EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

nopol
10-hydroxymethylene-2-pinene

Sponsors

Name:2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethanol
CAS Number: 128-50-7Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:204-890-3
FDA UNII:XK8HU7WJQC
Nikkaji Web:J21.520A
XlogP3-AA:2.10 (est)
Molecular Weight:166.26366000
Formula:C11 H18 O
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome or firefox)
EFSA/JECFA Comments:
Racemate (EFFA, 2010a).
Category:flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
JECFA Food Flavoring:986 10-hydroxymethylene-2-pinene
FLAVIS Number:02.141 (Old)
DG SANTE Food Flavourings:02.141 2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethan-1-ol
FEMA Number:3938
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm: 10-HYDROXYMETHYLENE-2-PINENE
 
Physical Properties:
Appearance:colorless clear liquid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:0.96500 to 0.97300 @ 25.00 °C.
Pounds per Gallon - (est).: 8.030 to 8.096
Refractive Index:1.49000 to 1.50000 @ 20.00 °C.
Boiling Point: 110.50 °C. @ 10.00 mm Hg
Boiling Point: 230.00 °C. @ 760.00 mm Hg
Vapor Pressure:0.009000 mm/Hg @ 25.00 °C. (est)
Flash Point: 210.00 °F. TCC ( 98.89 °C. )
logP (o/w): 3.152 (est)
Soluble in:
 alcohol
 paraffin oil, cloudy
 water, 318.1 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Type: balsamic
Odor Strength:medium
Substantivity:32 hour(s) at 100.00 %
sweet balsamic citrus pine herbal
Odor Description:at 100.00 %. sweet balsamic citrus pine herbal
Luebke, William tgsc, (1987)
Odor sample from: Ungerer & Company, Inc.
Odor and/or flavor descriptions from others (if found).
Takasago
Nopol T Biobased 91%
Odor Description:Very mild, woody-camphoraceous
Used in fragrances and compositions. Gives a clean note for soaps and detergents.
Moellhausen
nopol
Odor Description:characteristic, soft woody (pine note)
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: perfuming agents
 
Suppliers:
Berjé
Nopol
Happening at Berje
BOC Sciences
For experimental / research use only.
Nopol
DRT Terpenes
NOPOL
≥ 99%
Moellhausen
nopol
Odor: characteristic, soft woody (pine note)
Penta International
NOPOL, Kosher
Reincke & Fichtner
Nopol
SRS Aromatics
NOPOL
Takasago
Nopol T
Biobased 91%
Odor: Very mild, woody-camphoraceous
Use: Used in fragrances and compositions. Gives a clean note for soaps and detergents.
The Fragrance Museum
Ungerer & Company
Nopol
Vigon International
Nopol
 
Safety Information:
European information :
Most important hazard(s):
Xi - Irritant
R 36/38 - Irritating to skin and eyes.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36 - Wear suitable protective clothing.
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50 890 mg/kg
Study acceptable, but substance name given as Nopol. It has not been possible to confirm that this is the same substance.
(Moreno, 1977u)

intramuscular-mouse LD50 500 mg/kg
Journal of Scientific and Industrial Research, Section C: Biological Sciences. Vol. 21, Pg. 342, 1962.

oral-rat LD50 890 mg/kg
Food and Cosmetics Toxicology. Vol. 17, Pg. 879, 1979.

Dermal Toxicity:
skin-rabbit LD50 > 5000 mg/kg
Food and Cosmetics Toxicology. Vol. 17, Pg. 879, 1979.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: flavor and fragrance agents
Recommendation for nopol usage levels up to:
  8.0000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 33.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 0.01 (μg/capita/day)
Structure Class: I
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 19
 average usual ppmaverage maximum ppm
baked goods: 2.000003.00000
beverages(nonalcoholic): --
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: 2.000003.00000
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: 1.000002.00000
fruit ices: --
gelatins / puddings: 2.000004.00000
granulated sugar: --
gravies: --
hard candy: 4.000005.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: 1.500003.00000
soups: --
sugar substitutes: --
sweet sauces: --
 
Safety References:
European Food Safety Athority(efsa):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) related to Flavouring Group Evaluation 12 (FGE.12); Primary saturated or unsaturated alicyclic alcohol, aldehyde, and esters from chemical group 7 (Commission Regulation (EC) No 1565/2000 of 18 July 2000)
View page or View pdf

Primary saturated or unsaturated alicyclic alcohol, aldehyde, and esters from chemical group 7 - Flavouring Group Evaluation 12, Revision 1 - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
View page or View pdf

Flavouring Group Evaluation 73, (FGE.73)[1] - Consideration of alicyclic primary alcohols, aldehydes, acids and related esters evaluated by JECFA (59th meeting) structurally related to primary saturated or unsaturated alicyclic alcohol, aldehyde and esters evaluated by EFSA in FGE.12 (2005) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 96 (FGE.96): Consideration of 88 flavouring substances considered by EFSA for which EU production volumes / anticipated production volumes have been submitted on request by DG SANCO. Addendum to FGE. 51, 52, 53, 54, 56, 58, 61, 62, 63, 64, 68, 69, 70, 71, 73, 76, 77, 79, 80, 83, 84, 85 and 87.
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 73, Revision 1 (FGE.73Rev1): Consideration of alicyclic primary alcohols, aldehydes, acids and related esters evaluated by JECFA (59th meeting) structurally related to primary saturated or unsaturated alicyclic alcohol, aldehyde, and esters evaluated by EFSA in FGE.12Rev2 (2011)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 73, Revision 2 (FGE.73Rev2): Consideration of alicyclic primary alcohols, aldehydes, acids and related esters evaluated by JECFA (59th meeting) structurally related to primary saturated or unsaturated alicyclic alcohols, aldehydes, acids and esters evaluated by EFSA in FGE.12Rev3 (2012)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 73, Revision 3 (FGE.73Rev3): Consideration of alicyclic alcohols, aldehydes, acids and related esters evaluated by JECFA (59th and 63rd meeting) structurally related to primary saturated or unsaturated alicyclic alcohols, aldehydes, acids and esters evaluated by EFSA in FGE.12Rev4 (2013)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 73, Revision 4 (FGE.73Rev4): consideration of alicyclic alcohols, aldehydes, acids and related esters evaluated by JECFA (59th and 63rd meeting) structurally related to primary saturated or unsaturated alicyclic alcohols, aldehydes, acids and esters evaluated by EFSA in FGE.12Rev5
View page or View pdf

EPI System: View
EPA Substance Registry Services (TSCA):128-50-7
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :31408
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethanol
Chemidplus:0000128507
 
References:
 2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethanol
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:128-50-7
Pubchem (cid):31408
Pubchem (sid):134974754
Pherobase:View
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Everything Added to Food in the United States (EAFUS):View
CHEMBL:View
HMDB (The Human Metabolome Database):Search
FooDB:FDB001291
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
For Odor
aldehydic
pinoacetaldehyde
FR
amber
ambroxide
FL/FR
balsamic
arabinogalactan
CS
laevo-
bornyl acetate
FL/FR
bornyl acetate
FL/FR
cypress absolute
FR
gurjun balsam
FR
(Z)-
pinane
FR
red
spruce oil
FR
camphoreous
bornyl isobutyrate
FL/FR
camphor tree bark oil
FL/FR
fenchol
FL/FR
hinoki leaf oil
FR
earthy
scotch
pine needle oil
FL/FR
scotch
pine needle oil estonia
FL/FR
scotch
pine needle oil yugoslavia
FL/FR
(E+Z)-2,4,8-
trimethyl-3,7-nonadien-2-ol
FL/FR
fir needle
abies amabilis oil canada
FR
floral
bursera graveolens wood oil
FL/FR
gamma-
damascone
FR
verdyl acetate
FR
fruity
bisabolene
FL/FR
herbal
bornyl salicylate
FR
cardamom liquid resin
FR
1,4-
cineole
FL/FR
dihydroterpinyl acetate
FL/FR
herbal specialty
FR
herbal undecanone
FR
6-
hydroxydihydrotheaspirane (mixture of isomers)
FL/FR
hyssop oil
FL/FR
myrtenol
FL/FR
nopyl acetate
FR
laevo-beta-
pinene
FL/FR
beta-
pinene
FL/FR
alpha-
pinene
FL/FR
L-(-)-alpha-
pinene
FL/FR
pinocarveol
FL/FR
sage oleoresin
FL/FR
terpineol acetate
FL/FR
terpinolene
FL/FR
tricyclo(5.2.1.02,6)dec-3-enyl acetate
FR
pine
pine oil 85
FR
spicy
tea tree oil
FR
terpenic
laevo-
limonene
FL/FR
pinus nigra twig leaf oil
FR
woody
iso
bornyl isovalerate
FL/FR
cedarwood oil port orford
FR
(E+Z)-4,8-
dimethyl-3,7-nonadien-2-ol
FL/FR
juniper berry oil terpenes
FR
iso
longifolene epoxide
FR
myrtenyl formate
FL/FR
nopyl aldehyde
FR
sabinene
FL/FR
tetrahydromugol
FR
(Z)-
woody amylene
FR
For Flavor
No flavor group found for these
ambroxide
FL/FR
bornyl isobutyrate
FL/FR
bursera graveolens wood oil
FL/FR
dihydroterpinyl acetate
FL/FR
(E+Z)-4,8-
dimethyl-3,7-nonadien-2-ol
FL/FR
myrtenyl formate
FL/FR
scotch
pine needle oil
FL/FR
scotch
pine needle oil estonia
FL/FR
scotch
pine needle oil yugoslavia
FL/FR
L-(-)-alpha-
pinene
FL/FR
laevo-beta-
pinene
FL/FR
terpineol acetate
FL/FR
(E+Z)-2,4,8-
trimethyl-3,7-nonadien-2-ol
FL/FR
balsamic
balsamic
laevo-
bornyl acetate
FL/FR
camphoreous
bornyl acetate
FL/FR
camphor tree bark oil
FL/FR
fenchol
FL/FR
6-
hydroxydihydrotheaspirane (mixture of isomers)
FL/FR
pinocarveol
FL/FR
citrus
bisabolene
FL/FR
cooling
1,4-
cineole
FL/FR
herbal
hyssop oil
FL/FR
sage oleoresin
FL/FR
minty
myrtenol
FL/FR
pine
beta-
pinene
FL/FR
terpenic
laevo-
limonene
FL/FR
woody
iso
bornyl isovalerate
FL/FR
alpha-
pinene
FL/FR
sabinene
FL/FR
terpinolene
FL/FR
 
Potential Uses:
 alpine bouquet
FRbalsam
FRcitrus
 fir
FRgreen grass
FRherbal
FRpine
FRwoody
 
Occurrence (nature, food, other):note
 carrot root
Search Trop Picture
 orange bigarade oil @ 0.36%
Data GC Search Picture
 rosemary plant
Search Trop Picture
 
Synonyms:
 bicyclo(3.1.1)hept-2-ene-2-ethanol, 6,6-dimethyl-
 bicyclo[3.1.1]hept-2-ene-2-ethanol, 6,6-dimethyl-
2-(6,6-dimethyl bicyclo(3.1.1)hept-2-en-2-yl) ethan-1-ol
6,6-dimethyl-2-hydroxyethyl-6,6-dimethyl bicyclo(3,1,1)hept-2-ene bicyclo(3.1.1)hept-2-ene-2-ethanol
6,6-dimethyl-2-norpinene-2-ethanol
6,6-dimethylbicyclo-(3.1.1)-2-heptene-2-ethanol
2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethan-1-ol
2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethanol
6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-ethanol
2-hydroxyethyl-6,6-dimethyl-bicyclo[3,1,1]-hept-2-ene
10-hydroxymethylene-2-pinene
homomyrtenol
2-norpinene-2-ethanol, 6,6-dimethyl-
 

Articles:

PubMed:Superior performance of metal-organic frameworks over zeolites as solid acid catalysts in the Prins reaction: green synthesis of nopol.
PubMed:On the synergistic catalytic properties of bimetallic mesoporous materials containing aluminum and zirconium: the Prins cyclisation of citronellal.
PubMed:Microbial transformation of (-)-nopol benzyl ether: direct dihydroxylation of benzene ring.
PubMed:Transition metal-substituted Dawson anions as chemo- and regio-selective oxygen transfer catalysts for H2O2 in the epoxidation of allylic alcohols.
PubMed:Antioxidant responses and reactive oxygen species generation in different body regions of the estuarine polychaeta Laeonereis acuta (Nereididae).
PubMed:Analysis of the essential oil composition of eight Anthemis species from Greece.
PubMed:Mesoporous iron phosphate as an active, selective and recyclable catalyst for the synthesis of nopol by Prins condensation.
PubMed:Synthesis of nopol over MCM-41 catalysts.
PubMed:Cloning and expression of a rat liver phenobarbital-inducible UDP-glucuronosyltransferase (2B12) with specificity for monoterpenoid alcohols.
PubMed:Enzymatic synthesis of structural analogs of PAF-acether by phospholipase D-catalysed transphosphatidylation.
PubMed:Glucuronidation of 2-arylpropionic acids pirprofen, flurbiprofen, and ibuprofen by liver microsomes.
PubMed:Differential action of thyroid hormones and chemically related compounds on the activity of UDP-glucuronosyltransferases and cytochrome P-450 isozymes in rat liver.
PubMed:Effect of 1-benzylimidazole on cytochromes P-450 induction and on the activities of epoxide hydrolases and UDP-glucuronosyltransferases in rat liver.
PubMed:Properties of human hepatic UDP-glucuronosyltransferases. Relationship to other inducible enzymes in patients with cholestasis.
PubMed:[On a new local anesthetic. Homomyrtenol and diethylaminoethanol ether].
 
Notes:
None found
Please share your Comments.
Email Address:
Top of Page Home
Copyright © 1980-2018 The Good Scents Company (tgsc) ™ Disclaimer Privacy Policy