NEROL

Product Name:

NEROL

Synonyms:

NEROL BRI (98+%) FCC;Nerol solution;cis-3,7-DiMethyl-2,6-octadien-1-ol 97%;(2Z)-3,7-Dimethyl-2,6-octadien-1-ol;2, 6-DIMETHYL-CIS-2, 6-OCTADIEN-8-OL;2,6-OCTADIEN-1-OL, 3,7-DIMETHYL;2,6-DIMETHYL-2,6-OCTADIEN-8-OL;3, 7-DIMETHYL-CIS-2, 6-OCTADIEN-1-OL

CAS:

106-25-2

MF:

C10H18O

MW:

154.25

EINECS:

203-378-7

Product Categories:

Sambucus nigra (Elderberry);Vaccinium myrtillus (Bilberry);Zingiber officinale (Ginger);Acyclic Monoterpenes;Biochemistry;Terpenes;Acyclic;Alkenes;Artemisia vulgaris;Building Blocks;Chemical Synthesis;Citrus aurantium (Seville orange);Elettaria Cardamomum (Cardamom);Humulus lupulus (Hops);Hypericum perforatum (St John′;Lavandula angustifolia (Lavendar tea);Melaleuca alternifolia;Nutrition Research;Ocimum basilicum (Basil);Organic Building Blocks;Phytochemicals by Plant (Food/Spice/Herb);s wort)

Mol File:

106-25-2.mol

Melting point 

<-15 °C

Boiling point 

103-105 °C9 mm Hg(lit.)

density 

0.876 g/mL at 25 °C(lit.)

FEMA 

2770 | NEROL

refractive index 

n20/D 1.474(lit.)

Fp 

226 °F

storage temp. 

2-8°C

solubility 

absolute ethanol: soluble(lit.)

pka

14.45±0.10(Predicted)

form 

Liquid

color 

Clear colorless to almost colorless

Water Solubility 

1.311g/L(25 ºC)

Merck 

14,6475

JECFA Number

1224

BRN 

1722455

CAS DataBase Reference

106-25-2(CAS DataBase Reference)

EPA Substance Registry System

2,6-Octadien-1-ol, 3,7-dimethyl-, (2Z)- (106-25-2)

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

RIDADR 

UN1230 - class 3 - PG 2 - Methanol, solution

WGK Germany 

2

RTECS 

RG5840000

TSCA 

Yes

HS Code 

29052210

Identification test

Determination of total alcohol (OT-5). The amount of sample taken is 1.2g; the equivalent factor (e) in the calculation is 77.13.

Chemical properties

Colorless oily liquid It bears a sweet smell similar to the fresh rose, better than geraniol, and with hints of lemon flavor. The boiling point is 227 ℃; flash point is 92 ℃; optical rotation is [α] D ± 0 °. Miscible in ethanol, chloroform and ether; nearly insoluble in water. 
It is the isomer of geraniol (trans; geraniol is cis). 
Natural lanolin and its esters are found in orange leaf oil, rose oil, lavender oil, Sri Lanka citronella oil, bitter orange blossom oil and bergamot, lemon, white lemon, grapefruit, sweet orange and so on.

Uses

The food flavors are mainly for the preparation of raspberry, strawberry and citrus fruit flavors and preparation of orange blossom, rose, magnolia main spices. It is a spice commonly used in jasmine, white flowers, lilac, lily of the valley, narcissus, carnation, mimosa, violet, vanilla, cymbidium, tuberose and citrus cologne. It is also commonly used in hyacinth, gardenia, osmanthus, acacia flavor formula. In the food flavor, its raspberry-strawberry flavor effect is commonly used. The product is also used in the preparation of daily makeup fragrance, such as violet, orange blossom, jasmine, lily of the valley, magnolia, cloves and other fragrance type makeup fragrance. It is widely used in orange blossom, rose, jasmine, tuberose and other fragrances of fragrant type and food flavor of raspberry, strawberry. It can also be used to produce ester spices.

Preparation

1. Oil of petitgrain is used as raw material; the first step is eliminating linalool and terpenes through fractionation; through saponification the fraction containing primary alcohol will be made into phthalate esters; and then going through purification and alkali saponification, geraniol (60 %) and nerol (40%) mixture is derived; removing geraniol with lead chloride, undergoing the residue vacuum distillation or steam distillation, the product was derived.
2. Let the geraniol and hydroiodic acid reacted in the neutral solution. Removing excess hydrogen iodide with alkali, the nerol mixed with geraniol can be derived, and then separate the mixture using the above method.
3. Heat the mixture of the same amount of camphor and acetic anhydride to boiling in the presence of sodium acetate. The mixture of geraniol and neryl alcohol can be derived through saponified esterification, and then separate the mixture by the former method.
4. Reducing citral in the isopropanol solution containing isopropanol aluminium also can obtain the mixture of geraniol and nerol, and nerol is derived through re-separation.

Toxicity

GRAS (FEMA). 
LD504500 mg/kg (rat, oral).
maximum level    FEMA (mg/kg): soft drink 1.4; cold drink 3.9; candy 16; baked food 19; pudding 1.0 to 1.3; 
utilization limitation (FDA $ 172. 515, 2000).

Description

Nerol has a fresh, sweet, rose-like odor and a bitter flavor. Nerol may be synthesized from pinene.

Chemical Properties

Nerol has a fresh, sweet, rose-like odor and a bitter flavor.

Chemical Properties

Clear colorless to almost colorless liquid

Chemical Properties

Nerol occurs in small quantities in many essential oils where it is always accompanied by geraniol; its name originates from its occurrence in neroli oil. Nerol is a colorless liquid with a pleasant rose-like odor, which, unlike that of geraniol, has a fresh green note. Nerol undergoes the same reactions as geraniol but cyclizes more readily in the presence of acids.
Nerol is produced along with geraniol from myrcene in the process described for geraniol. It can be separated from geraniol by fractional distillation.
Nerol is used in perfumery not only for the same purposes as geraniol, for example, in rose compositions, to which it lends a particular freshness, but also in other blossom compositions. In flavor work, it is used for bouquetting citrus flavors. Technical-grade nerol, often in a mixture with geraniol, is used as an intermediate in the production of citronellol and citral.

Uses

Nerol is a flavoring agent that is a colorless liquid with an odor resem- bling fresh, sweet roses and contains geranoils and other terpenic alcohols. it is miscible in alcohol, chloroform, and ether insoluble in water. it is obtained by synthesis. it is also termed cis-3,7-dime- thyl-2,6-octadien-1-ol.

Uses

Nerol is an isomer of Geraniol (G367000), used in the synthesis of insect repellant. It is also used in the synthesis of Angelicoin A and Herecinone J, which inhibit collagen-induced platelet aggregat ion.

Uses

nerol is a primary alcohol used in perfumes, especially those with rose and orange blossom scents. nerol is a naturally occurring fraction in oil of lavender, orange leaf, palmarosa, rose, neroli, and petitgrain. It is colorless and has a rose-like scent.

Definition

ChEBI: The (2Z)-stereoisomer of 3,7-dimethylocta-2,6-dien-1-ol. It has been isolated from the essential oils from plants like lemon grass.

Preparation

From pinene.

Aroma threshold values

Detection: 680 ppb to 2.2 ppm; aroma characteristics at 2%: rosy, slightly citrus, terpy and floral, reminis[1]cent of linalool oxide with aldehydic waxy and fruity nuances

Taste threshold values

Taste characteristics at 10 ppm in 5% sugar and 0.1% CA: rosy with citrus nuances, fruity pear with floral citronellal notes

Safety Profile

Moderately toxic by intramuscular route. Mildly toxic by ingestion. A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes.

Preparation Products

Citral-->Citronellol-->Geraniol-->NERYL ISOBUTYRATE

Raw materials

Sodium acetate trihydrate-->Citral-->Linalool-->Hydriodic acid-->Aluminium isopropoxide-->Geraniol