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M72803

Sigma-Aldrich

2-Methylpiperidine

98%

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Synonym(s):
α-Pipecoline, 2-Pipecoline, NSC 31047, NSC 462
Empirical Formula (Hill Notation):
C6H13N
CAS Number:
Molecular Weight:
99.17
Beilstein/REAXYS Number:
79804
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

assay

98%

form

liquid

refractive index

n20/D 1.445 (lit.)

bp

118-119 °C/753 mmHg (lit.)

density

0.844 g/mL at 25 °C (lit.)

SMILES string

CC1CCCCN1

InChI

1S/C6H13N/c1-6-4-2-3-5-7-6/h6-7H,2-5H2,1H3

InChI key

NNWUEBIEOFQMSS-UHFFFAOYSA-N

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1 of 4

This Item
M732068.06187M78208
vibrant-m

M72803

2-Methylpiperidine

vibrant-m

M73206

4-Methylpiperidine

vibrant-m

8.06187

4-Methylpiperidine

vibrant-m

M78208

6-Methylpyridine-2-carboxaldehyde

refractive index

n20/D 1.445 (lit.)

refractive index

n20/D 1.446 (lit.)

refractive index

-

refractive index

n20/D 1.527 (lit.)

form

liquid

form

liquid

form

liquid

form

crystals

bp

118-119 °C/753 mmHg (lit.)

bp

124 °C (lit.)

bp

105-108 °C/1013 hPa

bp

-

density

0.844 g/mL at 25 °C (lit.)

density

0.838 g/mL at 25 °C (lit.)

density

0.84 g/cm3 at 20 °C

density

-

Application

Reactant for C-2 arylation of piperidines through directed transition metal-catalyzed sp3 C-H activation

Reactant for synthesis of:
  • Azepan-4-ones via two step [5+2] annulation
  • 2-Aminobenzoxazoles
  • Unsymmetrically substituted ureas
  • Corticotropin-releasing factor receptor type 1 antagonists
  • Gefitinib analogues with anti-tumor activity

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

50.0 °F - closed cup

flash_point_c

10 °C - closed cup

ppe

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


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Christopher L Cioffi et al.
The Journal of organic chemistry, 75(22), 7942-7945 (2010-10-27)
The synthesis of 2-aminobenzoxazoles can be readily achieved by two versatile, one-pot procedures utilizing commercially available tetramethyl orthocarbonate or 1,1-dichlorodiphenoxymethane, an amine, and an optionally substituted 2-aminophenol. The reactions were conducted under mild conditions and provided 2-aminobenzoxazoles in modest to
Li Cui et al.
Chemical communications (Cambridge, England), 46(19), 3351-3353 (2010-05-06)
A surprisingly efficient synthesis of azepan-4-ones via a two-step [5 + 2] annulation is developed. This reaction involves a key gold catalysis and shows generally high regioselectivities and good to excellent diastereoselectivities.
Xiaoqing Wu et al.
Bioorganic & medicinal chemistry, 18(11), 3812-3822 (2010-05-15)
There is an urgent need to design and develop new and more potent EGFR inhibitors with improved anti-tumor activity. Here we describe the design and synthesis of two series of 4-benzothienyl amino quinazolines as new analogues of the EGFR inhibitor
Dmitry Zuev et al.
Bioorganic & medicinal chemistry letters, 20(12), 3669-3674 (2010-05-18)
A novel series of [6-chloro-2-trifluoromethyl-7-aryl-7H-imidazo[1,2-a]imidazol-3-ylmethyl]-dialkylamines was discovered as potent CRF(1)R antagonists. The optimization of binding affinity in the series by the parallel reaction approach is discussed herein.
C-2 arylation of piperidines through directed transition-metal-catalyzed sp3 C-H activation.
Hana Prokopcová et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(44), 13063-13067 (2010-10-29)

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