17329-20-3

Basic information

• Product Name: (1-Isocyanoethyl)benzene
• Synonyms: HANSA ISN-0050;ALPHA-METHYLBENZYL ISOCYANIDE;(1-ISOCYANOETHYL)BENZENE;1,1-ISOCYANOPHENYLETHANE;1-PHENYLETHYL ISOCYANIDE;alpha-Methylbenzyl isocyanide,96%;alpha-Methylbenzyl isocyanide(1-Isocyanoethyl)benzene;Benzene, (1-isocyanoethyl)-
• CAS NO: 17329-20-3
• Molecular Formula: C₉H₉N
• Molecular Weight: 131.17
• Mol File: 17329-20-3.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 98 °C (13.5018 mmHg)
• Appearance: /
• Density: 0.95
• Refractive Index: 1.507-1.51
• Storage Temp.: Refrigerator (+4°C)
• Water Solubility: Insoluble
• CAS DataBase Reference: (1-Isocyanoethyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (1-Isocyanoethyl)benzene(17329-20-3)
• EPA Substance Registry System: (1-Isocyanoethyl)benzene(17329-20-3)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26
• Hazardous Substances Data: 17329-20-3(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to yellow liquid

InChI:InChI=1/C9H9N/c1-8(10-2)9-6-4-3-5-7-9/h3-8H,1H3

Upstream product

• 2942-58-7 diethyl cyanophosphonate 
• 134920-71-1 1-Diphenylphosphinoxy-1-phenylethan 
• 19145-06-3 (S)-N-formyl-1-phenylethylamine 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 1895-39-2 sodium chlorodifluoroacetate 
• 6948-01-2 (R)-(+)-α-methylbenzyl formamide 
• 137566-61-1 (+)-N,N'-bis<(R)-1-phenylethyl>-2,3-butanediimine 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 530-62-1 1,1'-carbonyldiimidazole 
• 67122-56-9 (-)-N,N'-bis<(S)-1-phenylethyl>-2,3-butanediimine 
• 64-18-6 formic acid 
• 98-86-2 acetophenone 
• 98-85-1 1-Phenylethanol 
• 6948-01-2 N-formyl-α-methylbenzylamine 

Downstream Products

• 339560-54-2 4,5-dimethyl-4,5-diphenyl-4,5-dihydro-oxazole 
• 58644-75-0 4r,5c-dimethyl-4,5t-diphenyl-4,5-dihydro-oxazole 
• 497946-73-3 Benzoic acid (S)-2-benzyloxycarbonylamino-1-((R)-1-phenyl-ethylcarbamoyl)-hexyl ester 
• 568591-14-0 Benzoic acid (S)-6-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-1-((R)-1-phenyl-ethylcarbamoyl)-hexyl ester 
• 880250-78-2 [2-(5-bromothiophen-2-yl)-imidazo[1,2-a]pyrazin-3-yl]-(1-phenyl-ethyl)-amine 

Relevant articles and documents

Concentration-dependent circularly polarized luminescence of chiral cyclometalated platinum(II) complexes for electroluminescence

Circularly polarized organic light-emitting diodes (CP-OLEDs) have been attracting increasing attention due to the direct generation of CP light, and they show the improved image contrast and luminous efficiency in OLEDs displays. In this work, a pair of chiral Pt(II) complexes with methylbenzylisocyanide and 1,3-bis(2-pyridyl)benzene as a tridentate N∧C∧N ligand were synthesized. Both of them exhibited bright green emission in dilute acetonitrile solution, while strong orange emission in high concentration of acetonitrile solution. However, when the complexes were doped into polymethyl methacrylate, the green emission originated from intrinsic single molecule can be changed to the red emission from excimer by adjusting the doping ratios. More importantly, the amplification of CPL signal can be achieved compared with the solution state. Furthermore, the monochrome devices were fabricated by utilizing these two enantiomers as emitters.

Method for preparing isonitrile compound

The invention discloses a method for preparing an isonitrile compound, and belongs to the field of organic synthesis. According to the method, sodium chlorodifluoroacetate or potassium bromodifluoroacetate is used as a difluoromethyl source and is condensed with primary amine under the action of alkali to obtain an isocyanide target product, so that isocyanide is generated in situ on the primary amine. The reaction raw materials, alkali and solvent used in the method are simple and easy to obtain, wide in source and convenient to operate, do not need special storage and use conditions, the method has the advantages of safety, low cost, high yield, simple process, environmental friendliness and the like, and has important application value in the fields of medicine, protein and polypeptidepreparation, pesticides, high polymer materials, dyes and the like.

Synthesis of isocyanides by reacting primary amines with difluorocarbene

A general, convenient, and friendly route for preparing a versatile building block of isocyanides from primary amines is developed. Difluorocarbene, generated in situ from decarboxylation of chlorodifluoroacetate, reacts efficiently with primary amines to produce isocyanides. Various primary amines are well tolerated, including aryl, heteroaryl, benzyl, and alkyl amines, as well as amine residues in amino acids and peptides. Late-stage functionalization of biologically active amines is demonstrated, showing its practical capacity in drug design and peptide modification.