7782-39-0

Basic information

• Product Name: DEUTERIUM
• Synonyms: DEUTERIUM;Heavy hydrogen;D2;deuteriummolecule;diplogen;hydrogen,isotopeofmass2;hydrogen-2;DEUTERIUM, 99.8 ATOM % D
• CAS NO: 7782-39-0
• Molecular Formula: C₁₅H₁₂N₂O₅
• Molecular Weight: 4.03
• EINECS: 231-952-7
• Product Categories: Inorganics;Alternative Energy;DAlternative Energy;Deuterated MaterialsStable Isotopes;Alphabetical Listings;Chemical Synthesis;Compressed and Liquefied GasesStable Isotopes;Gases;Materials for Hydrogen Storage;Synthetic Reagents;DStable Isotopes
• Mol File: 7782-39-0.mol
• Article Data: 1

Chemical Properties

• Melting Point: -254.43° (18.73 K) at 128.5 mm (triple point)
• Boiling Point: -249.5 °C(lit.)
• Appearance: /gas
• Density: 0.169 g/mL at 25 °C(lit.)
• Vapor Density: 0.07 (vs air)
• Vapor Pressure: 17.1-1665kPa at -254.43--234.8℃
• Stability: Stable. Extremely flammable. Readily forms explosive mixtures with air.
• Merck: 13,2956
• CAS DataBase Reference: DEUTERIUM(CAS DataBase Reference)
• NIST Chemistry Reference: DEUTERIUM(7782-39-0)
• EPA Substance Registry System: DEUTERIUM(7782-39-0)

Safety Data

• Hazard Codes: F+
• Statements: 12
• Safety Statements: 9-16-33
• RIDADR: UN 1957 2.1
• WGK Germany: 1
• HazardClass: 2.1
• Hazardous Substances Data: 7782-39-0(Hazardous Substances Data)

Usage

Chemical Description

Deuterium is a stable isotope of hydrogen used in labeling experiments to track the reaction path.

InChI:InChI=1/H2/h1H/i1+1D

Synthetic route

benzoyl chloride (98-88-4) + p-nitrophenyl glycinate-2,2-d2 → p-nitrophenyl N-benzoylglycinate-2,2-d2 (7782-39-0)

Conditions	Yield
With TEA In hexane; ethyl acetate for 2h;	70%

4-nitro-phenol (100-02-7) + KOH-solution → p-nitrophenyl N-benzoylglycinate-2,2-d2 (7782-39-0)

Conditions	Yield
Multi-step reaction with 3 steps 1: dicyclohexylcarboimide / CHCl3 / 3 h / 10 °C 2: 4 M HCl / dioxane / 0.25 h 3: 70 percent / TEA / ethyl acetate; hexane / 2 h View Scheme

p-nitrophenyl N-(tert-butoxycarbonyl)glycinate-2,2-d2 → p-nitrophenyl N-benzoylglycinate-2,2-d2 (7782-39-0)

Conditions	Yield
Multi-step reaction with 2 steps 1: 4 M HCl / dioxane / 0.25 h 2: 70 percent / TEA / ethyl acetate; hexane / 2 h View Scheme

p-nitrophenyl N-benzoylglycinate-2,2-d2 (7782-39-0) → C9H5(2)H2NO2

Conditions	Yield
In water Rate constant; phosphate buffer;

Upstream product

• 100-02-7 4-nitro-phenol 
• 98-88-4 benzoyl chloride 

Relevant articles and documents

Rate-Controlling Step of Oxazolinone Formation. Secondary and Solvent Kinetic Isotope Effects

The β-deuterium secondary kinetic isotope effect for the formation of 2-phenyloxazolin-5-one in the alkaline hydrolysis of p-nitrophenyl n-benzoylglycinate (p-NO2C6H4O2CCL2NHOCC6H5, L = H or D) was determined to be kH/kD = 1.03 +/- 0.0.2 at temperatures between 10.5 and 40.0 deg C; activation parameters for the protium ester are ΔH(excit.) = 21.7 +/- 0.4 kcal mol-1 and ΔS(excit.)298 = 31.9 +/- 0.6 cal deg-1mol-1.These results, combined with those of previous studies, suggest that leaving-group expulsion is the only step contributing to rate limitation for conversion of the glycinate to the oxazolinone.The small, normal sec ondary isotope effect probably has complex origins, which may include relief of steric strain upon cyclization and hyperconjugative stabilization of the rate-controlling transition state.Apparent second-order rate constants for the formation of 2-phenyloxazolin-5-one in the alkaline hydrolysis of the isotopically unsubstituted ester were also obtained in aqueous solvent containing various mole fraction n of D2O (kn).The kinetic solvent effects (KSIE's) are inverse at all values of n with k1.0/k0 = 1.75.Analysis of the bowl-shaped plot of k1.0/k0 vs. n indicates that fractionation of the reactant lyoxide ion in the mixed isotopic waters predominates the KSIE.A small, normal transition-state effect of about 1.3 makes the KSIE less inverse than would be expected if the entire effect originated in lyoxide fractionation.