2-isocyano-2,4,4-trimethylpentane

• ChemBase ID: 150355
• Molecular Formular: C9H17N
• Molecular Mass: 139.23798
• Monoisotopic Mass: 139.13609955
• SMILES: CC(C)(C)CC(C)(C)[N+]#[C-]
• Canonical SMILES: CC(CC(C)(C)C)([N+]#[C-])C
• InChI: InChI=1S/C9H17N/c1-8(2,3)7-9(4,5)10-6/h7H2,1-5H3
• InChIKey: YVPXQMYCTGCWBE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-isocyano-2,4,4-trimethylpentane
• IUPAC Traditional name: 2-isocyano-2,4,4-trimethylpentane
• Synonyms: tert-Octyl isocyanide; Walborsky’s reagent; 1,1,3,3-Tetramethylbutyl isocyanide; Walborsky 试剂; 叔辛基异腈; 1,1,3,3-四甲基丁基异腈

Database IDs

• CAS Number: 14542-93-9
• EC Number: 238-577-8
• MDL Number: MFCD00000003
• Beilstein Number: 2076559
• PubChem SID: 24888960; 24853573; 162244516
• PubChem CID: 26725

CALCULATED PROPERTIES

• Acid pKa: 16.15644
• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 0.6497079
• LogD (pH = 7.4): 0.6497079
• Log P: 0.6497079
• Molar Refractivity: 53.4659 cm^3
• Polarizability: 17.666836 Å^3
• Polar Surface Area: 4.36 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 55-57 °C/11 mmHg(lit.)
• Flash Point: 125.6 °F; 52 °C
• Density: 0.794 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.422; n20/D 1.422(lit.)

Safety Information

• European Hazard Symbols: Harmful (Xn)
• UN Number: 1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3
• Risk Statements: 10-20/21/22
• Safety Statements: 23-36/37
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H226-H302-H312-H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (GC); 95%
• Grade: purum; technical grade
• Linear Formula: (CH3)3CCH2C(CH3)2NC

DETAILS

Sigma Aldrich - 226491

Packaging
5 g in glass bottle

Sigma Aldrich - 87765

Other Notes
Reaction with organometallic reagents, a review1; Synthesis of ketones2