2-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)acetaldehyde

• ChemBase ID: 14289
• Molecular Formular: C13H15NO
• Molecular Mass: 201.2643
• Monoisotopic Mass: 201.11536411
• SMILES: c12c(C(/C(=C/C=O)/N1C)(C)C)cccc2
• Canonical SMILES: O=C/C=C/1\N(C)c2c(C1(C)C)cccc2
• InChI: InChI=1S/C13H15NO/c1-13(2)10-6-4-5-7-11(10)14(3)12(13)8-9-15/h4-9H,1-3H3/b12-8-
• InChIKey: GCECACVNILMTRD-WQLSENKSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)acetaldehyde; 2-[(2Z)-1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene]acetaldehyde
• IUPAC Traditional name: 2-(1,3,3-trimethylindol-2-ylidene)acetaldehyde; 2-[(2Z)-1,3,3-trimethylindol-2-ylidene]acetaldehyde
• Synonyms: 1,3,3-Trimethyl-2-(formylmethylene)-2,3-dihydroindole; 1,3,3-Trimethyl-2-methyleneindoline-ω-aldehyde; 1,3,3-Trimethyl-Δ2,α-indolineacetaldehyde; Fischer′s aldehyde; NSC 68048; 2-(1,3,3-Trimethylindolin-2-ylidene)acetaldehyde; 1,3,3-Trimethyl-2-(formylmethylene)indoline; (1,3,3-Trimethyl-1,3-dihydro-indol-2-ylidene)-acetaldehyde; 费舍尔氏醛

Database IDs

• CAS Number: 84-83-3
• EC Number: 201-565-8
• MDL Number: MFCD00035879; MFCD00071813
• PubChem SID: 24879071; 160977596
• PubChem CID: 1712851

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.3518755
• LogD (pH = 7.4): 2.3518798
• Log P: 2.3518798
• Molar Refractivity: 63.8188 cm^3
• Polarizability: 23.466022 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 112-116 °C(lit.); 93 - 95°C
• Hydrophobicity(logP): 3.228

Safety Information

• Storage Warning: IRRITANT
• RTECS: AB2812500
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315-H319-H335
• GHS Precautionary statements: P261-P301 + P310-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%; 95+%; 97%
• Empirical Formula (Hill Notation): C13H15NO

DETAILS

Sigma Aldrich - 550817

Packaging
25 g in glass bottle
Application
Reactant for preparation of:
• Cyanine dyes1
• Photopolymer holographic recording materials2