg (Opdyke) |
Reference Show more | 1. Peng Xianglian, Cai Zhilin, Fu Red Army. Separation and Purification of citral from the essential oil of litsea cubeba [J]. Forestry industry, 2018, v.45;No.276(08):21-26. 2. Dong Xiaoke, Liu Jinmin, Li Zhonghao, Yuan Siyuan, Wang Kaiyue, Li Lili, Zheng xiangchun. Study on the main blood components and pharmacokinetics of chaibei Zhixian decoction in rats [J]. Global Journal of Traditional Chinese Medicine, 2021,14(03):377-383. 3. Qian, Weidong, et al. "Antimicrosal and antibiofilm activities of systemic against carbapenem-resistant Enterobacter cloacae." Foodborne pathogens and disease 17.7 (2020): 459-465.https:// doi.org/10.1089/fpd.2019.2751 4. Liu, Huang, et al. "Antimicrobial activity and virulence attenuation of citral against the fish pathogen Vibrio alginolyticus." Aquaculture 515 (2020): 734578.https://doi.org/10.1016/j.aquaculture.2019.734578 5. [IF=5.548] Juanjuan Cao et al."Antimicrobial and antivirulence efficacies of citral against foodborne pathogen Vibrio parahaemolyticus RIMD2210633."Food Control. 2021 Feb;120:107507 6. [IF=4.952] Yuxiang Zhang et al."Antibacterial activity of essential oils against Stenotrophomonas maltophilia and the effect of citral on cell membrane."Lwt Food Sci Technol. 2020 Jan;117:108667 7. [IF=4.242] Huan Liu et al."Antimicrobial activity and virulence attenuation of citral against the fish pathogen Vibrio alginolyticus."Aquaculture. 2020 Jan;515:734578 8. [IF=4.24] Weiyun Bi et al."Preventive effect of different citrus essential oils on primary dysmenorrhea: in vivo and in vitro study."Food Biosci. 2021 Aug;42:101135 |
A colorless to yellowish oily liquid with a strong lemon odor. The relative density is 0. 884~0.886(20 ℃). Boiling point 228~229 deg C. Ignition point: 92 ℃. Refractive index 1. 485 to 1. 491 (20 °c). Volatile, insoluble in water, 10 times soluble in 60% ethanol, soluble in propylene glycol, benzyl benzoate, phthalate Diethyl ester, mineral oil, esters and chloroform, insoluble in glycerol.
vacuum distillation method or chemical method is used to extract from litsea cubeba oil (fruit of litsea cubeba can be obtained by steam distillation 3% ~ 5% of the essential oil).
mainly used for the synthesis of ionone, dihydrodamazone and other spices; As organic raw materials can be reduced to citronellol, nerol and geraniol; Can also be converted into citronitrile. Used in the pharmaceutical industry for the manufacture of vitamins A and E.
Toxicity: The oral LD50 of rats was 4960mg/kg. lOkg or 25kg plastic barrel packaging. Store in a cool, ventilated warehouse, away from heat sources and fire.