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359939

Sigma-Aldrich

(R)-(+)-Bornylamine

97%

Synonym(s):

(+)-Bornanamine, endo-(1R)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-amine

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About This Item

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

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

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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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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