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171409

Sigma-Aldrich

Amylamine

99%

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Synonym(s):
Pentylamine, 1-Aminopentane, n-Amylamine
Linear Formula:
CH3(CH2)4NH2
CAS Number:
110-58-7
Molecular Weight:
87.16
Beilstein:
505953
EC Number:
203-780-2
MDL number:
MFCD00008236
UNSPSC Code:
12352100
PubChem Substance ID:
24850059
NACRES:
NA.22

vapor density

3.01 (vs air)

Quality Level

100

Assay

99%

form

liquid

expl. lim.

22 %

refractive index

n20/D 1.411 (lit.)

bp

104 °C (lit.)

mp

−50 °C (lit.)

density

0.752 g/mL at 25 °C (lit.)

SMILES string

CCCCCN

InChI

1S/C5H13N/c1-2-3-4-5-6/h2-6H2,1H3

InChI key

DPBLXKKOBLCELK-UHFFFAOYSA-N

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Application

Amylamine can be used in the imidization of 2,6-dibromonaphthalene and 2,3,6,7-tetrabromonaphthalene bisanhydride, which are used to synthesize polybromo naphthalenetetracarboxylic acid diimides (NDIs).
It can be also be used to synthesize:
  • N


  • -pentyl side chains of a cyclic heptapeptoid which forms the core of verticilide
  • N-pentyl sulfamides from sulfamate salts.

Amylamine is a general reagent used in functionalizing the target molecules with pentyl chain. It has also been used as a cosurfactant to increase the phase stability of the bilayer systems.

Caution

May darken in storage.

Signal Word

Danger

Hazard Classifications

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

WGK

WGK 1

Flash Point(F)

44.6 °F

Flash Point(C)

7 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

Certificates of Analysis (COA)

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Substituted heterocyclic naphthalene diimides with unexpected acidity. Synthesis, properties, and reactivity
Doria F, et al.
The Journal of Organic Chemistry, 74(22), 8616-8625 (2009)
Efficient Synthesis of 5H-Cyclopenta [c] quinoline Derivatives via Palladium-Catalyzed Domino Reactions of o-Alkynylhalobenzene with Amine.
Luo Y, et al.
Organic Letters, 13(5), 1150-1153 (2011)
Investigations on the 4-quinolone-3-carboxylic acid motif. 7. Synthesis and pharmacological evaluation of 4-quinolone-3-carboxamides and 4-hydroxy-2-quinolone-3-carboxamides as high affinity cannabinoid receptor 2 (CB2R) ligands with improved aqueous solubility.
Mugnaini C, et al.
Journal of Medicinal Chemistry, 59(3), 1052-1067 (2016)
Microwave-mediated synthesis of a cyclic heptapeptoid through consecutive Ugi reactions
Barreto AS and Andrade CZ
Tetrahedron, 74(48), 6861-6865 (2018)
Synthesis of nanosized silver platelets in octylamine-water bilayer systems.
Yener D O, et al.
Langmuir, 18(22), 8692-8699 (2002)
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