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133299

Sigma-Aldrich

Benzyl isocyanide

98%

Sinónimos:

(Isocyanomethyl)benzene, Benzyl isonitrile

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About This Item

Fórmula lineal:
C6H5CH2NC
Número de CAS:
10340-91-7
Peso molecular:
117.15
EC Number:
233-738-9
MDL number:
MFCD00000004
UNSPSC Code:
12352100
PubChem Substance ID:
24848098
NACRES:
NA.22

Quality Level

100

assay

98%

refractive index

n20/D 1.521 (lit.)

bp

105-106 °C/75 mmHg (lit.)

density

0.962 g/mL at 25 °C (lit.)

storage temp.

−20°C

SMILES string

[C-]#[N+]Cc1ccccc1

InChI

1S/C8H7N/c1-9-7-8-5-3-2-4-6-8/h2-6H,7H2

InChI key

RIWNFZUWWRVGEU-UHFFFAOYSA-N

Categorías relacionadas

General description

Benzyl isocyanide forms phosphaalkene-containing complexes.

Application

Benzyl isocyanide was used in the synthesis of Ru(II) complexes containing hydrazine and benzyl isocyanide ligands. It was used in a three-component coupling process leading to O- and N-arylamides.

Other Notes

May darken in storage

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

174.2 °F - closed cup

flash_point_c

79 °C - closed cup

ppe

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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p-Toluenesulfonylmethyl isocyanide 98%

Sigma-Aldrich

188204

p-Toluenesulfonylmethyl isocyanide

Zeinab Faghih et al.
Iranian journal of pharmaceutical research : IJPR, 19(3), 134-143 (2021-03-09)
The complex [(PhCH2NC)AuCl], 1, was prepared by the reaction of [(Me2S)AuCl], A, with an equimolar amount of benzyl isocyanide (PhCH2NC) ligand. Through a salt metathesis reaction, the chloride ligand in 1 was replaced by potassium benzothiazole-2-thiolate (Kbt) and potassium benzoimidazole-2-thiolate
Synthesis and X-ray studies of ruthenium (II) complexes containing hydrazine and benzyl isocyanide ligands.
Owalude SO, et al.
Bulletin of the Chemical Society of Ethiopia, 27(3), 405-411 (2013)
Samantha N MacMillan et al.
Chemical communications (Cambridge, England), (40)(40), 4172-4174 (2007-10-11)
Reaction of (N(3)N)ZrPHPh (N(3)N=N(CH(2)CH(2)NSiMe(3))(3)(3-)) with PhCH(2)N[triple bond]C affords the 1,1-insertion product (N(3)N)Zr[C(PHPh)=NCH(2)Ph], which thermally rearranges to the phosphaalkene-containing complex, (N(3)N)Zr[N(CH(2)Ph)C(H)=PPh].
Laurent El Kaïm et al.
The Journal of organic chemistry, 72(11), 4169-4180 (2007-04-26)
The use of Smiles rearrangement in Ugi- and Passerini-type couplings with electron-deficient phenols allows very straightforward multicomponent formation of O-aryl- and N-arylamides. Best yields were observed with the highly activated o- and p-nitrophenols, salicylic derivatives giving adducts in lower yields.
Ben J Tickner et al.
Chemical science, 10(20), 5235-5245 (2019-06-14)
We report the formation of a series of novel [Ir(H)2(IMes)(α-13C2-carboxyimine)L] complexes in which the identity of the coligand L is varied. When examined with para-hydrogen, complexes in which L is benzylamine or phenethylamine show significant 1H hydride and 13C2 imine
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