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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:
Molecular Weight:
121.18
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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

Application

6-(Dimethylamino)fulvene was used in the synthesis of chiral cyclopentadienyllithiums substituted with an N,N-dimethylamino(aryl)methyl group.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard 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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

272205-VAR:
272205-100G:
272205-5G:
272205-1G:
272205-BULK:


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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