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Merck
CN

41470

cis-2,6-Dimethylpiperidine

≥97.0% (GC)

Synonym(s):

2,6-Lupetidine

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About This Item

Empirical Formula (Hill Notation):
C7H15N
CAS Number:
766-17-6
Molecular Weight:
113.20
UNSPSC Code:
12352100
PubChem Substance ID:
57650059
MDL number:
MFCD00066304

Key Documents

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InChI

1S/C7H15N/c1-6-4-3-5-7(2)8-6/h6-8H,3-5H2,1-2H3/t6-,7+

SMILES string

C[C@H]1CCC[C@@H](C)N1

InChI key

SDGKUVSVPIIUCF-KNVOCYPGSA-N

assay

≥97.0% (GC)

form

liquid

refractive index

n20/D 1.4394 (lit.), n20/D 1.440

bp

127-128 °C/768 mmHg (lit.)

density

0.84 g/mL at 25 °C (lit.)

Quality Level

200

Application

cis-2,6-Dimethylpiperidine [cis-DMP(H)] may be used for the preparation of four new zincates and one new magnesiate, where [TMEDA = N,N,N´,N´-tetramethylethylenediamine; cis-DMP = cis-2,6-dimethylpiperidide; DIBA(H) = diisobutylamine]:
  • (TMEDA)·LiZn(cis-DMP)(t Bu)2
  • (TMEDA)·NaZn(cis-DMP)(t Bu)2
  • (TMEDA)·NaZn(cis-DMP)2(t Bu)
  • (TMEDA)·NaZn(DIBA)2(t Bu)
  • (TMEDA)·NaMg(cis-DMP)3
Reagent for elimination reactions

Reactant for corrosion inhibitors for iron in HCl

Catalyst for:
Preparation of aliphatic amines
Ketene forming eliminations
Stereoselective synthesis of triflates

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

53.6 °F - closed cup

flash_point_c

12 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBM9395V
BCBK1151V
BCBG6448V
BCBG3056V
1432402V

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Ross Campbell et al.
Dalton transactions (Cambridge, England : 2003), (2)(2), 511-519 (2009-12-22)
Four novel heterobimetallic ate complexes containing cis-2,6-dimethylpiperidide (cis-DMP) have been prepared and characterised. Two contain one cis-DMP ligand, namely the bisalkyl-amido lithium, and sodium zincates [(TMEDA) x MZn(cis-DMP)(tBu)2] (M = Li for 1, Na for 2). Both 1 and 2
Anton Vidal-Ferran et al.
The Journal of organic chemistry, 63(18), 6309-6318 (2001-10-24)
Enantiomerically pure (2S,3S)-2,3-epoxy-3-phenylpropanol (3) has been anchored to Merrifield resins with different degrees of cross-linking and functionalization. The resulting epoxy-functionalized resins 4 have been submitted to completely regioselective (C-3 attack) and stereospecific ring-opening with secondary amines [piperidine (a), N-methylpiperazine (b)
Proton magnetic resonance studies of cyclic compounds-VI: Cis-and trans-2, 6-dimethylpiperidine and cis (2, 4), cis (4, 6), cis (2, 6)-2, 4, 6-trimethylpiperidine.
Booth HJ< et al.
Tetrahedron, 24(1), 279-287 (1968)
Dawid Jędrzkiewicz et al.
Polymers, 12(9) (2020-09-04)
An efficient synthesis strategy of a well-defined polylactide-dye conjugate in a controlled fashion is presented. The introduction of coloring species as end groups of polylactide (PLA) has been performed by using new homoleptic aminophenolate magnesium or zinc coordination compounds. The

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