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340367

Sigma-Aldrich

(1R)-(−)-Nopol

98%

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Synonym(s):
(−)-Nopol, (1R)-6,6-Dimethylbicyclo[3.1.1]hept-2-ene-2-ethanol, 6,6-Dimethyl-2-norpinene-2-ethanol, 6,6-Dimethylbicyclo[3.1.1]hept-2-ene-2-ethanol
Empirical Formula (Hill Notation):
C11H18O
CAS Number:
35836-73-8
Molecular Weight:
166.26
Beilstein:
3196379
EC Number:
252-744-2
MDL number:
MFCD00075187
UNSPSC Code:
12352002
PubChem Substance ID:
24860803
NACRES:
NA.22

Quality Level

200

Assay

98%

form

viscous liquid

optical activity

[α]24/D −37°, neat

refractive index

n20/D 1.493 (lit.)

bp

230-240 °C (lit.)

density

0.973 g/mL at 25 °C (lit.)

SMILES string

CC1(C)[C@H]2CC=C(CCO)[C@@H]1C2

InChI

1S/C11H18O/c1-11(2)9-4-3-8(5-6-12)10(11)7-9/h3,9-10,12H,4-7H2,1-2H3/t9-,10-/m0/s1

InChI key

ROKSAUSPJGWCSM-UWVGGRQHSA-N

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General description

(1R)-(-)-Nopol is a chiral terpenol derivative.

Application

(1R)-(-)-Nopol may be used in the preparation of optically active O,O-diterpenyl dithiophosphoric and O-terpenyl aryldithiophosphonic acids by reacting with tetraphosphorus decasulfide and 2,4-diaryl 1,3,2,4-dithiadiphosphetane-2,4-disulfides, respectively. It may also react with silver hexafluoroantimonate to form a complex, which can be an effective initiator for the nonthermal curing of epoxy resins by electron beam induced cationic polymerization.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

208.4 °F

Flash Point(C)

98 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Silver olefin complexes: highly efficient initiators for the electron beam curing of epoxy resins.
Barriau E, et al.
Macromolecules, 41(11), 3779-3781 (2008)
Terpene Analogues of Dithiophospate Pesticides.
Cherkasov RA, et al.
Phosph. Sulfur Relat. Elem., 186(4), 1003-1004 (2011)

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