Glyceryl 1,2-Dinitrate

Base Information

• Chemical Name: Glyceryl 1,2-Dinitrate
• CAS No.: 621-65-8
• Molecular Formula: C3H6 N2 O7
• Molecular Weight: 182.09
• Hs Code.: 2920909090
• European Community (EC) Number: 248-402-7,804-097-8
• UNII: 8542I4GE54
• DSSTox Substance ID: DTXSID30875566
• Wikidata: Q27109098
• NCI Thesaurus Code: C87318
• Metabolomics Workbench ID: 53660
• ChEMBL ID: CHEMBL1635
• Mol file: 621-65-8.mol

Synonyms:1,2-dinitroglycerol;1,2-glyceryl dinitrate;1,3-dinitroglycerol;dinitroglycerol;glyceryl 1,2-dinitrate;glyceryl 1,3-dinitrate;glyceryl dinitrate;glyceryl-1,2-dinitrate;glyceryl-1,3-dinitrate;propanetriol 1,2-dinitrate;propanetriol 1,3-dinitrate

Chemical Property of Glyceryl 1,2-Dinitrate

Chemical Property:

• Refractive Index: 1.4715 (estimate)
• Boiling Point: 315.45°C (rough estimate)
• PKA: 13.31±0.10(Predicted)
• Flash Point: 2℃
• PSA: 130.33000
• Density: 1.594±0.06 g/cm3(Predicted)
• LogP: -0.18970
• Storage Temp.: ?20°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 182.01750053
• Heavy Atom Count: 12
• Complexity: 159

Purity/Quality:

98%min ^*data from raw suppliers

1,2-Dinitroglycerin solution 1.0mg/mL in acetonitrile, ampule of 1mL, certified reference material ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,Xn
• Statements: 11-20/21/22-36
• Safety Statements: 16-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(CO[N+](=O)[O-])O[N+](=O)[O-])O
• Uses: 1,2-Dinitroglycerin is used in the treatment of heart conditions and in chronic heart failure.

Technology Process of Glyceryl 1,2-Dinitrate

There total 4 articles about Glyceryl 1,2-Dinitrate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.83%

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 1,3-bis(nitrooxy)propan-2-ol (623-87-0) + glyceryl 1,2-dinitrate (621-65-8) + glycerin trinitrate (55-63-0,9010-02-0)

Guidance literature:

With sulfuric acid; sulfur trioxide; nitric acid; at 40 - 50 ℃; for 0.00116667 - 0.00238889h;

Reference yield:

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 1,3-bis(nitrooxy)propan-2-ol (623-87-0) + glyceryl 1,2-dinitrate (621-65-8) + glycerin trinitrate (55-63-0,9010-02-0) + 1,2-epoxy-3-nitratopropane (6659-62-7,27814-48-8)

Guidance literature:

glycerol; With nitric acid; at 22 ℃; for 0.141833h;

With sodium hydroxide; In water; at 32 ℃; for 0.018h; Temperature; Time; Concentration;

Reference yield:

glycerin trinitrate (55-63-0,9010-02-0) → glycerol 2-nitrate (620-12-2) + 1,3-bis(nitrooxy)propan-2-ol (623-87-0) + glyceryl 1,2-dinitrate (621-65-8) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0)

Guidance literature:

With iron; In water; pH=7.4; Further Variations:; Reagents; Kinetics;

DOI:10.1021/es0354667

upstream raw materials:

glycerin trinitrate

glycerol

Downstream raw materials:

1,2-epoxy-3-nitratopropane

Glycerin-1,2-dinitrat-(m-nitro-benzoat)

nitric acid

2,3-bis(nitrooxy)propyl (2Z)-4-{[tert-butyl(dimethyl)silyl]oxy}-[4-(methylsulfonyl)phenyl]-3-phenylbut-2-en-1-yl carbonate

Refernces

• 1、 -. "METHOD FOR THE PRODUCTION OF LIQUID NITRATE ESTERS". Page/Page column 5-7. . Retrieved 2008/06/13.
• 2、 Laufen,Leitold. "The pattern of glyceryl nitrates after oral administration of glyceryl trinitrate.". . p. 103 - 105. Retrieved 2007/10/02.