Hydroxycitronellal Hydroxycitronellal

Structural formula

• Numbering system
• Physical property data
• Toxicological data
• Ecological data
• Molecular structure data
• Computing chemical data
• More
  • Properties and Stability
  • Storage method
  • Synthesis method
  • Purpose

Numbering system

CAS number:107-75-5

MDL number:MFCD00014681

EINECS number:203-518-7

RTECS number:RG7850000

BRN number:None

PubChem number:24888064

Physical property data

1. Properties: colorless to light yellow transparent liquid. Has the scent of lilies and lily of the valley.

2. Density (g/mL, 25℃): 0.923

3. Relative vapor density (g/mL, air=1): Undetermined

4. Melting point (ºC): 257

5. Boiling point (ºC, normal pressure): Undetermined

6. Boiling point (ºC, kPa): Undetermined

7. Refractive index (_D²⁰): 1.448

8. Flash point (ºC): Undetermined

9. Specific rotation (ºC): Undetermined

10. Autoignition point or ignition temperature (ºC): Undetermined

11. Vapor pressure (mmHg, ºC): Undetermined

12. Saturated vapor pressure (kPa, ºC): Undetermined

13. Heat of combustion (KJ/mol): Undetermined

14. Critical temperature (ºC): Undetermined

15. Critical pressure (KPa): Undetermined

16. Log value of oil-water (octanol/water) partition coefficient: Undetermined

17. Explosion upper limit (%, V/V): Undetermined

18. Explosion lower limit (%, V/V): Undetermined

19. Solubility: Not determined

Toxicological data

1. Skin/eye irritation

Standard Draize test: rabbit, skin contact: 500mg/24H.

Standard Draize test: Rabbit, skin contact: 100mg/24H, severity of reaction: moderate.

2. Acute toxicity: Rat oral LD50: >5mg/kg;

Ecological data

None

Molecular structure data

1. Molar refractive index: 50.02

2. Molar volume (cm³/mol): 188.8

3. Isotonic specific volume (90.2K ): 448.0

4. Surface tension (dyne/cm): 31.6

5. Polarizability (10-24cm3): 19.83

Compute chemical data

1. Reference value for hydrophobic parameter calculation (XlogP): 1.6

2. Number of hydrogen bond donors: 1

3. Number of hydrogen bond acceptors: 2

4. Number of rotatable chemical bonds: 6

5. Number of tautomers: 2

6. Topological molecule polar surface area 37.3

7. Number of heavy atoms: 12

8. Surface charge: 0

9. Complexity: 130

10. Number of isotope atoms: 0

11. Determine the number of atomic stereocenters: 0

12. Uncertain number of atomic stereocenters: 1

13. Determine the number of chemical bond stereocenters: 0

14. Number of uncertain chemical bond stereocenters: 0

15. Number of covalent bond units: 1

Properties and stability

None

Storage method

Store in a sealed container and separate from acidic and alkaline substances.

Synthesis method

1. React citronellal and sodium bisulfite under cooling, then use 14% to 15% hydrochloric acid solution to perform hydration reaction at 35°C, and add sodium carbonate to neutralize the remaining hydrochloric acid into the material The acid content is between 0.5% and 1%. First use a small amount of toluene to extract to remove organic impurities, then add toluene and dry sodium carbonate to the hydrate to decompose bisulfite, and the generated hydroxycitronellal is extracted with toluene. The toluene extract first recovers toluene, and then distills it under reduced pressure to obtain the product hydroxycitronellal.

2.It is obtained by adding citronellal and water and refining it.

Purpose

1. Aldehyde synthetic fragrances. It is mainly used as a blending spice for jellyfish, lily, narcissus, sweet pea, clove, jasmine and other essences, and is also used as a soap fragrance. However, because it has a certain irritating effect on the skin, amine condensates with acetal dimethyl acetal, acetal diethyl acetal, and methyl anthranilate are usually used.

2.It is widely used in lily of the valley, orchid, jasmine, lilac and other flavors, and the dosage in perfumes, powders and other cosmetic flavors is as high as 20 %. The dosage used in chewing gum is 16mg/kg; in cold drinks it is 13mg/kg; 10mg/kg in baked goods; 9.4mg/kg; 3.5 mg/kg in soft drinks; 0.3 mg/kg in puddings .