6,6-DIMETHYL-2-NORPINENE-2-ETHANOL supplier

Name
NOPOL
EINECS
CAS No. 128-50-7
Article Data26
CAS DataBase
Density 0.978g/cm³
Solubility
Melting Point
Formula C11H18 O
Boiling Point 235°Cat760mmHg
Molecular Weight 166.263
Flash Point 98.9°C
Transport Information
Appearance
Safety Moderately toxic by ingestion and intramuscular routes. A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes.
Risk Codes 22
Molecular Structure
Hazard Symbols
Synonyms 2-Norpinene-2-ethanol,6,6-dimethyl- (6CI,7CI,8CI); 10-(Hydroxymethyl)-2-pinene;2-(6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethanol;6,6-Dimethyl-2-norpinene-2-ethanol;6,6-Dimethylbicyclo[3.1.1]hept-2-ene-2-ethanol; Homomyrtenol; NSC 1284; NSC404962; Nopol; Nopol (terpene)
PSA 20.23000
LogP 2.36120

Synthetic route

: 50-00-0
formaldehyd

: 177698-19-0
Beta-pinene

: 128-50-7
nopol

Conditions

Conditions	Yield
With iron(III) phosphate In acetonitrile at 80℃; for 4h; Prins condensation;	100%
With mesoporous SnSBA-15(5) In toluene at 89.84℃; for 6h; Prins reaction;	96.7%
at 150℃;	61%

: benzyl nopyl ether

: 128-50-7
nopol

Conditions

Conditions	Yield
With hydrogen; benzyl bromide; Pd<*>MCM-48 In methanol under 760.051 Torr;	95%
With Na2K-SG(I) In tetrahydrofuran at 20℃; Inert atmosphere;

: 77661-66-6
2-<2-(methoxymethoxy)ethyl>-6,6-dimethylbicyclo<3.1.1>hept-2-ene

: 128-50-7
nopol

Conditions

Conditions	Yield
zirconium(IV) chloride In isopropyl alcohol for 4h; Heating;	93%

: tert-butyl-[2-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)-ethoxy]-dimethyl-silane

: 128-50-7
nopol

Conditions

Conditions	Yield
With zirconium(IV) chloride In acetonitrile at 20℃; for 0.333333h;	87%

: 128-51-8
nopyl acetate

: 128-50-7
nopol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride	86%
(saponification);

: 69978-56-9
[2-(6,6-Dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)-ethoxy]-trimethyl-silane

: 128-50-7
nopol

Conditions

Conditions	Yield
With tris paraperiodate In benzene for 0.166667h; Heating;	85%

: 693272-53-6
4-{[2-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)-ethoxy]-phenyl-methyl}-biphenyl

: 128-50-7
nopol

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 20℃; for 7h;	83%

: 693272-54-7
4-{[2-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)-ethoxy]-diphenyl-methyl}-biphenyl

: 128-50-7
nopol

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane at 20℃; for 3h;	82%

: 6,6-dimethyl-2-[2-(3-methyl-but-2-enyloxy)-ethyl]-bicyclo[3.1.1]hept-2-ene

: 128-50-7
nopol

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water at 20℃; for 1.5h;	78%

: 50-00-0
formaldehyd

: 177698-19-0
Beta-pinene

A: 128-50-7
nopol

B: 547-61-5, 1674-08-4, 2158-49-8, 3917-59-7, 5947-36-4, 6712-79-4, 19889-99-7, 19894-98-5
pinocarveol

Conditions

Conditions	Yield
With Cr and Fe containing metal organic framework MIL-101; air In acetonitrile at 80℃; for 30h; Catalytic behavior; Reagent/catalyst;	A 63.75% B 21.25%

...Expand

: 74892-00-5, 103364-60-9
6,6-dimethyl-2-(p-tolylsulphonylethyl)bicyclo<3.1.1>hept-2-ene

A: 473-00-7
2-ethylene-6,6-dimethylbicyclo<3.1.1>hept-2-ene

B: 4218-48-8
1-ethyl-4-isopropylbenzene

C: 128-50-7
nopol

: 110259-86-4, 127380-71-6
cis-2-hydroxy-8,8-dimethyltricyclo<5.1.1.02,5>nonane

E: 35117-82-9, 127380-70-5, 127380-72-7
trans-3-hydroxy-6,6-dimethylnopinane-2-spiro-1'-cyclopropane

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; sodium acetate; acetic acid Mechanism;

...Expand

: 74892-00-5, 103364-60-9
6,6-dimethyl-2-(p-tolylsulphonylethyl)bicyclo<3.1.1>hept-2-ene

A: 4218-48-8
1-ethyl-4-isopropylbenzene

B: 128-50-7
nopol

: 110259-86-4, 127380-71-6
cis-2-hydroxy-8,8-dimethyltricyclo<5.1.1.02,5>nonane

D: 35117-82-9, 127380-70-5, 127380-72-7
trans-3-hydroxy-6,6-dimethylnopinane-2-spiro-1'-cyclopropane

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; sodium acetate; acetic acid 1.) 70 deg C, 12 h, 2.) ether; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given;

...Expand

: 177698-19-0
Beta-pinene

: 128-50-7
nopol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 180 - 220 °C 2: (saponification) View Scheme

: 50-00-0
formaldehyd

: 177698-19-0
Beta-pinene

A: 79-92-5
camphene

B: 128-50-7
nopol

Conditions

Conditions	Yield
With zirconia pillared zirconium phosphate ZrO2-ZrP-a-150 In toluene at 80℃; for 4h; Reagent/catalyst;

...Expand

: 109-87-5
Dimethoxymethane

: 128-50-7
nopol

: 77661-66-6
2-<2-(methoxymethoxy)ethyl>-6,6-dimethylbicyclo<3.1.1>hept-2-ene

Conditions

Conditions	Yield
zirconium(IV) chloride at 20℃; for 6.5h;	97%

: 128-50-7
nopol

: 1-bromo-2-(6,6-dimethylbicyclo[3.1.1.]hept-2-en-2-yl)ethane

Conditions

Conditions	Yield
With carbon tetrabromide; triphenylphosphine In dichloromethane at 20℃; Cooling with ice;	96%
With phosphorus tribromide In petroleum

: 128-50-7
nopol

: 124-63-0
methanesulfonyl chloride

: [(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methyl methanesulfonate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 24.3h;	95%

: 128-50-7
nopol

: 548462-13-1
bis(β-trimethylsilylethanesulfonyl)imide

: C21H43NO4S2Si2

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 50℃; Mitsunobu reaction;	93%

: 128-50-7
nopol

: 30897-75-7
2-(6,6-Dimethylbicyclo<3.1.1>hept-2-ene)acetaldehyde

Conditions

Conditions	Yield
With zinc bismuthate In toluene for 2.5h; Heating;	90%
With sodium hydrogencarbonate; Dess-Martin periodane at 0℃; for 4h;	75%

: 128-50-7
nopol

: 4747-61-9
dihydronopol

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen In ethanol at 20℃; Solvent; Reagent/catalyst;	88.9%
With hydrogen; nickel

: 128-50-7
nopol

: 7598-80-3
4-phenylbenzhydrol

: 693272-53-6
4-{[2-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)-ethoxy]-phenyl-methyl}-biphenyl

Conditions

Conditions	Yield
With ytterbium(III) triflate In dichloromethane at 20℃; for 5h;	85%

: 108-77-0
1,3,5-trichloro-2,4,6-triazine

: 128-50-7
nopol

: 2,4,6-Tris-[2-((1R,5S)-6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)-ethoxy]-[1,3,5]triazine

Conditions

Conditions	Yield
With sodium	85%

: 128-50-7
nopol

: 105-13-5
4-Methoxybenzyl alcohol

: 2-[2-(4-methoxy-benzyloxy)-ethyl]-6,6-dimethyl-bicyclo[3.1.1]hept-2-ene

Conditions

Conditions	Yield
With ytterbium(III) triflate In dichloromethane at 20℃; for 24h; Etherification;	83%

: 108-77-0
1,3,5-trichloro-2,4,6-triazine

: 128-50-7
nopol

: 1,3,5-Tris-[2-((1R,5S)-6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)-ethyl]-[1,3,5]triazinane-2,4,6-trione

Conditions

Conditions	Yield
With sodium hydride	81%

: 128-50-7
nopol

: 77-78-1
dimethyl sulfate

: 81991-72-2
2-(2-methoxyethyl)-6,6-dimethylbicyclo<3.1.1>hept-2-ene

Conditions

Conditions	Yield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In hexane; water for 4h;	80%

: 128-50-7
nopol

: 720-44-5
1-(4-methoxyphenyl)-1-phenylmethanol

: 2-{2-[(4-methoxy-phenyl)-phenyl-methoxy]-ethyl}-6,6-dimethyl-bicyclo[3.1.1]hept-2-ene

Conditions

Conditions	Yield
With ytterbium(III) triflate In dichloromethane at 20℃; for 0.5h;	76%

: 128-50-7
nopol

: 38696-14-9
4-biphenylyldiphenylmethanol

: 693272-54-7
4-{[2-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)-ethoxy]-diphenyl-methyl}-biphenyl

Conditions

Conditions	Yield
With ytterbium(III) triflate In dichloromethane for 12h; Heating;	76%

: 619-73-8
4-nitrobenzyl chloride

: 128-50-7
nopol

: 79552-27-5
2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethyl 4-nitrobenzoate

Conditions

Conditions	Yield
With sodium carbonate; palladium; silver(l) oxide at 80℃; for 48h; Molecular sieve;	75%

: 151753-29-6
Ru((CH3C6H4CH(CH3)2)Cl2(P(C6H5)2CH2CH2Si(CH3)2H))

: 128-50-7
nopol

: Ru((CH3C6H4CH(CH3)2)Cl2(P(C6H5)2CH2CH2Si(CH3)2OC11H17))

Conditions

Conditions	Yield
In dichloromethane a stirred soln. of Ru-compd. is treated with nopol for 36 h (N2);	65%

: 128-50-7
nopol

: 36336-08-0
methyl hypofluorite

: 2-((1R,2S,3S,5R)-2-Fluoro-3-methoxy-6,6-dimethyl-bicyclo[3.1.1]hept-2-yl)-ethanol

Conditions

Conditions	Yield
In methanol; dichloromethane; acetonitrile	40%

: 128-50-7
nopol

A: 473-00-7
2-ethylene-6,6-dimethylbicyclo<3.1.1>hept-2-ene

B: 4218-48-8
1-ethyl-4-isopropylbenzene

Conditions

Conditions	Yield
With acetic acid In methanol at 62.5℃;	A 31% B 6%

: 309-88-6
hexafluoropropene-diethylamine adduct

: 128-50-7
nopol

: 2,3,3,3-Tetrafluoro-propionic acid 2-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)-ethyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane Ambient temperature;	30%

: 5459-68-7
2-(N,N-dimethylamino)ethyl bromide

: 128-50-7
nopol

: 53207-04-8
{2-[2-(6,6-Dimethyl-bicyclo[3.1.1]hept-2-yl)-ethoxy]-ethyl}-dimethyl-amine

Conditions

Conditions	Yield
(i) NaNH2, (ii) H2, Pt; Multistep reaction;

: 107-46-0
Hexamethyldisiloxane

: 128-50-7
nopol

: 69978-56-9
[2-(6,6-Dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)-ethoxy]-trimethyl-silane

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate In benzene

6,6-DIMETHYL-2-NORPINENE-2-ETHANOL Chemical Properties

IUPAC Name: 2-(7,7-Dimethyl-4-bicyclo[3.1.1]hept-3-enyl)ethanol
Synonyms: NOPOL ; 2-(6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethanol ; 6,6-Dimethyl-2-(2-hydroxyethyl)-2-norpinene ; 6,6-Dimethyl-2-norpinene-2-ethano ; 6,6-Dimethylbicyclo-(3.1.1)-2-heptene-2-ethanol ; 6,6-Dimethyl-bicyclo[3.1.1]hept-2-ene-2-ethano ; Bicyclo[3.1.1]hept-2-ene-2-ethanol, 6,6-dimethyl- ; Homomyretenol
CAS NO: 128-50-7
Molecular Formula of 6,6-Dimethyl-2-norpinene-2-ethano (CAS NO.128-50-7) : C₁₁H₁₈O
Molecular Weight of 6,6-Dimethyl-2-norpinene-2-ethano (CAS NO.128-50-7) :166.26
Molecular Structure of 6,6-Dimethyl-2-norpinene-2-ethano (CAS NO.128-50-7) :
EINECS: 204-890-3
Mol File: 128-50-7.mol
Index of Refraction: 1.501
Surface Tension: 32.1 dyne/cm
Density: 0.978 g/cm³
Flash Point: 98.9 °C
Enthalpy of Vaporization: 54.83 kJ/mol
Boiling Point: 235 °C at 760 mmHg
Vapour Pressure: 0.00937 mmHg at 25°C

6,6-DIMETHYL-2-NORPINENE-2-ETHANOL Toxicity Data With Reference

1.	skn-rbt 500 mg/24H MOD	FCTXAV Food and Cosmetics Toxicology. 17 (1979),879.
2.	orl-rat LD50:890 mg/kg	FCTXAV Food and Cosmetics Toxicology. 17 (1979),879.
3.	ims-mus LD50:500 mg/kg	JSICAZ Journal of Scientific and Industrial Research, Section C: Biological Sciences. 21 (1962),342.

6,6-DIMETHYL-2-NORPINENE-2-ETHANOL Consensus Reports

Reported in EPA TSCA Inventory.

6,6-DIMETHYL-2-NORPINENE-2-ETHANOL Safety Profile

Hazard Codes Harmful Xn
Risk Statements 22
R22: 6,6-Dimethyl-2-norpinene-2-ethano (CAS NO.128-50-7) is harmful if swallowed.

Product Name

NOPOL

Synthetic route

6,6-DIMETHYL-2-NORPINENE-2-ETHANOL Chemical Properties

6,6-DIMETHYL-2-NORPINENE-2-ETHANOL Toxicity Data With Reference

6,6-DIMETHYL-2-NORPINENE-2-ETHANOL Consensus Reports

6,6-DIMETHYL-2-NORPINENE-2-ETHANOL Safety Profile

Related Products

Hot Products