1823-14-9

Basic information

• Product Name: 5-PHENYL-1-PENTYNE
• Synonyms: 5-PHENYL-1-PENTYNE;4-Pentynylbenzene;pent-4-ynylbenzene;5-Phenyl-1-pentyne 98+%;1-(Pent-4-yn-1-yl)benzene 98+%;5-Phenypent-1-yne;(Pent-4-yn-1-yl)benzene 98+%;5-Phenylpent-1-yne
• CAS NO: 1823-14-9
• Molecular Formula: C₁₁H₁₂
• Molecular Weight: 144.21
• EINECS: 217-352-8
• Mol File: 1823-14-9.mol
• Article Data: 17

Chemical Properties

• Melting Point: 103-106 °C(Solv: chloroform (67-66-3); hexane (110-54-3))
• Boiling Point: 94°C 50mm
• Flash Point: 85°C
• Appearance: liquid
• Density: 0,95 g/cm3
• Vapor Pressure: 6.17E-05mmHg at 25°C
• Refractive Index: 1.5165
• BRN: 2074729
• CAS DataBase Reference: 5-PHENYL-1-PENTYNE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-PHENYL-1-PENTYNE(1823-14-9)
• EPA Substance Registry System: 5-PHENYL-1-PENTYNE(1823-14-9)

Safety Data

• Hazard Codes: Xi,N
• Statements: 36/37/38-50/53-36
• Safety Statements: 26-36/37/39-61-60
• RTECS: DA6820000
• Hazardous Substances Data: 1823-14-9(Hazardous Substances Data)

Usage

Uses

5-Phenyl-1-pentyne is also used as an intermediate in organic synthesis and pharmaceuticals. It is also used to make other chemicals.

Synthesis Reference(s)

Tetrahedron Letters, 23, p. 4607, 1982 DOI: 10.1016/S0040-4039(00)85666-X

InChI:InChI=1/C9H10O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)/t8-/m0/s1

Upstream product

• 60-12-8 2-phenylethanol 
• 17376-04-4 2-phenethyl iodide 
• 110211-35-3 trimethyl(5-phenylpent-1-yn-1-yl)silane 
• 66950-73-0 3-phenylpropyl 1-trifluoromethanesulfonate 
• 122-97-4 3-Phenyl-1-propanol 
• 16520-62-0 4-Phenyl-1-butyne 
• 18328-11-5 3-benzyl propionaldehyde 
• 21047-57-4 diethyl (1-diazo-2-oxopropyl)phosphonate 
• 637-59-2 1-Bromo-3-phenylpropane 
• 74-86-2 acetylene 
• 4119-41-9 1-iodo-3-phenylpropan 
• 74866-73-2 C₁₇H₁₈Se 
• 558-13-4 carbon tetrabromide 
• 1216963-74-4 lithium acetylide-ethylenediamine complex 

Downstream Products

• 110211-35-3 trimethyl(5-phenylpent-1-yn-1-yl)silane 
• 52688-03-6 (E)-1-Phenyl-oct-5-en-4-one 
• 601493-79-2 E-1-iodo-5-phenylpent-1-ene 
• 391678-05-0 4-Methyl-4-{2-[5-(5-phenylpent-1-enyl)thiophen-2-yl]}ethyloxazolidin-2-one 
• 1030623-99-4 C₂₆H₂₈O₂ 
• 914475-89-1 (R)-2-methyl-8-phenyl-4-octyn-3-ol 
• 914475-98-2 (S)-2,2-dimethyl-8-phenyl-4-octyn-3-ol 
• 914475-95-9 (R)-2,2-dimethyl-8-phenyl-4-octyn-3-ol 
• 51721-29-0 7-phenylhept-3-yn-1-ol 
• 1350626-62-8 C₁₇H₂₄OSi 
• 1350626-71-9 C₂₂H₃₈OSi 
• 1277099-77-0 C₂₉H₄₄Si 

Relevant articles and documents

DITERPENOID COMPOUNDS THAT ACT ON PROTEIN KINASE C (PKC)

This present disclosure relates to protein kinase C (PKC) modulating compounds, methods of treating a subject with cancer using the compounds, and combination treatments with a second therapeutic agent.

A Sequential Homologation of Alkynes and Aldehydes for Chain Elongation with Optional 13C-Labeling

Terminal alkynes (RCCH) are homologated by a sequence of ruthenium-catalyzed anti-Markovnikov hydration of alkyne to aldehyde (RCH2CHO), followed by Bestmann-Ohira alkynylation of aldehyde to chain-elongated alkyne (RCH2CCH). Inverting the sequence by starting from aldehyde brings about the reciprocal homologation of aldehydes instead. The use of 13C-labeled Bestmann-Ohira reagent (dimethyl ((1-13C)-1-diazo-2-oxopropyl)phosphonate) for alkynylation provides straightforward access to singly or, through additional homologation, multiply 13C-labeled alkynes. The labeled alkynes serve as synthetic platform for accessing a multitude of specifically 13C-labeled products. Terminal alkynes with one or two 13C-labels in the alkyne unit have been submitted to alkyne-azide click reactions; the copper-catalyzed version (CuAAC) was found to display a regioselectivity of >50 000:1 for the 1,4- over the 1,5-triazine isomer, as shown analytically by 13C NMR spectroscopy.

Directing group-controlled hydrosilylation: Regioselective functionalization of alkyne

Pt(0)-catalyzed hydrosilylation of unsymmetric alkynes proceeds in a highly regioselective manner with a dimethylvinylsilyl (DMVS) group as the directing group. This hydrosilylation affords a single regioisomer of silylalkenes from propargylic and homopro