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130621

Sigma-Aldrich

Glutaronitrile

99%

Sinónimos:

1,3-Dicyanopropane

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About This Item

Fórmula lineal:
NC(CH2)3CN
Número de CAS:
544-13-8
Peso molecular:
94.11
Beilstein/REAXYS Number:
1738385
EC Number:
208-861-6
MDL number:
MFCD00001970
UNSPSC Code:
12352100
PubChem Substance ID:
24847973
NACRES:
NA.22

assay

99%

form

liquid

refractive index

n20/D 1.434 (lit.)

bp

285-287 °C (lit.)

mp

−29 °C (lit.)

solubility

H2O: soluble
alcohol: soluble
chloroform: soluble

density

0.995 g/mL at 25 °C (lit.)

functional group

nitrile

SMILES string

N#CCCCC#N

InChI

1S/C5H6N2/c6-4-2-1-3-5-7/h1-3H2

InChI key

ZTOMUSMDRMJOTH-UHFFFAOYSA-N

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Application

Glutaronitrile (1,3-Dicyanopropane) was used in the preparation of dicarbonyl compounds.
Glutaronitrile can be used as:
  • An electrolyte additive in high energy/power Li-ion batteries.
  • A glutarate ligand source to prepare zinc glutarate (ZnGA) by reacting with zinc perchlorate hexahydrate.
  • A reactant to synthesize pentanedithioamide by reacting with Lawesson′s reagent in the presence of boron trifluoride etherate (BF3.OEt2).

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

233.6 °F - closed cup

flash_point_c

112 °C - closed cup

ppe

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

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Certificados de análisis (COA)

Lot/Batch Number
BCCK1413
BCCG7879
BCBZ8269
BCBT8624
BCBW3715

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C Cabezas et al.
Astronomy and astrophysics, 636 (2020-05-28)
Nitriles constitute almost 15% of the molecules observed in the interstellar medium (ISM), surprisingly only two dinitriles have been detected in the ISM so far. The lack of astronomical detections for dinitriles may be partly explained by the absence of
Xingyong Wang et al.
The Journal of organic chemistry, 78(11), 5273-5281 (2013-05-15)
A palladium-catalyzed addition of potassium aryltrifluoroborates to aliphatic nitriles has been developed, leading to a wide range of alkyl aryl ketones with moderate to excellent yields. Moreover, several dinitriles (e.g., malononitrile, glutaronitrile, and adiponitrile) were applicable to this process for
γ-butyrolactone and glutaronitrile as 5 V electrolyte additive and its electrochemical performance for LiNi0. 5Mn1. 5O4
Xu Yun, et al.
Journal of alloys and compounds, 698, 207-214 (2017)
Hydrothermal synthesis of single-crystalline zinc glutarate and its structural determination
Kim Jong-Seong, et al.
Chemistry of Materials, 16(16), 2981-2983 (2004)
M Zachariah et al.
Physical chemistry chemical physics : PCCP, 17(24), 16053-16057 (2015-06-02)
We probe the ionic conduction and the molecular dynamics in a pure and lithium-salt doped dinitrile molecular plastic crystal. While the diffusion of the Li(+) ions is decoupled from the molecular reorientational dynamics, in the undoped plastic crystal the temperature
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