Skip to Content
Merck
All Photos(1)

Key Documents

M46209

Sigma-Aldrich

1,3,3-Trimethyl-2-methyleneindoline

97%

Synonym(s):

2-Methylene-1,3,3-trimethylindoline, Fischer base, NSC 66176

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C12H15N
CAS Number:
Molecular Weight:
173.25
Beilstein:
131162
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

liquid

refractive index

n20/D 1.577 (lit.)

bp

248 °C (lit.)

density

0.979 g/mL at 25 °C (lit.)

SMILES string

CN1C(=C)C(C)(C)c2ccccc12

InChI

1S/C12H15N/c1-9-12(2,3)10-7-5-6-8-11(10)13(9)4/h5-8H,1H2,2-4H3

InChI key

ZTUKGBOUHWYFGC-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Reactant for:
  • Cycloaddition reactions
  • Preparation of red photochromic dyes
  • Synthesis of photochromic homopolymers via ring-opening metathesis polymerization

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

145.4 °F - closed cup

Flash Point(C)

63 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Keum, S., et al.
Dyes and Pigments, 86, 74-74 (2010)
York, M.; Evans, R., A.
Tetrahedron Letters, 51, 2195-2195 (2010)
Ishmetova, R., I.; et al.
Heterocycles, 83, 1363-1363 (2011)
Maryam Raeesi et al.
Journal of colloid and interface science, 578, 379-389 (2020-06-15)
One of the biggest challenges in the field of photoresponsive spirooxazines is their fast reverse isomerization. Polar phase change materials beside spirooxazines not only stabilize their colored-form, but also induce thermo-regulating properties to the whole system. Moreover, encapsulation is a

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service