Hexamethylenetriperoxidediamine

Base Information

• Chemical Name: Hexamethylenetriperoxidediamine
• CAS No.: 283-66-9
• Molecular Formula: C6H12 N2 O6
• Molecular Weight: 208.171
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID9074804
• Nikkaji Number: J59.818F
• Wikipedia: Hexamethylene_triperoxide_diamine
• Wikidata: Q409654
• ChEMBL ID: CHEMBL346085
• Mol file: 283-66-9.mol

Synonyms:hexamethylene triperoxide diamine;hexamethylenetriperoxidediamine;HMTD

Chemical Property of Hexamethylenetriperoxidediamine

Chemical Property:

• Appearance/Colour: White crystalline solid
• Vapor Pressure: 0.0708mmHg at 25°C
• Melting Point: Decomposes at 75 °C, Ignites spontaneously at 133 °C
• Refractive Index: 1.4431 (estimate)
• Boiling Point: 229.1°Cat760mmHg
• PKA: 2.66±0.20(Predicted)
• Flash Point: 65.7°C
• PSA: 61.86000
• Density: 1.46g/cm³
• LogP: -0.91700
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 0
• Exact Mass: 208.06953611
• Heavy Atom Count: 14
• Complexity: 124

Purity/Quality:

99%, ^*data from raw suppliers

3,4,8,9,12,13-HEXAOXA-1,6-DIAZABICYCLO[4.4.4]TETRADECANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1N2COOCN(COO1)COOC2

Technology Process of Hexamethylenetriperoxidediamine

There total 5 articles about Hexamethylenetriperoxidediamine 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: 57.0%

hexamethylenetetramine (100-97-0) → 3,4,8,9,12,13-Hexaoxa-1,6-diaza-bicyclo[4.4.4]tetradecane (283-66-9)

Guidance literature:

With dihydrogen peroxide; citric acid; for 3h; 1) 4 deg C, 3 h;

DOI:10.1021/jm00121a013

Reference yield:

hexamethylenetetramine → 3,4,8,9,12,13-Hexaoxa-1,6-diaza-bicyclo[4.4.4]tetradecane (283-66-9)

Guidance literature:

With dihydrogen peroxide; In water; at 0 ℃;

DOI:10.1002/rcm.7385

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) → 3,4,8,9,12,13-Hexaoxa-1,6-diaza-bicyclo[4.4.4]tetradecane (283-66-9)

Guidance literature:

With ammonium sulfate; dihydrogen peroxide; at 55 ℃;

upstream raw materials:

formaldehyd

bis-hydroxymethyl peroxide

tris-(hydroxymethyl)amine

hexamethylenetetramine

Downstream raw materials:

hydrogen cyanide

Hexahydro-1,3,5-trinitro-1,3,5-triazine

Refernces

• 1、 Lock, Claire M.,Brust, Hanneke,Van Breukelen, Martin,Dalmolen, Jan,Koeberg, Mattijs,Stoker, Davey A.. "Investigation of isotopic linkages between precursor materials and the improvised high explosive product hexamethylene triperoxide diamine". . p. 4984 - 4992. Retrieved 2012.
• 2、 Krawczyk, Tomasz. "Enhanced electrospray ionization mass spectrometric detection of hexamethylene triperoxide diamine (HMTD) after oxidation to tetramethylene diperoxide diamine dialdehyde (TMDDD)". . p. 2257 - 2262. Retrieved 2015.
• 3、 Partridge, Andrew,Walker, Stewart,Armitt, David. "Detection of impurities in organic peroxide explosives from precursor chemicals". body text. p. 30 - 37. Retrieved 2010/06/12.