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144452

Sigma-Aldrich

tert-Butyl isocyanate

97%

Sinónimos:

2-isocyanato-2-methylpropane

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About This Item

Fórmula lineal:
(CH3)3CN=C=O
Número de CAS:
1609-86-5
Peso molecular:
99.13
Beilstein/REAXYS Number:
969479
EC Number:
216-544-9
MDL number:
MFCD00002035
UNSPSC Code:
12352100
PubChem Substance ID:
24848656
NACRES:
NA.22

assay

97%

form

liquid

refractive index

n20/D 1.386 (lit.)

bp

85-86 °C (lit.)

density

0.868 g/mL at 25 °C (lit.)

functional group

amine

SMILES string

CC(C)(C)N=C=O

InChI

1S/C5H9NO/c1-5(2,3)6-4-7/h1-3H3

Inchi Key

MGOLNIXAPIAKFM-UHFFFAOYSA-N

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General description

tert-Butyl isocyanate undergoes [2+2] cycloaddition reaction with phosphagermaallene to yield 1-oxa-2-germacyclobutane. It also undergoes cycladdition reaction with molybdenum dioxo bis(aryloxide) complex to form novel 16-electron molybdenum oxo-imido bis(aryloxide) complex. It reacts with aluminum dihydride in the presence of trace amounts of water to yield terminal hydroxide containing dinuclear alumoxane.

Application

tert-Butyl isocyanate can be used:
  • In the preparation of isocyanate-treated graphite oxides (iGOs) which can be exfoliated in polar aprotic solvents to obtain graphene oxide nanoplatelets.
  • To modify metal-organic frameworks, postsynthetically, to obtain microporous urea-functionalized frameworks.
  • To the synthesis of terminal hydroxide containing dinuclear alumoxane from aluminum dihydride.

signalword

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 4 Oral - Flam. Liq. 2 - Resp. Sens. 1 - Skin Corr. 1B - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

supp_hazards

EUH014

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

24.8 °F - closed cup

flash_point_c

-4 °C - closed cup

ppe

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

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L W Wattenberg
Cancer research, 41(8), 2991-2994 (1981-08-01)
The effects of sodium cyanate, tert-butyl isocyanate, and benzyl isothiocyanate on carcinogen-induced neoplasia were studied in experiments in which the test compound was fed starting 1 week following completion of carcinogen administrations. Under these conditions, all three test compounds exerted
Ying Peng et al.
Inorganic chemistry, 43(4), 1217-1219 (2004-02-18)
A novel terminal hydroxide containing dinuclear alumoxane LAl(OH)OAlL(OCH=N-tBu) (3; L = HC(CMeNAr)2, Ar = 2,6-iPr2C6H3) was prepared by treatment of aluminum dihydride LAlH2 (1) and tert-butyl isocyanate in the presence of trace amounts of water and alternatively from 1 and
Warren B Cross et al.
Inorganic chemistry, 45(11), 4556-4561 (2006-05-23)
The novel 16-electron molybdenum oxo-imido bis(aryloxide) complexes [Mo(NtBu)(O)(2,6-Me2C6H3O)2(py)] (1) and [Mo(NtBu)(O)(2,6-iPr2C6H3O)2(py)] (2) have been prepared by the salt elimination reactions of [Mo(NtBu)(O)Cl2(DME)] with the appropriate lithium aryloxide and from the cycloaddition reactions of tert-butyl isocyanate with the appropriate molybdenum dioxo
Emily Dugan et al.
Chemical communications (Cambridge, England), (29)(29), 3366-3368 (2008-07-18)
Isoreticular metal-organic framework-3 (IRMOF-3) has been postsynthetically modified with isocyanates to generate unprecedented, microporous urea-functionalized frameworks.
Dumitru Ghereg et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(45), 12763-12772 (2011-10-01)
Phosphagermaallene Tip(tBu)Ge=C=PMes* 1 (Tip=2,4,6-triisopropylphenyl, Mes*=2,4,6-tri-tert-butylphenyl) reacts with phenyl isocyanate and tert-butyl isocyanate by a [2+2] cycloaddition that involves the Ge=C and C=O double bonds to afford 1-oxa-2-germacyclobutanes 2 and 3. With N,N'-dicyclohexylcarbodiimide, a [2+2] cycloaddition is observed between the Ge=C
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