13127-88-3

Basic information

• Product Name: Phenol-d6
• Synonyms: PHENOL (RING-D5);PHENOL-2,3,4,5,6-D5;PHENOL D5;PHENOL-D6;(2H6)phenol;PHENOL-D6, 99 ATOM % D;hexadeuterophenol;PHENOL-D6(SUR)
• CAS NO: 13127-88-3
• Molecular Formula: C₆H₆O
• Molecular Weight: 100.15
• EINECS: 236-063-8
• Product Categories: 600 Series Wastewater Methods;EPA;Method 625
• Mol File: 13127-88-3.mol
• Article Data: 9

Chemical Properties

• Melting Point: 40-42 °C(lit.)
• Boiling Point: 182 °C(lit.)
• Flash Point: 175 °F
• Appearance: /Solid Mass (Deliquescent)
• Density: 1.140 g/mL at 25 °C
• Vapor Density: 3.24 (vs air)
• Vapor Pressure: 0.36 mm Hg ( 20 °C)
• Refractive Index: 1.553
• Storage Temp.: 2-8°C
• Solubility: 84g/l
• Explosive Limit: 1.3-9.5%(V)
• Stability: Stable. Incompatible with strong acids, strong bases, strong oxidizing agents.
• BRN: 2255089
• CAS DataBase Reference: Phenol-d6(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol-d6(13127-88-3)
• EPA Substance Registry System: Phenol-d6(13127-88-3)

Safety Data

• Hazard Codes: T,C,Xn
• Statements: 23/24/25-34-48/20/21/22-68-40
• Safety Statements: 24/25-26-28-36/37/39-45-36/37
• RIDADR: UN 1671 6.1/PG 2
• WGK Germany: 2
• F: 3-8-10-23
• HazardClass: 6.1(a)
• PackingGroup: II
• Hazardous Substances Data: 13127-88-3(Hazardous Substances Data)

Usage

Description

Phenol-d6, also known as deuterated phenol, is a stable isotope-labeled compound derived from phenol. It consists of six deuterium atoms, which replace the hydrogen atoms in the phenol molecule. This modification makes it a useful tool in various scientific applications due to its distinct properties compared to the regular phenol.

Uses

Used in Molecular Genetics Applications:
Phenol-d6 is used as a purification agent for molecular genetics applications. Its deuterated nature allows for better separation and identification of biomolecules in genetic research.
Used in Synthesis of Antioxidant Compounds:
Phenol-d6 is used as a starting material for the synthesis of antioxidant compounds. The phenol moiety in its structure contributes to the antioxidant activity, making it a valuable component in the development of new antioxidants.
Used in Synthesis of Anti-bacterial and Anti-carcinogenic Compounds:
Phenol-d6 is utilized as a key component in the synthesis of anti-bacterial and anti-carcinogenic compounds. Its unique structure enables the development of new drugs with potential applications in the medical field.
Used in Chemical Research:
Phenol-d6 is used as a labeled analog in chemical research. Its solid chemical properties and deuterated nature make it an ideal candidate for studying reaction mechanisms and understanding the behavior of molecules in various chemical processes.

InChI:InChI=1/C6H6O/c7-6-4-2-1-3-5-6/h1-5,7H/i1D,2D,3D,4D,5D/hD

Upstream product

• 108-95-2 phenol 
• 4165-62-2 phenol-d5 
• 1076-43-3 benzene-d6 
• 4165-57-5 bromobenzene-d5 

Downstream Products

• 1054450-84-8 2-hydroxy(3,4,5,6-2H₄)benzaldehyde 
• 125741-14-2 C₈⁽²⁾H₁₀O 
• 93952-05-7 diphenyl ether-d₁₀ 
• 4165-62-2 phenol-d5 
• 223716-84-5 phenyl-d5 benzoate-d5 
• 112440-06-9 methyltrioxorhenium(VII)-d3 
• 101943-83-3 (((C₃H₇)2PCH₂CH₂P(C₃H₇)2)Rh)2(OC₆⁽²⁾H₅)(H) 
• 1257325-99-7 (E)-(1,2-dichlorovinyloxy)pentadeuterobenzene 
• 34589-99-6 2-hydroxybenzil 
• 1256973-36-0 1-(2-hydroxy-3,4,5,6-d4-phenyl)-2-phenylethane-1,2-dione 
• 1373965-54-8 C₁₄H₉⁽²⁾H₅O 

Relevant articles and documents

Mechanistic Insights into Rhenium-Catalyzed Regioselective C-Alkenylation of Phenols with Internal Alkynes

A (μ-aryloxo)rhenium complex was isolated and confirmed as a key precatalyst for rhenium-catalyzed ortho-alkenylation (C-alkenylation) of unprotected phenols with alkynes. The reaction exclusively provided ortho-alkenylphenols; the formation of para or multiply alkenylated phenols and hydrophenoxylation (O-alkenylation) products was not observed. Several mechanistic experiments excluded a classical Friedel–Crafts-type mechanism, leading to the proposed phenolic hydroxyl group assisted electrophilic alkenylation as the most plausible reaction mechanism. For this purpose, the use of rhenium, a metal between the early and late transition metals in the periodic table, was key for the activation of both the soft carbon–carbon triple bond of the alkyne and the hard oxygen atom of the phenol, at the same time. ortho-Selective alkenylation with allenes also provided the corresponding adducts with a substitution pattern different from that obtained by the addition reaction with alkynes.

Platinum catalyzed H-D exchange reaction of various aromatic compounds under hydrothermal condition

Various aromatic compounds were treated with deuterium oxide under hydrothermal conditions in the presence of a catalytic amount of platinum (IV) oxide. An efficient H-D exchange reaction was observed, which gave various deterium labeled aromatic compounds.

Efficient H-D exchange of aromatic compounds in near-critical D2O catalysed by a polymer-supported sulphonic acid

Hydrogen atom exchange of aromatic compounds in neutral near-critical D2O has been improved by using a polymer-supported sulphonic acid catalyst. Phenol, aniline, quinoline, and substituted aromatic hydrocarbons are selectively ring-perdeuterated in high yields with insignificant by-product formation at 325 °C for 24 h in D2O/Deloxan.