Description References
ChemicalBook > CAS DataBase List > Nerolidol

Nerolidol

Description References
Product Name
Nerolidol
CAS No.
7212-44-4
Chemical Name
Nerolidol
Synonyms
TRANS-NEROLIDOL;(E)-3,7,11-TRIMETHYL-1,6,10-DODECATRIEN-3-OL;nerolido;HuMbertiol;3,7,11-TRIMETHYL-1,6,10-DODECATRIEN-3-OL;1,6,10-dodecatrien-3-ol,3,7,11-trimethyl-;FCI-119b;FEMA 2772;Nerolidol;NerolidoI
CBNumber
CB2206877
Molecular Formula
C15H26O
Formula Weight
222.37
MOL File
7212-44-4.mol
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Nerolidol Property

Melting point:
-75 °C
Boiling point:
114 °C/1 mmHg (lit.)
Density 
0.875 g/mL at 25 °C (lit.)
vapor pressure 
<1 hPa (20 °C)
FEMA 
2772 | NEROLIDOL (ISOMER UNSPECIFIED)
refractive index 
n20/D 1.479(lit.)
Flash point:
230 °F
storage temp. 
Store below +30°C.
solubility 
0.014g/l, Very slightly soluble in water, soluble in alcohol and oils.
form 
Liquid
pka
14.44±0.29(Predicted)
color 
Clear slightly yellow
Specific Gravity
0.88
Odor
at 100.00 %. floral green waxy citrus woody
Odor Type
floral
explosive limit
0.7-4.5%(V)
Water Solubility 
immiscible
Merck 
14,6476
JECFA Number
1646
BRN 
1724135
LogP
4.5 at 24℃
CAS DataBase Reference
7212-44-4(CAS DataBase Reference)
NIST Chemistry Reference
1,6,10-Dodecatrien-3-ol, 3,7,11-trimethyl-(7212-44-4)
EPA Substance Registry System
Nerolidol (7212-44-4)
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Safety

Hazard Codes 
Xi,N
Risk Statements 
36/37/38-50/53
Safety Statements 
26-36-61-60
RIDADR 
UN 3082 9 / PGIII
WGK Germany 
2
RTECS 
JR4977000
10-23
Autoignition Temperature
230 °C
TSCA 
Yes
HS Code 
29052290
Toxicity
LD50 orally in Rabbit: > 5000 mg/kg LD50 dermal Rabbit > 5000 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W277207
Product name
Nerolidol
Purity
mixture of cis and trans, ≥97%, stabilized, FG
Packaging
sample-k
Price
$54.6
Updated
2024/03/01
Sigma-Aldrich
Product number
W277207
Product name
Nerolidol
Purity
mixtureofcisandtrans,≥97%,stabilized,FG
Packaging
1kg
Price
$250
Updated
2024/03/01
Sigma-Aldrich
Product number
W277207
Product name
Nerolidol
Purity
mixtureofcisandtrans,≥97%,stabilized,FG
Packaging
4kg
Price
$800
Updated
2024/03/01
Sigma-Aldrich
Product number
W277207
Product name
Nerolidol
Purity
mixtureofcisandtrans,≥97%,stabilized,FG
Packaging
9kg
Price
$1600
Updated
2024/03/01
Sigma-Aldrich
Product number
H59605
Product name
Nerolidol
Purity
98%, Mixture of cis and trans
Packaging
25g
Price
$61.5
Updated
2024/03/01
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Nerolidol Chemical Properties,Usage,Production

Description

Nerolidol occurs naturally including the essential oil of neroli, ylang-ylang, and Peru balsam. It has a faint, fresh, unusually sweet, tenacious, floral odor similar to rose and apple. It can be used as a flavor ingredient in foods, such as baked goods, frozen dairy, nonalcoholic beverages, and soft candy. It is also used as fragrance in the perfumery.

References

[1] George A. Burdock, Fenaroli's Handbook of Flavor Ingredients, 6th Edition, 2010

Description

Nerolidol has a faint, floral odor similar to rose and apple. It is an unusually sweet, fresh, tenacious odor. The natural product can be dextro- or levo-rotatory, whereas the synthetic product is optically inactive; the double bond at positions 6-7 accounts for the cis- and trans-forms.

Chemical Properties

Nerolidol is the sesquiterpene analog of linalool. Because of the double bond at the 6-position, it exists as (6Z)- and (6E)- isomers, each forming an enantiomeric pair, since the carbon atom in the 3-position is asymmetric. Nerolidol is a component of many essential oils. (3S,6E)-(+)-nerolidol occurs in cabreuva oil.
Synthetic nerolidol consists of a mixture of racemic (6Z)- and (6E)-nerolidol and is a colorless liquid with a long-lasting, mild floral odor. Industrial synthesis of nerolidol starts with linalool, which is converted into geranylacetone by using diketene, ethyl acetoacetate, or isopropenyl methyl ether, analogously to the synthesis of 6-methyl-5-hepten-2-one from 2-methyl- 3-buten-2-ol. Addition of acetylene and partial hydrogenation of the resultant dehydronerolidol produces a mixture of (6Z)- and (6E)-nerolidol racemates.Nerolidol is used as a base note in many delicate floral odor complexes. It is also an intermediate in the production of vitamins E and K1.

Chemical Properties

Nerolidol has a faint, fresh, unusually sweet, tenacious, floral odor similar to rose and appe

Chemical Properties

Clear slightly yellow liquid

Occurrence

Reported found in over 25 natural sources, including the essential oils of neroli, ylang-ylang, Peru balsam; in currant aroma; also reported in Dalbergia sissoo (60%, dl-), vervain, the distillation water of petitgrain bigarade, Helicrysum italicum, Myrocarpus frondosus and Myrocarpus fastigiatus (80%, d-), Tolu balsam, Acacia farnesiana, orange flower water, Paraguay petitgrain, jasmine, Melaleuca smithii and Melaleuca viridiflora. Also reported found in citrus peel oils and juices, guava, strawberry, peppermint and spearmint oil, pepper, milk powder, hop oil, beer, cognac, white wine, green tea, beans, mushroom, cardamom, rice, dill, corn oil, basil, wort, myrtle leaf, maté and mastic gum oil.

Uses

Nerolidol is one of the main component in the essential oils from fresh aerial parts of Thymus ciliatus (Lamiaceae). Also, it is a terpene that displays high potency on the contractility of cardiac muscle in guinea pig left atrium. A potential and effective treatment for malaria.

Uses

anti-ulcer, insect antifeedant

Definition

ChEBI: Nerolidol is a farnesane sesquiterpenoid that is dodeca-1,6,10-triene which carries methyl groups at positions 3, 7 and 11 and a hydroxy group at position 3. It is a natural product that is present in various flowers and plants with a floral odor. Chemically, it exists in two geometric isomers, trans and cis forms. It is widely used in cosmetics (e.g. shampoos and perfumes), in non-cosmetic products (e.g. detergents and cleansers) and also as a food flavoring agent. It has a role as a flavouring agent, a cosmetic, a pheromone, a neuroprotective agent, an antifungal agent, an anti-inflammatory agent, an antihypertensive agent, an antioxidant, a volatile oil component, an insect attractant and a herbicide. It is a farnesane sesquiterpenoid, a tertiary allylic alcohol and a volatile organic compound.

Preparation

1) From Geranylacetone plus Acetylene, followed by reduction of the acetylenic linkage (HotTmann-laRoche process).
2) by isolation from Cabreuva oil or other essential oils.

Aroma threshold values

Detection: 10 ppb to 10 ppm

Taste threshold values

Taste characteristics at 25 ppm: green, floral, woody with fruity, citrus and melon nuances

General Description

Nerolidol is a naturally occurring sesquiterpene found in the essential oils.

Flammability and Explosibility

Non flammable

Synthesis

The natural product can be dextro- or levorotatory, whereas the synthetic product is optically inactive; the double bond at position 6 to 7 accounts for the cis- and trans-forms.

Nerolidol Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Nerolidol manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Nerolidol 7212-44-4
Price
US $30.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-04-30
Hebei Weibang Biotechnology Co., Ltd
Product
Nerolidol 7212-44-4
Price
US $1.00/PCS
Min. Order
1PCS
Purity
99%
Supply Ability
10 mt
Release date
2024-10-25
Hebei Chuanghai Biotechnology Co,.LTD
Product
Nerolidol 7212-44-4
Price
US $5.00-2.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000kg
Release date
2024-09-20

7212-44-4, NerolidolRelated Search:


  • TRANS-NEROLIDOL
  • TRANS-3,7,11-TRIMETHYL-1,6,10-DODECATRIEN-3-OL
  • (CIS AND TRANS)-NEROLIDOL
  • (E)-3,7,11-TRIMETHYL-1,6,10-DODECATRIEN-3-OL
  • FEMA 2772
  • 3,7,11-TRIMETHYL-1,6,10-DODECATRIEN-3-OL
  • 3-HYDROXY-3,7,11-TRIMETHYL-1,6,10-DODECATRIENE,3,7,11-TRIMETHYL-1,6,10-DODECATRIEN-3-OL
  • 1,6,10-dodecatrien-3-ol,3,7,11-trimethyl-
  • 10-dodecatrien-3-ol,3,7,11-trimethyl-6
  • 3,7,11-trimethyl-1,6,10-dodecatrien-3-ol (nerolidol)
  • 3,7,11-Trimethyl-1,6,10-dodecatriene-3-ol
  • 3,7,11-trimethyl-dodeca-1,6,10-trien-3-ol
  • 3,7,11-Trimethyldodeca-1,6,10-trien-3-ol
  • 3-Hydroxy-3,7,11-trimethyl-1,6,10-dodecatriene, mixture of cis and trans isomers
  • 1,6,10-Farnesatrien-3-ol
  • FCI-119b
  • NEROLIDOL, (CIS+TRANS)-(RG)
  • Nerolidol(cis and trans)
  • NEROLIDOL (ISOMER UNSPECIFIED)
  • Nerolidol, 97%, mixture of cis and trans
  • Nerolidol,3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol, 3-Hydroxy-3,7,11-trimethyl-1,6,10-dodecatriene
  • Nerolidol, synthetic
  • Nerolidol&nbsp
  • 3-Hydroxy-3,7,11-triMethyl-1,6,10-dodecatriene, 97+% (total alcohols) 25GR
  • NEROLIDOL (MIXTURE OF CIS- AND TRANS-ISO
  • HuMbertiol
  • Nerolidol 98%, Mixture of cis and trans
  • (3s)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol
  • TIMTEC-BB SBB007741
  • NEROLIDOL, TRANS-
  • Nerolidol, Mixture of cis and trans
  • 6,10-Dodecatrien-3-ol,3,7,11-trimethyl-1
  • cis,trans-Nerolidol
  • Nerolidol,c&t
  • 3,7,11-trimethyldodeca-1,6,10-trien-3-ol, mixed isomers
  • 3-hydroxy-3,7,11-trimethyl-1,6,1O-*dodecatriene
  • Nerolidolcistrans
  • NEROLIDOL 97+% FCC
  • cis,trans-3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol
  • 3-Hydroxy-3,7,11-trimethyl-1,6,10-dodecatriene, 97+% (total alcohols)
  • NEROLIDOL, trans-(SG)
  • 3,7,11-Trimethyldodeca-1,6,10-trien-3-ol, Isomerengemisch
  • 3-Hydroxy-3,7,11-trimethyl-1,6,10-dodecatriene
  • Nerolidol
  • (CIS+TRANS)-NEROLIDOL WITH GC
  • Nerolidol, cis + trans, 97+%
  • Nerolidol (cis- and trans- mixture)
  • 3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol, 3-Hydroxy-3,7,11-trimethyl-1,6,10-dodecatriene
  • Nerolidol(mixtureofisomers)
  • 3,7,11-Trimethyldodeca-1,6,10-
  • Nerolidol solution
  • Nerolidol (Mixture of cis and trans, Stablized with α-tocopherol)
  • NEROLIDOL FCC
  • Nerolidol (cis?and?trans), 97%,Mixture of cis and trans
  • NerolidoI
  • nerolido
  • Nerolidol@100 μg/mL in Methanol
  • Nerolidol(cis-andtrans-mixture)&gt