ChemicalBook > CAS DataBase List > 1,4,7-Triazacyclononane trihydrochloride

1,4,7-Triazacyclononane trihydrochloride

Product Name
1,4,7-Triazacyclononane trihydrochloride
CAS No.
58966-93-1
Chemical Name
1,4,7-Triazacyclononane trihydrochloride
Synonyms
152505;TACN,3HCl;1,4,7-TriazacyclononanetriHCl;1,4,7-triazacyclononane, 3HCl;1,4,7-triazonane-1,4,7-triium;1,4,7-triazonane hydrochloride;1,4,7-Triazacyclononane hydrochloride;1,4,7-TRIAZACYCLONONANE TRIHYDROCHLORIDE;Octahydro-1H-1,4,7-triazonine hydrochloride;1,4,7-Triazacyclononane trihydrochloride 97%
CBNumber
CB1153163
Molecular Formula
C6H18Cl3N3
Formula Weight
238.59
MOL File
58966-93-1.mol
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1,4,7-Triazacyclononane trihydrochloride Property

Melting point:
288 °C (dec.)(lit.)
storage temp. 
Inert atmosphere,Room Temperature
form 
Crystalline Powder
color 
Off-white to yellow
BRN 
5287631
InChIKey
HNPMVNQYFPWBKI-UHFFFAOYSA-N
CAS DataBase Reference
58966-93-1
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Safety

Hazard Codes 
C
Risk Statements 
34
Safety Statements 
26-36/37/39-45
RIDADR 
UN 3261 8/PG 2
WGK Germany 
3
F 
3-9
HazardClass 
8
PackingGroup 
III
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P363Wash contaminated clothing before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
329495
Product name
1,4,7-Triazacyclononane trihydrochloride
Purity
97%
Packaging
1g
Price
$90
Updated
2024/03/01
TCI Chemical
Product number
T1600
Product name
1,4,7-Triazacyclononane Trihydrochloride
Purity
>98.0%(N)(T)
Packaging
1g
Price
$139
Updated
2024/03/01
TCI Chemical
Product number
T1600
Product name
1,4,7-Triazacyclononane Trihydrochloride
Purity
>98.0%(N)(T)
Packaging
5g
Price
$689
Updated
2024/03/01
TRC
Product number
T767355
Product name
1,4,7-Triazacyclononane trihydrochloride
Packaging
5g
Price
$475
Updated
2021/12/16
AK Scientific
Product number
X4707
Product name
1,4,7-Triazacyclononane trihydrochloride
Packaging
5g
Price
$746
Updated
2021/12/16
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1,4,7-Triazacyclononane trihydrochloride Chemical Properties,Usage,Production

Chemical Properties

1,4,7-Triazacyclononane trihydrochloride is a off-white to yellow crystalline powder that It is a chelate ring with six phosphate groups and six nitrogen atoms. It has been shown to behave as an irreversible oxidation catalyst for carboxylate and amine molecules. This molecule also has redox potentials in the range of -0.35 to -0.5 volts and can reversibly oxidize inorganic acids with strong electron-donating properties such as phosphoric acid, nitric acid, and sulfuric acid.

Uses

1,4,7-Triazacyclononane trihydrochloride is a possible reagent for compleximetric titrations with a high cation-binding selectivity. It is also used in the organic synthesis of ligands and compounds requiring a triazacyclononane group.

Application

1,4,7-Triazacyclononane trihydrochloride can be used as a reagent to prepare:
Nonadentate ligand, 1,4,7-tris[(6-carboxypyridin-2-yl)methyl]-1,4,7-triazacyclononane (H3tpatcn), which is used to prepare lanthanide complexes with high water solubility and rigid C3 symmetric structures.
Dansyl cryptands as fluorescent indicators via amination of (bromobenzyl)triazacycloalkane and oxadiamines.
[1,4,7-tri(3-butenyl)-1,4,7-triazacyclononane and 1,4,7-tri(2-propenyl)-1,4,7-triazacyclononane] by reacting with corresponding alkenyl halide.

storage

This nitrogen crown ether analog, also known as octahydro-1h-1,4,7-triazonine trihydrochloride should be stored in a cool and dark place. Keep under inert gas and protect from moisture. 1,4,7-Triazacyclononane Trihydrochloride is known to be incompatible with oxidizing agents and should not be stored or handled in their vicinity.

Preparation

Synthesis of 1,4,7-Triazacyclononane trihydrochloride (tacn.3HCl)
A round bottom flask (1 L) was charged with 18M H2SO4 (450 mL) and 1,4,7-tris(p-toluenesulfonyl)-1,4,7-triazacyclononane (4) (138.8 g, 0.234 mol) added in small portions (approximately 10 g every 5 min). The mixture was heated with stirring in a heat block for 3 days at 120°C. The resulting black solution was cooled to room temperature and added dropwise using a dropping funnel to a vigorously stirred mixture of cold absolute EtOH/Et2O (1.5 L/900 mL) cooled in an ice bath. An overhead stirrer was used to ensure efficient stirring. A sticky hygroscopic brown/grey precipitate formed, which was isolated quickly by vacuum filtration and immediately dissolved in de–ionised H2O (1 L). The mixture was heated for 2 h at 60°C. The mixture was then cooled to room temperature, filtered through Celite and the resulting solution concentrated to 250 mL under reduced pressure at 65°C. Conc. HCl (200 mL) was added followed by absolute EtOH until the solution became cloudy. The mixture was stored at 4°C overnight to promote precipitation. The white precipitate was collected by filtration and washed with ice cold absolute EtOH (3 x 50 mL), followed by Et2O (2 x 50 mL) to yield tacn.3HCl (5) as a white crystalline powder. Yield 44.9 g (80%).
mp. 268.1–270.0°C (Lit.4 mp. 280–281°C). 1H NMR (300 MHz, D2O) δH 3.48 (12H, s, CH2). 13C NMR (75 MHz, D2O) δC 43.1 (CH2). ESI–MS m/z [M + H]+ 130.1. The 1H and 13C NMR spectral data were consistent with literature data.
Using iSUSTAIN(TM) to validate the chemical attributes of different approaches to the synthesis of tacn and bridged bis(tacn) ligands

1,4,7-Triazacyclononane trihydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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1,4,7-Triazacyclononane trihydrochloride Suppliers

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View Lastest Price from 1,4,7-Triazacyclononane trihydrochloride manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
1,4,7-Triazacyclononane Trihydrochloride 58966-93-1
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-10-10
Career Henan Chemical Co
Product
1,4,7-TRIAZACYCLONONANE TRIHYDROCHLORIDE 58966-93-1
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100KG
Release date
2018-12-17

58966-93-1, 1,4,7-Triazacyclononane trihydrochlorideRelated Search:

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