371153-68-3

Basic information

• Product Name: Carbamic acid, (4-ethynylphenyl)-, phenylmethyl ester
• Synonyms: 4-(N-Cbz-amino)phenylacetylene;benzyl 4-ethynylphenylcarbamate;4-benzyloxycarbonylaminophenylacetylene;N-benzyloxycarbonyl-4-ethynylaniline;Carbamic acid,(4-ethynylphenyl)-,phenylmethyl ester
• CAS NO: 371153-68-3
• Molecular Formula: C16H13NO2
• Molecular Weight: 251.285
• Mol File: 371153-68-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 94-95 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• Boiling Point: 354.9±35.0 °C(Predicted)
• Density: 1.18±0.1 g/cm3(Predicted)
• CAS DataBase Reference: Carbamic acid, (4-ethynylphenyl)-, phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, (4-ethynylphenyl)-, phenylmethyl ester(371153-68-3)
• EPA Substance Registry System: Carbamic acid, (4-ethynylphenyl)-, phenylmethyl ester(371153-68-3)

Safety Data

• Hazardous Substances Data: 371153-68-3(Hazardous Substances Data)

Upstream product

• 14235-81-5 4-Ethynylaniline 
• 501-53-1 benzyl chloroformate 
• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 93298-14-7 (4-iodophenyl)carbamic acid phenylmethyl ester 
• 75315-63-8 N-(benzyloxycarbonyl)succinimide 

Downstream Products

• 93008-63-0 N-(benzyloxycarbonyl)-4-ethylaniline 
• 227778-64-5 N-benzyloxycarbonyl-4-vinylaniline 
• 589-16-2 4-aminoethylbenzene 

Relevant articles and documents

Autotandem catalysis: Synthesis of pyrroles by gold-catalyzed cascade reaction

A novel synthesis of substituted pyrroles by a gold(I)-catalyzed cascade reaction has been developed. The reaction proceeded with an autotandem catalysis consisting of an initial addition of gold-acetylide to an acetal moiety and was followed by gold-catalyzed 5-endo-dig cyclization and aromatization. Gold catalysts play a dual role in activating nucleophilicity or electrophilicity of terminal acetylenes by forming gold-acetylides or by π-coordination. The formal (3 + 2) annulation of two components provided a variety of substituted pyrroles in a modular fashion.

Development of a practical and scalable preparation using sonication of Pd/fibroin catalyst for chemoselective hydrogenation

A practical and efficient preparation method of palladium-fibroin (Pd/Fib), silk-fibroin-supported Pd(0) by means of sonication, has been developed. The Pd/Fib catalyst could be prepared within 12 h at room temperature starting from commercial silk-fibroin and Pd(OAc)2 in MeOH, whereas our previous preparation method required at least 4 days. The present improved process is applicable to a large-scale preparation of Pd/Fib. The Pd/Fib prepared by the present method also catalyzed chemoselective hydrogenation of acetylenes, olefins, and azides in the presence of aromatic ketones, aldehydes, and halides; N-Cbz protective groups; and benzyl esters, which are readily hydrogenated under the Pd/C- or Pd/C(en)-catalyzed hydrogenation conditions. Copyright Taylor & Francis Group, LLC.

Investigation of the intermolecular Pauson-Khand reaction of various 1-alkynes with cyclic exo-methylene compounds

Intermolecular Pauson-Khand reaction of various 1-alkynes with 4-exo-methylenepiperidine and -cyclohexane derivatives to give corresponding spirocyclopentenones was investigated. The reaction of m- and p-substituted arylalkynes furnished corresponding spirocyclic compounds in good yields, while that of o-substituted arylalkynes and 1-hexyne proceeded in nil to moderate yield.