90162-44-0

Basic information

• Product Name: 1-PHENYLETHAN-1,2,2,2-D4-OL
• Synonyms: 1-PHENYLETHAN-1,2,2,2-D4-OL;1-PHENYLETHANOL (1,2,2,2-D4);1-PHENYLETHAN-1,2,2,2-D4-OL, 98 ATOM % D;sec-phenethyl-α,β,β,β-d4alcohol;1-Phenylethanol-1,2,2,2-d4, 98 atom % D;sec-Phenethyl-1,2,2,2-d4 alcohol, sec-Phenethyl-α,β,β,β-d4 alcohol;(±)-1-Phenylethan--d4-ol
• CAS NO: 90162-44-0
• Molecular Formula: C₈H₁₀O
• Molecular Weight: 126.19
• Mol File: 90162-44-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 19-20 °C
• Boiling Point: 204 °C/745 mmHg
• Flash Point: 186 °F(lit.)
• Appearance: /
• Density: 1.045 g/mL at 25 °C
• CAS DataBase Reference: 1-PHENYLETHAN-1,2,2,2-D4-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-PHENYLETHAN-1,2,2,2-D4-OL(90162-44-0)
• EPA Substance Registry System: 1-PHENYLETHAN-1,2,2,2-D4-OL(90162-44-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22-38-41
• Safety Statements: 26-39
• RIDADR: UN 2937 6.1/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 90162-44-0(Hazardous Substances Data)

Usage

Uses

(±)-1-Phenylethan-1,2,2,2-d4-ol (CAS# 90162-44-0) is a useful isotopically labeled research compound.

Upstream product

• 99-91-2 para-chloroacetophenone 
• 99-90-1 para-bromoacetophenone 
• 98-86-2 acetophenone 
• 98-85-1 1-Phenylethanol 
• 1445-91-6 (S)-1-phenylethanol 
• 2142-63-4 1-(3-Bromophenyl)ethanone 

Downstream Products

• 3814-93-5 styrene-α,α,β-d3 
• 17537-31-4 Acetophenone-methyl-d3 
• 1402465-72-8 1-(6-{3-methoxy-4-[1-methyl-5-(1,2,2,2-tetradeutro-1-phenylethoxycarbonylamino)-1H-pyrazol-4-yl]-phenyl}-pyridin-3-yl)-cyclopropanecarboxylic acid hydrochloride 
• 1402466-28-7 1-(6-{3-methoxy-4-[1-methyl-5-(1,2,2,2-tetradeutro-1-phenylethoxycarbonylamino)-1H-pyrazol-4-yl]-phenyl}-pyridin-3-yl)-cyclopropanecarboxylic acid 
• 1402465-96-6 (4-bromo-2-methyl-2H-pyrazol-3-yl)-carbamic acid 1,2,2,2-tetradeutero-1-phenyl-ethyl ester 

Relevant articles and documents

Ruthenium-Catalyzed Deuteration of Alcohols with Deuterium Oxide

The catalytic properties of a series of ruthenium complexes for H/D exchange between D2O and alcohols were studied. The catalytic activity of the ruthenium complexes and the regioselectivity of the H/D exchange reactions were found to be dependent on the auxiliary ligands. While ruthenium η6-cymene complexes such as [(η6-cymene)RuCl(NH2CH2CH2NTs)]Cl, (η6-cymene)RuCl2/NH2CH2CH2OH, and (η6-cymene)Ru{(S,S)-NHCHPhCHPhNTs} catalyzed regioselective deuteration of alcohols with D2O at the β-carbon positions only, octahedral ruthenium complexes such as RuCl2(2-NH2CH2Py)(PPh3)2 (2-NH2CH2Py = 2-aminomethylpyridine) and RuCl2(NH2CH2CH2NH2)(PPh3)2 catalyzed regioselective H/D exchange reactions of D2O with alcohols at both the α- and β-carbon positions of alcohols. The H/D exchange reactions proceed through reversible dehydrogenation of alcohols and hydrogenation of carbonyl compounds involving hydride species and H/D exchange among D2O and carbonyl and hydride species. The different regioselectivities of the H/D exchange reactions can be related to the relative ease of H/D exchange of ruthenium hydride intermediates with D2O. (Chemical Equation Presented).

Hydrogen-transfer reduction of carbonyl compounds promoted by nickel nanoparticles

Nickel(0) nanoparticles, generated from nickel(II) chloride, lithium powder and a catalytic amount of 4,4-di-tert-butylbiphenyl (DTBB) in THF at room temperature, have been found to promote the reduction of a variety of ketones and aldehydes by transfer hydrogenation using isopropanol as the hydrogen donor. The nickel nanoparticles were characterised and could be re-utilised with a good performance in the absence of a base. A mechanistic study demonstrates that the reaction proceeds through a dihydride-type mechanism.

PREPARATION OF DEUTERIATED 1-PHENYLETHANOLS BY REDUCTIVE DEHALOGENATION OF THE CORRESPONDING HALOGENOACETOPHENONES WITH RANEY ALLOYS IN AN ALKALINE DEUTERIUM OXIDE SOLUTION

Deuteriated 1-phenylethanols were prepared by reductive dehalogenation of the corresponding halogenoacetophenones with Raney Ni-Al and Cu-Al alloys in 5percent NaOD-D2O solution.It was found that the Ni-Al alloy introduced greater than expected numbers of deuterium atoms in the phenyl ring, but the expected deuteriated 1-phenylethanols were obtained in high yield and in high isotopic purity when Raney Cu-Al alloy was used.