Hydroxycitronellal

Product Name:

hydroxycitronellal

CAS:

107-75-5

MF:

C10H20O2

MW:

172.26

EINECS:

203-518-7

Mol File:

107-75-5.mol

Melting point 

22-23 °C

Boiling point 

257 °C(lit.)

density 

0.923 g/mL at 25 °C(lit.)

FEMA 

2583 | HYDROXYCITRONELLAL

refractive index 

n20/D 1.448(lit.)

Fp 

>230 °F

storage temp. 

room temp

pka

15.31±0.29(Predicted)

form 

Liquid

Specific Gravity

0.93

color 

Clear colorless

JECFA Number

611

InChIKey

WPFVBOQKRVRMJB-UHFFFAOYSA-N

CAS DataBase Reference

107-75-5(CAS DataBase Reference)

NIST Chemistry Reference

Hydroxycitronellal(107-75-5)

EPA Substance Registry System

Octanal, 7-hydroxy-3,7-dimethyl- (107-75-5)

Hazard Codes 

Xi

Risk Statements 

38-41-43

Safety Statements 

26-39-36/37

RIDADR 

UN1230 - class 3 - PG 2 - Methanol, solution

WGK Germany 

1

RTECS 

RG7850000

HS Code 

29124990

Description

Hydroxycitronellal has an intense, sweet, floral, lily-type odor. It may be prepared by hydration of natural citronellal obtained from Java citronella or from Eucalyptus citriodora; P-pinene is converted to myrcene, which on hydration may yield either linalool or a mixture of geranoil and nerol; the latter mixture can be hydrogenated to citronellol and subsequently converted to citronellal and hydroxycitronellal; also by hydrogenation of 3,7-dimethyl- 7-hydroxy-2-octen-2-al over palladium carbon in ethyl acetate solution.

Chemical Properties

Hydroxycitronellal has a sweet, floral, lily-type odor

Chemical Properties

clear colourless liquid

Chemical Properties

This is a colorless, slightly viscous liquid with a floral odor reminiscent of linden blossom and lily of the valley. Commercially available “hydroxycitronellal” is either optically active or racemic, depending on the starting material used. Hydroxydihydrocitronellal prepared from (+)-citronellal, for example, has a specific relation α20 D +9 to +10°.
Hydroxydihydrocitronellal is relatively unstable toward acid and alkali and is, therefore, sometimes converted into more alkali-resistant acetals, particularly its dimethyl acetal.
Because of its fine, floral odor, hydroxydihydrocitronellal is used in large quantities in many perfume compositions for creating linden blossom and lily of the valley notes. It is also used in other blossom fragrances such as honeysuckle, lily, and cyclamen.

Definition

ChEBI: The tertiary alcohol arising from addition of water across the C2C double bond of citronellal.

Taste threshold values

Taste characteristics at 50 ppm: sweet, waxy, green, floral and melon notes.

Trade name

Laurinal® (Takasago).

Contact allergens

Hydroxycitronellal is a classical fragrance allergen, found in many products. It is contained in “fragrance mix.” It has to be listed by name in the cosmetics of the EU.

Safety Profile

A skin irritant. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.

Chemical Synthesis

By hydration of natural citronellal obtained from Java citronella or from Eucalyptus citriodora; β-pinene is converted to myrcene, which on hydration may yield either linalool or mixture of geranoil and nerol; the latter mixture can be hydrogenated to citronellol and subsequently converted to citronellal and hydroxycitronellal; also by hydrogenation of 3,7-dimethyl-7-hydroxy-2- octen-2-al over palladium carbon in ethyl acetate solution.

Raw materials

Sodium bisulfite-->Sodium acetate trihydrate-->SULFATE STANDARD-->Citral-->SULFUROUS ACID-->Citronellal-->Eucalyptus Citriodara Oil-->Citronella oil-->sulfurous acid

Preparation Products

8,8-Dimethoxy-2,6-dimethyloctan-2-ol-->HYDROXY CITRONELLAL DIETHYL ACETAL