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M46209

Sigma-Aldrich

1,3,3-Trimethyl-2-methyleneindoline

97%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C12H15N
CAS Number:
118-12-7
Molecular Weight:
173.25
Beilstein:
131162
EC Number:
204-235-1
MDL number:
MFCD00005813
UNSPSC Code:
12352100
PubChem Substance ID:
24896929
NACRES:
NA.22

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

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Application

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

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H400

Precautionary Statements

P273 - P301 + P312 + P330

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’.

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Ishmetova, R., I.; et al.
Heterocycles, 83, 1363-1363 (2011)
York, M.; Evans, R., A.
Tetrahedron Letters, 51, 2195-2195 (2010)
Keum, S., et al.
Dyes and Pigments, 86, 74-74 (2010)
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

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