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272205

Sigma-Aldrich

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:
696-68-4
Molecular Weight:
121.18
MDL number:
MFCD00013275
UNSPSC Code:
12352100
PubChem Substance ID:
24856459
NACRES:
NA.22

assay

98%

mp

64-66 °C (lit.)

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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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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