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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
98%
InChI
1S/C8H11N/c1-9(2)7-8-5-3-4-6-8/h3-7H,1-2H3
SMILES string
CN(C)\C=C1/C=CC=C1
InChI key
UJXXVGXQTXQALL-UHFFFAOYSA-N
assay
98%
mp
64-66 °C (lit.)
functional group
amine
storage temp.
2-8°C
Quality Level
Related Categories
Application
6-(Dimethylamino)fulvene was used in the synthesis of chiral cyclopentadienyllithiums substituted with an N,N-dimethylamino(aryl)methyl group.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
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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