285138-87-6

Basic information

• Product Name: 1-PHENYLETHANOL-1,2-13C2
• Synonyms: 1-PHENYLETHANOL-1,2-13C2;SEC-PHENETHYL-ALPHA BETA-13C2 ALCOHOL;SEC-PHENETHYL-ALPHA,BETA-13C2 ALCOHOL, 9 9 ATOM % 13C;sec-phenethyl-α,β-13c2alcohol
• CAS NO: 285138-87-6
• Molecular Formula: C8H10O
• Molecular Weight: 124.18
• Mol File: 285138-87-6.mol
• Article Data: 1

Chemical Properties

• Melting Point: 19-20 °C(lit.)
• Boiling Point: 204 °C745 mm Hg(lit.)
• Flash Point: 185 °F
• Appearance: /
• Density: 1.040 g/mL at 25 °C
• Refractive Index: n20/D 1.532(lit.)
• CAS DataBase Reference: 1-PHENYLETHANOL-1,2-13C2(CAS DataBase Reference)
• NIST Chemistry Reference: 1-PHENYLETHANOL-1,2-13C2(285138-87-6)
• EPA Substance Registry System: 1-PHENYLETHANOL-1,2-13C2(285138-87-6)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-28-36/37/39-45
• RIDADR: UN 2937 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 285138-87-6(Hazardous Substances Data)

Usage

Isotope labeling

Carbon-13 isotopes at the 1 and 2 positions

Type of isotope

Stable and non-radioactive

Usage

Primarily used in nuclear magnetic resonance (NMR) spectroscopy and other analytical techniques

Purpose

To study the behavior and interactions of molecules

Common use

Used as a reference standard or internal standard for NMR experiments

Benefits

Allows researchers to accurately identify and analyze the chemical structure and reactions of various compounds

Value

A valuable tool for research in organic chemistry, biochemistry, and other fields of science.

InChI:InChI=1/C8H10O/c1-7(9)8-5-3-2-4-6-8/h2-7,9H,1H3/i1+1,7+1

Upstream product

• 1173022-59-7 ¹³(C₈)-acetophenone 

Relevant articles and documents

Understanding the mechanisms of cobalt-catalyzed hydrogenation and dehydrogenation reactions

Cobalt(II) alkyl complexes of aliphatic PNP pincer ligands have been synthesized and characterized. The cationic cobalt(II) alkyl complex [(PNHP Cy)Co(CH2SiMe3)]BArF4 (4) (PNHPCy = bis[(2-dicyclohexylphosphino)ethyl]amine) is an active precatalyst for the hydrogenation of olefins and ketones and the acceptorless dehydrogenation of alcohols. To elucidate the possible involvement of the N-H group on the pincer ligand in the catalysis via a metal-ligand cooperative interaction, the reactivities of 4 and [(PNMePCy)Co(CH 2SiMe3)]BArF4 (7) were compared. Complex 7 was found to be an active precatalyst for the hydrogenation of olefins. In contrast, no catalytic activity was observed using 7 as a precatalyst for the hydrogenation of acetophenone under mild conditions. For the acceptorless dehydrogenation of 1-phenylethanol, complex 7 displayed similar activity to complex 4, affording acetophenone in high yield. When the acceptorless dehydrogenation of 1-phenylethanol with precatalyst 4 was monitored by NMR spectroscopy, the formation of the cobalt(III) acetylphenyl hydride complex [(PNHPCy)CoIII(κ2-O,C-C 6H4C(O)CH3)(H)]BArF4 (13) was detected. Isolated complex 13 was found to be an effective catalyst for the acceptorless dehydrogenation of alcohols, implicating 13 as a catalyst resting state during the alcohol dehydrogenation reaction. Complex 13 catalyzed the hydrogenation of styrene but showed no catalytic activity for the room temperature hydrogenation of acetophenone. These results support the involvement of metal-ligand cooperativity in the room temperature hydrogenation of ketones but not the hydrogenation of olefins or the acceptorless dehydrogenation of alcohols. Mechanisms consistent with these observations are presented for the cobalt-catalyzed hydrogenation of olefins and ketones and the acceptorless dehydrogenation of alcohols.