100277
Adamantane
≥99%
Synonym(s):
Tricyclo[3.3.1.13,7]decane
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About This Item
Empirical Formula (Hill Notation):
C10H16
CAS Number:
Molecular Weight:
136.23
Beilstein:
1901173
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
≥99%
form
solid
mp
209-212 °C (subl.) (lit.)
SMILES string
C1[C@H]2C[C@H]3C[C@@H]1C[C@@H](C2)C3
InChI
1S/C10H16/c1-7-2-9-4-8(1)5-10(3-7)6-9/h7-10H,1-6H2/t7-,8+,9-,10+
InChI key
ORILYTVJVMAKLC-YNFQOJQRSA-N
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Application
Adamantane is the structural backbone of various medicinally important compounds such as amantadine, memantine, saxagliptin and vildagliptin. It is used in the synthesis of adamantine-based dirhodium tetracarboxylate catalyst for carbenoid reactions. It can also be used as a seeding material for the nucleation of nanocrystalline diamond films.
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Chronic 4
Storage Class Code
11 - Combustible Solids
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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The lipophilic bullet hits the targets: medicinal chemistry of adamantane derivatives.
Lukas Wanka et al.
Chemical reviews, 113(5), 3516-3604 (2013-02-26)
Adamantane?a lead structure for drugs in clinical practice.
Spilovska K, et al.
Current Medicinal Chemistry, 23(29), 3245-3266 (2016)
Vlad Badilita et al.
PloS one, 7(8), e42848-e42848 (2012-09-01)
This article describes the development and testing of the first automatically microfabricated probes to be used in conjunction with the magic angle coil spinning (MACS) NMR technique. NMR spectroscopy is a versatile technique for a large range of applications, but
Diamondoid Hydrocarbons--Delving into Nature's Bounty.
Marchand A P
Science, 299(5603), 52-53 (2003)
Dirhodium tetracarboxylate derived from adamantylglycine as a chiral catalyst for carbenoid reactions.
Reddy R P, et al.
Organic Letters, 8(16), 3437-3440 (2006)
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