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293547

Sigma-Aldrich

exo-2-Chloronorbornane

98%

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Empirical Formula (Hill Notation):
C7H11Cl
CAS Number:
765-91-3
Molecular Weight:
130.62
MDL number:
MFCD00167585
UNSPSC Code:
12352100
PubChem Substance ID:
24857665
NACRES:
NA.22

Assay

98%

refractive index

n20/D 1.4854 (lit.)

bp

66-66.5 °C/30 mmHg (lit.)

density

1.06 g/mL at 25 °C (lit.)

SMILES string

ClC1C[C@@H]2CC[C@H]1C2

InChI

1S/C7H11Cl/c8-7-4-5-1-2-6(7)3-5/h5-7H,1-4H2/t5-,6+,7?/m1/s1

InChI key

PJWBUKHIZPKRJF-JEAXJGTLSA-N

General description

exo-2-Chloronorbornane undergoes amination with trichloramine-aluminum chloride to yield 2-azabicyclo[3.2.1]octane, small amounts of the 3-isomer and exo-2-aminonorbornane.

Application

exo-2-Chloronorbornane has been employed as reagent during Friedel-Crafts alkylation of benzene and substituted benzenes with tin(IV) chloride or aluminium trichloride.

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H226

Hazard Classifications

Flam. Liq. 3

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Aromatic substitution. 64. Friedel-Crafts Alkylation of Aromatics with exo-2-Chloro-and 7-Chloronorbornane.
Olah GA, et al.
The Journal of Organic Chemistry, 59(9), 2590-2593 (1994)
Amination of< i> exo</i>-2-chloronorbornane and norbornane with trichloramine-aluminum chloride.
Kovacic P, et al.
Tetrahedron, 26(2), 529-538 (1970)

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