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550817

Sigma-Aldrich

2-(1,3,3-Trimethylindolin-2-ylidene)acetaldehyde

97%

Synonym(s):

(1,3,3-Trimethylindolin-2-ylidene)acetaldehyde, 1,3,3-Trimethyl-Δ2,α-indolineacetaldehyde, 1,3,3-Trimethyl-2-(formylmethylene)-2,3-dihydroindole, 1,3,3-Trimethyl-2-methyleneindoline-ω-aldehyde, Fischer′s aldehyde, NSC 68048

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About This Item

Empirical Formula (Hill Notation):
C13H15NO
CAS Number:
84-83-3
Molecular Weight:
201.26
EC Number:
201-565-8
MDL number:
MFCD00071813
UNSPSC Code:
12352100
PubChem Substance ID:
24879071
NACRES:
NA.22

Quality Level

100

Assay

97%

mp

112-116 °C (lit.)

storage temp.

2-8°C

SMILES string

CN1c2ccccc2C(C)(C)\C1=C/C=O

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+

InChI key

GCECACVNILMTRD-XYOKQWHBSA-N

Related Categories

General description

2-(1,3,3-Trimethylindolin-2-ylidene)acetaldehyde is an a,ß-unsaturated aldehyde.

Application

2-(1,3,3-Trimethylindolin-2-ylidene)acetaldehyde may be used in the preparation of 1,3,3-trimethyl-2-anilino-vinyl-3-H-indolium salts, which are mainly used as hemicyanine dyes in textile industry.
Reactant for preparation of:
  • Cyanine dyes
  • Photopolymer holographic recording materials

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Synthesis and characterisation of 3-H-indolo-2-dimethinehemicyanine dyes obtained by the condensation of (1,3,3-trimethylindolin-2-ylidene) acetaldehyde with anilines in acetic acid.
Gaspar CL, et al.
Dyes and Pigments, 74(2), 306-312 (2007)

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