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Key Documents

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144452

Sigma-Aldrich

tert-Butyl isocyanate

97%

Sinonimo/i:

2-isocyanato-2-methylpropane

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About This Item

Formula condensata:
(CH3)3CN=C=O
Numero CAS:
1609-86-5
Peso molecolare:
99.13
Beilstein:
969479
Numero CE:
216-544-9
Numero MDL:
MFCD00002035
Codice UNSPSC:
12352100
ID PubChem:
24848656
NACRES:
NA.22

Livello qualitativo

100

Saggio

97%

Forma fisica

liquid

Indice di rifrazione

n20/D 1.386 (lit.)

P. eboll.

85-86 °C (lit.)

Densità

0.868 g/mL at 25 °C (lit.)

Gruppo funzionale

amine
isocyanate

Stringa SMILE

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

InChI

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

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Categorie correlate

Descrizione generale

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.

Applicazioni

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.

Avvertenze

Danger

Indicazioni di pericolo

H225,H302,H314,H317,H330,H334,H335

Classi di pericolo

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

Organi bersaglio

Respiratory system

Rischi supp

EUH014

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

24.8 °F - closed cup

Punto d’infiammabilità (°C)

-4 °C - closed cup

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
MKCQ2793
MKCQ0663
MKCM5996
MKCH2690
01121JOV

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Benzyl isocyanate 99%

Sigma-Aldrich

227269

Benzyl isocyanate

p-Tolyl isocyanate 99%

Sigma-Aldrich

143634

p-Tolyl isocyanate

Phenyl isocyanate ≥98%

Sigma-Aldrich

185353

Phenyl isocyanate

Pentyl isocyanate 98%

Sigma-Aldrich

389951

Pentyl isocyanate

Cyclopentyl isocyanate 97%

Sigma-Aldrich

516589

Cyclopentyl isocyanate

4-(p-Iodophenyl)butyric acid ≥98%

Sigma-Aldrich

I5634

4-(p-Iodophenyl)butyric acid

1-Naphthyl isocyanate 98%

Sigma-Aldrich

170518

1-Naphthyl isocyanate

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
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
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
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.
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