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Merck
CN

340367

(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:
35836-73-8
Molecular Weight:
166.26
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
24860803
EC Number:
252-744-2
Beilstein/REAXYS Number:
3196379
MDL number:
MFCD00075187

Key Documents

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Product Name

(1R)-(−)-Nopol, 98%

InChI key

ROKSAUSPJGWCSM-UWVGGRQHSA-N

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

SMILES string

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

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.)

functional group

hydroxyl

Quality Level

200

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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.

General description

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

pictograms

Exclamation mark
GHS07

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM1166
BCCH9363
BCCD2053
BCCC3160
BCCB5444

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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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