diethylalumanecarbonitrile

• ChemBase ID: 138632
• Molecular Formular: C5H10AlN
• Molecular Mass: 111.121138
• Monoisotopic Mass: 111.06286296
• SMILES: CC[Al](CC)C#N
• Canonical SMILES: CC[Al](C#N)CC
• InChI: InChI=1S/2C2H5.CN.Al/c3*1-2;/h2*1H2,2H3
• InChIKey: KWMUAEYVIFJZEB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: diethylalumanecarbonitrile
• IUPAC Traditional name: diethylaluminium cyanide
• Synonyms: Diethylaluminum cyanide solution; 二乙基氰化铝 溶液

Database IDs

• CAS Number: 5804-85-3
• MDL Number: MFCD00001764
• Beilstein Number: 3587410
• PubChem SID: 162232884; 24862858; 24856723
• PubChem CID: 16683962

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.2961
• LogD (pH = 7.4): 2.2961
• Log P: 2.2961
• Molar Refractivity: 27.3494 cm^3
• Polarizability: 12.283384 Å^3
• Polar Surface Area: 23.79 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 44.6 °F; 7 °C
• Density: 0.864 g/mL at 25 °C; 0.87 g/mL at 20 °C

Safety Information

• European Hazard Symbols: Flammable (F); Nature polluting (N); Highly toxic (T+)
• UN Number: 3123
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 1
• Risk Statements: 63-11-26/27/28-32-38-48/20-50/53-65
• Safety Statements: 16-28-36/37-45-61-62
• GHS Pictograms: GHS02; GHS06; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H300-H304-H311-H315-H330-H336-H361d-H373-H400
• GHS Precautionary statements: P210-P260-P264-P273-P280-P284
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3123 6.1/PG 1
• Supplemental Hazard Statements: Contact with acids liberates very toxic gas.

Product Information

• Concentration: ~1 M in toluene; 1.0 M in toluene
• Grade: technical
• Linear Formula: (C2H5)2AlCN

DETAILS

Sigma Aldrich - 276863

Application
Reagent used to hydrocyanate side chain ketones directed by aryl sulfinyl groups.1
Packaging
100, 800 mL in Sure/Seal™

Sigma Aldrich - 36789

Other Notes
Reagent for selective transformations of ketones into cyanohydrines1,2; Selective opening of epoxides and other oxygen heterocycles into cyanohydrines3,4; Preparation of glycosyl cyanides from bromides5