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340367

Sigma-Aldrich

(1R)-(−)-Nopol

98%

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

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About This Item

Empirical Formula (Hill Notation):
C11H18O
CAS Number:
Molecular Weight:
166.26
Beilstein/REAXYS Number:
3196379
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

208.4 °F - closed cup

flash_point_c

98 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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