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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

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About This Item

Linear Formula:
H2C=C(CH3)C6H4C(CH3)2NCO
CAS Number:
2094-99-7
Molecular Weight:
201.26
EC Number:
402-440-2
MDL number:
MFCD00080490
UNSPSC Code:
12162002
PubChem Substance ID:
24862258
NACRES:
NA.23

Quality Level

100

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

Related Categories

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.

signalword

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

wgk_germany

WGK 2

flash_point_f

>212.0 °F

flash_point_c

> 100 °C

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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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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)
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)
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.

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