22739-76-0

Basic information

• Product Name: 2-PROPANOL-D8
• Synonyms: 2-PROPANOL-D8;2-PROPANOLE-D8;2-PROPYL ALCOHOL D8;IPA-D8;ISOPROPANOL-D8;ISOPROPYL ALCOHOL-D8;(O,1,1,1,2,3,3,3-2H8)propan-2-ol;Isopropanol-d8, 99+ atom % D, for NMR
• CAS NO: 22739-76-0
• Molecular Formula: C₃H₈O
• Molecular Weight: 68.14
• EINECS: 245-189-2
• Mol File: 22739-76-0.mol

Chemical Properties

• Melting Point: -89.5°C
• Boiling Point: 82 °C(lit.)
• Flash Point: 75 °F
• Appearance: Clear colorless/Liquid
• Density: 0.890 g/mL at 25 °C(lit.)
• Vapor Pressure: 81.3mmHg at 25°C
• Refractive Index: n20/D 1.3728(lit.)
• Storage Temp.: Flammables area
• Explosive Limit: 2-12.7%(V)
• Water Solubility: Completely soluble in water.
• Stability: Stable. Highly flammable. Incompatible with acids, strong oxidizing agents, acid anhydrides, halogens, aluminium.
• BRN: 1816231
• CAS DataBase Reference: 2-PROPANOL-D8(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PROPANOL-D8(22739-76-0)
• EPA Substance Registry System: 2-PROPANOL-D8(22739-76-0)

Safety Data

• Hazard Codes: F,Xi
• Statements: 11-67-36
• Safety Statements: 7-16-26-24/25-2017/7/16
• RIDADR: UN 1219 3/PG 2
• WGK Germany: 3
• F: 3-10
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 22739-76-0(Hazardous Substances Data)

Usage

Uses

Used in Chemical Research:
2-Propanol-d8 is used as a solvent and intermediate in chemical research for studying the generation and decay of correlated radical pairs (SCRP) during the reduction of acetone-d6 in 2-propanol-d8. It is also employed in the evaluation of triplet decay constants, triplet lifetime, and photoreduction rate constants of benzophenone through Fourier transform-electron paramagnetic resonance (FT-EPR) spectroscopy.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Propanol-d8 serves as an intermediate in the synthesis of various compounds and药物, contributing to the development of new drugs and therapeutic agents. Its deuterated nature provides unique insights into the chemical behavior and reactions of molecules, which can be crucial for optimizing pharmaceutical formulations and understanding their mechanisms of action.

InChI:InChI=1/C3H8O/c1-3(2)4/h3-4H,1-2H3/i1D3,2D3,3D,4D

Upstream product

• 666-52-4 [⁽²⁾H₆]acetone 
• 3979-51-9 Isopropanol-d1 
• 67-63-0 isopropyl alcohol 

Downstream Products

• 666-52-4 [⁽²⁾H₆]acetone 
• 191164-04-2 Os(C₂C₆H₅)(CD₂C₆H₅)(CO)2(P(CH(CH₃)2)3)2 
• 781645-12-3 fac-[Ru((R)-2,2'-bis(diphenylphosphino)-1,1'-binaphthalene)(H)(i-PrOH-d8)3]BF₄ 
• 781645-18-9 fac-[Ru((R)-Tol-BINAP)(H)(i-PrOH-d8)3]BF₄ 
• 1171248-83-1 [Rh(1,2-bis[(2-methoxyphenyl)(phenylphosphino)]ethane)2(i-PrOH-d8)2]BF₄ 
• 1197874-32-0 C₁₈H₁₇⁽²⁾H₇O₂ 
• 57444-81-2 potassium deuteroformate 
• 115976-33-5 1-phenyl (O,1-⁽²⁾H₂)ethanol 

Relevant articles and documents

DEUTERIUM-SUBSTITUTED OXADIAZOLES

Described are deuterated modulators of S1P1 receptors, pharmaceutical compositions thereof, and methods of use thereof.

Ruthenium Catalyzed Selective α- And α,β-Deuteration of Alcohols Using D2O

Highly selective ruthenium catalyzed α-deuteration of primary alcohols and α,β-deuteration of secondary alcohols are achieved using deuterium oxide (D2O) as a source of deuterium and reaction solvent. Minimal loading of catalyst (Ru-macho), base (KOtBu), and low temperature heating provided efficient selective deuteration of alcohols making the process practically attractive and environmentally benign. Mechanistic studies indicate the D-O(D/R) bond activations by metal-ligand cooperation and intermediacy of carbonyl compounds resulting from dehydrogenation of alcohols.

Simple and efficient catalytic reaction for the selective deuteration of alcohols

A highly efficient system for the catalytic deuteration of α and β CH bonds of primary and secondary alcohols has been developed. The deuterium source is D2O. Together with the low catalyst loadings and the simple experimental setup, the reaction has direct application to the synthesis of bioactive isotopologues and the direct synthesis of fully deuterated substrates, such as ethanol-d6. The current system represents a significant advance in practicality for homogeneous metal catalyzed systems that carry out H/D exchange in organic substrates with water.

Kinetic isotope effect evidence for a concerted hydrogen transfer mechanism in transfer hydrogenations catalyzed by [p-(Me2CH)C6H4Me] Ru-(NHCHPhCHPhNSO2C6H4-p-CH3)

The isotope effects in the reaction of [p-(Me2CH)-C6H4Me]Ru (NHCHPhCHPhNSO2C6H4-p-CH3) (1) with isopropyl alcohol were 1.79 for transfer of hydrogen from OH to N and 2.86 for transfer from CH to Ru. The isotope effect for transfer of deuterium from doubly labeled material (kCHoH/kCDOD = 4.88) was within experimental error of the product of the two individual isotope effects. These isotope effects provide convincing evidence for a mechanism involving concurrent transfer of hydrogen from oxygen to nitrogen and from carbon to ruthenium.

Iridium-catalyzed H/D exchange into organic compounds in water

The air-stable complex Cp*(PMe3)IrCl2 efficiently catalyzes the exchange of deuterium from D2O into both activated and unactivated C-H bonds of organic molecules without added acid or stabilizers. Selectivity is observed in many cases, with activation of primary C-H bonds occurring preferentially. A number of new stoichiometric transformations involving the iridiym catalyst precursor are also presented, including an ozidation-decarbonylation reaction with primary alcohols. Copyright