pentanedinitrile

• ChemBase ID: 110461
• Molecular Formular: C5H6N2
• Molecular Mass: 94.11454
• Monoisotopic Mass: 94.0530982
• SMILES: N#CCCCC#N
• Canonical SMILES: N#CCCCC#N
• InChI: InChI=1S/C5H6N2/c6-4-2-1-3-5-7/h1-3H2
• InChIKey: ZTOMUSMDRMJOTH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pentanedinitrile
• IUPAC Traditional name: glutaronitrile
• Synonyms: 1,3-Dicyanopropane; Glutaronitrile; Pentanedinitrile; Dicyanopropane; Glutaronitrile; 1,3-DICYANOPROPANE; 1,3-二氰基丙烷; 戊二腈

Database IDs

• CAS Number: 544-13-8
• EC Number: 208-861-6
• MDL Number: MFCD00001970
• Beilstein Number: 1738385
• Merck Index: 144474
• PubChem SID: 162095993; 24873108; 24847973
• PubChem CID: 10994
• Chemspider ID: 21106442
• Wikipedia Title: Glutaronitrile

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.16198343
• LogD (pH = 7.4): 0.16198343
• Log P: 0.16198343
• Molar Refractivity: 26.0966 cm^3
• Polarizability: 9.6342945 Å^3
• Polar Surface Area: 47.58 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Colourless liquid
• Melting Point: -29 °C(lit.); -29.55°C (243.6K); -29°C
• Boiling Point: 285-287 °C(lit.); 286.05°C (559.2K); 286-288°C
• Flash Point: 112°C(234°F); 113 °C; 235.4 °F
• Density: 0.990; 0.995 g/mL at 25 °C(lit.); 995 mg mL^-1
• Refractive Index: 1.434; 1.4350; n20/D 1.434(lit.); n20/D 1.436
• Heat Capacity: 186.26 J K^-1 mol^-1
• Std molar entropy: 239.45 J K^-1 mol^-1

Safety Information

• Storage Warning: Hygroscopic
• RTECS: YI3500000
• European Hazard Symbols: X; Harmful (Xn)
• UN Number: 2810; UN3276
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3; III
• Risk Statements: 20/21/22; 22; R20/21/22
• Safety Statements: 36; 36/37; S36/37
• TSCA Listed: 是
• GHS Pictograms: GHS skull and crossbones; GHS06; GHS07
• GHS Signal Word: DANGER; Danger
• LD50: 266 mg kg^-1 (oral, mouse)
• GHS Hazard statements: 301, 312, 332; H301-H312-H332; H302
• GHS Precautionary statements: 280, 301+310; P264-P270-P301+P312-P330-P501A; P280-P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2810 6.1/PG 3

Product Information

• Purity: ≥98.0% (GC); 95+%; 99%
• Grade: purum
• Linear Formula: NC(CH2)3CN

DETAILS

MP Biomedicals - 05215123

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 130621

Packaging
25, 100 mL in glass bottle

Sigma Aldrich - 49730

Other Notes
Precursor of the corresponding imidate, a cross-linking agent for modifying proteins via amidation according to Davies and Stark1

REFERENCES

• Can be used for the conversion, by exchange, of carboxylic acids to nitriles, by heating in the presence of phosphoric acid. The equilibrium is displaced by cyclization to glutarimide: J. Org. Chem., 36, 3050 (1971).