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359939

Sigma-Aldrich

(R)-(+)-Bornylamine

97%

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Synonym(s):
(+)-Bornanamine, endo-(1R)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-amine
Empirical Formula (Hill Notation):
C10H19N
CAS Number:
32511-34-5
Molecular Weight:
153.26
Beilstein:
2801831
EC Number:
251-076-9
MDL number:
MFCD00042691
UNSPSC Code:
12352116
PubChem Substance ID:
24862125
NACRES:
NA.22

Quality Level

200

Assay

97%

optical activity

[α]20/D +44°, c = 0.5 in ethanol

mp

160-163 °C (lit.)

storage temp.

2-8°C

SMILES string

CC1(C)[C@@H]2CC[C@@]1(C)[C@@H](N)C2

InChI

1S/C10H19N/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7-8H,4-6,11H2,1-3H3/t7-,8+,10+/m1/s1

InChI key

MDFWXZBEVCOVIO-WEDXCCLWSA-N

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General description

(R)-(+)-Bornylamine in the presence of acetonitrile as a solvent and tetraethylammonium bromide as the bromide ion source, may be used in the crystallization-induced chiral inversion of (S)-2-bromo-3-phenylpropanoic acid to its (R)-enantiomer. It may also be used to synthesize trans-bis{(R)-(+)-bornylamino}palladium(II) dichloride, a palladium(II) complex with potent antitumor activity.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Crystallization-Induced Chiral Inversion As the Key Step for Synthesis of (S)-2-Acetylthio-3-phenylpropanoic Acid from l-Phenylalanine.
Chen JG, et al.
Organic Letters, 6(19), 3233-3235 (2004)
Synthesis, crystal structure and initial biological evaluation of the new enantiomerically pure chiral palladium (II) complex trans-bis {endo-(1R)-1, 7, 7-trimethylbicyclo [2.2. 1]-heptan-2-amino} palladium (II) dichloride.
Abu-Surrah AS, et al.
European Journal of Medicinal Chemistry, 37(11), 919-922 (2002)

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