Skip to Content
Merck
All Photos(2)

Key Documents

361771

Sigma-Aldrich

3-Isopropenyl-α,α-dimethylbenzyl isocyanate

95%, contains ≤200 ppm BHT as inhibitor

Synonym(s):

3-Isopropenyl-α,α′-dimethylbenzyl isocyanate, m -Isoprenyl-α,α′-dimethylbenzyl isocyanate

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
H2C=C(CH3)C6H4C(CH3)2NCO
CAS Number:
Molecular Weight:
201.26
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Assay

95%

form

liquid

autoignition temp.

838 °F

contains

≤200 ppm BHT as inhibitor

refractive index

n20/D 1.53 (lit.)

bp

268-271 °C (lit.)

density

1.018 g/mL at 25 °C (lit.)

SMILES string

CC(=C)c1cccc(c1)C(C)(C)N=C=O

InChI

1S/C13H15NO/c1-10(2)11-6-5-7-12(8-11)13(3,4)14-9-15/h5-8H,1H2,2-4H3

InChI key

ZVEMLYIXBCTVOF-UHFFFAOYSA-N

General description

3-Isopropenyl-α,α-dimethylbenzyl isocyanate (m-TMI) is a telechelic derivative that shows an α-unsaturation and has an isocyanate end group. It is majorly used in polymeric synthesis.

Application

m-TMI can be used as a tetrafunctional isocyanate which can further be used in the development of polymer electrolyte. It can be used as a coupling agent in the preparation of jute reinforced polypropylene.

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Resp. Sens. 1 - Skin Corr. 1B - Skin Sens. 1 - STOT RE 2 Inhalation

Target Organs

Lungs

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 2

Flash Point(F)

>212.0 °F - closed cup

Flash Point(C)

> 100 °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

Copolymerization behavior of 3-isopropenyl-alpha, alpha-dimethylbenzylamine and a preliminary evaluation of the copolymers in thermoset coatings
Trumbo DL, et al.
Journal of Applied Polymer Science, 82(4), 1030-1039 (2001)
Novel carbamoyl phosphonate monomers and polymers from unsaturated isocyanates
Ignatious F, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 31(1), 239-247 (1993)
Unexpected alternating radical copolymerization of chlorotrifluoroethylene with 3-isopropenyl-alpha, alpha$?-dimethylbenzyl isocyanate
Kyulavska M, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 48(12), 2681-2697 (2010)
Jute-polypropylene composites using m-TMI-grafted-polypropylene as a coupling agent
Aggarwal PK, et al.
Materials & Design, 43(1), 112-117 (2013)
G M Brauer et al.
Journal of biomedical materials research, 23(3), 295-309 (1989-03-01)
A series of methacrylate oligomers containing pendant isocyanate groups were synthesized by reacting 2-isocyanatoethyl methacrylate (IEM) and/or m-isopropenyl-alpha, alpha-dimethylbenzyl isocyanate (TMI) in ethoxyethyl acetate with methacrylates ranging from methyl to stearyl methacrylate or allyl-, cyclohexyl-, glycidyl-, i-bornyl-, or dicyclopentenyloxyethyl methacrylate.

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