272205
6-(Dimethylamino)fulvene
98%
Synonym(s):
5-(Dimethylaminomethylene)-1,3-cyclopentadiene
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About This Item
Empirical Formula (Hill Notation):
C8H11N
CAS Number:
Molecular Weight:
121.18
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
98%
mp
64-66 °C (lit.)
functional group
amine
storage temp.
2-8°C
SMILES string
CN(C)\C=C1/C=CC=C1
InChI
1S/C8H11N/c1-9(2)7-8-5-3-4-6-8/h3-7H,1-2H3
InChI key
UJXXVGXQTXQALL-UHFFFAOYSA-N
Related Categories
Application
6-(Dimethylamino)fulvene was used in the synthesis of chiral cyclopentadienyllithiums substituted with an N,N-dimethylamino(aryl)methyl group.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Toshimasa Suzuka et al.
The Journal of organic chemistry, 67(10), 3355-3359 (2002-05-11)
Enantioselective addition of aryllithiums 2a-d (Ar = Ph (a), 2-MeC(6)H(4) (b), 2-MeOC(6)H(4) (c), 1-naphthyl (d)) to 6-(dimethylamino)fulvene (1) in the presence of (-)-sparteine in toluene at -78 degrees C generated chiral cyclopentadienyllithiums (4) substituted with an N,N-dimethylamino(aryl)methyl group, where the
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