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Glutaronitrile

Glutaronitrile Basic information
Product Name:Glutaronitrile
Synonyms:1,3-Dicyanopopane.;Glutaric acid dinitrile;Glutaric dinitrile;glutaricaciddinitrile;Glutarodinitrile;Pentanedinitrlie;pyrotartaricacidnitrile;Trimethylenedicyamide
CAS:544-13-8
MF:C5H6N2
MW:94.11
EINECS:208-861-6
Product Categories:Building Blocks;C1 to C5;Chemical Synthesis;Cyanides/Nitriles;Nitrogen Compounds;Organic Building Blocks;Pharmaceutical Intermediates;Dinitriles;Dinitriles & Trinitriles
Mol File:544-13-8.mol
Glutaronitrile Structure
Glutaronitrile Chemical Properties
Melting point −29 °C(lit.)
Boiling point 285-287 °C(lit.)
density 0.995 g/mL at 25 °C(lit.)
refractive index n20/D 1.434(lit.)
Fp >230 °F
storage temp. Store below +30°C.
solubility H2O: soluble
form clear liquid
color Colorless to Light yellow
Water Solubility soluble
Sensitive Hygroscopic
Merck 14,4474
BRN 1738385
CAS DataBase Reference544-13-8(CAS DataBase Reference)
NIST Chemistry ReferenceGlutaronitrile(544-13-8)
EPA Substance Registry SystemPentanedinitrile (544-13-8)
Safety Information
Hazard Codes Xn
Risk Statements 20/21/22-36/38
Safety Statements 36/37-36/37/39-26
RIDADR UN 2810 6.1/PG 3
WGK Germany 3
RTECS YI3500000
F 3-10
TSCA Yes
HazardClass 6.1
PackingGroup III
HS Code 29269090
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Glutaronitrile Usage And Synthesis
Chemical PropertiesClear colorless to yellow liquid
UsesGlutaronitrile 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).

UsesChemical intermediate
Safety ProfilePoison by subcutaneous route. Moderately toxic by ingestion. When heated to decomposition it emits very toxic fumes of NOx and CN-. See also NITRILES.
Glutaronitrile Preparation Products And Raw materials
Raw materials1,2-Dibromopropane
Preparation ProductsGlutaric acid-->1,5-Diaminopentane-->Diethyl glutarate-->5-(4-METHOXYPHENYL)-5-OXOVALERONITRILE
4-AMINO-2-P-TOLYL-2H-9-THIA-4A-AZA-FLUORENE-1,3-DICARBONITRILE CCG 2046 3-HYDROXYGLUTARONITRILE 4-(4-CHLOROPHENYL)-2,6-DIMETHYL-1,4-DIHYDRO-3,5-PYRIDINEDICARBONITRILE 2-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]-2-PHENYLPENTANEDINITRILE 2,4-DICYANO-3-METHYLGLUTARAMIDE 1,1,3,3-PROPANETETRACARBONITRILE LABOTEST-BB LT00080679 1,3-DICYANOADAMANTANE AKOS UB-20491 (2Z)-5-AMINO-2-BENZYLIDENE-3-OXO-7-PHENYL-2,3-DIHYDRO-7H-[1,3]THIAZOLO[3,2-A]PYRIDINE-6,8-DICARBONITRILE 1,3,6-HEXANETRICARBONITRILE 2-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]-2-(4-METHOXYPHENYL)PENTANEDINITRILE 2,4-dioxo-3-azaspiro[5.5]undecane-1,5-dicarbonitrile 2-(2-AMINO-6,8-DIBROMO-3-CYANO-4H-CHROMEN-4-YL)MALONONITRILE 2-(2-AMINO-6-CHLORO-3-CYANO-4H-CHROMEN-4-YL)MALONONITRILE 3-(4-CHLOROPHENYL)-1,1,2,2-CYCLOPROPANETETRACARBONITRILE 4-(2-METHOXYPHENYL)-2,6-DIMETHYL-1,4-DIHYDRO-3,5-PYRIDINEDICARBONITRILE
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