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Quality Control of 1,4,7-Triazonane 3HCl Purity: 97% SDS Specification

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Product Details of 1,4,7-Triazonane 3HCl

CAS No. :	58966-93-1
Formula :	C₆H₁₈Cl₃N₃
M.W :	238.59
SMILES Code :	Cl.Cl.Cl.C1CNCCNCCN1
MDL No. :	MFCD00074887
InChI Key :	HNPMVNQYFPWBKI-UHFFFAOYSA-N
Pubchem ID :	2724990

Safety of 1,4,7-Triazonane 3HCl

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Application In Synthesis of 1,4,7-Triazonane 3HCl

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 58966-93-1 ]

[ 58966-93-1 ] Synthesis Path-Downstream 1~35

1
[ 5862-32-8 ]
[ 58966-93-1 ]
[ 121252-88-8 ]

References: [1]Journal of the American Chemical Society,1989,vol. 111,p. 5102 - 5114.

3
[ 52667-89-7 ]
[ 58966-93-1 ]

Yield	Reaction Conditions	Operation in experiment
60%		The fourth product (13 g, 22 mmol) was dissolved in concentrated sulfuric acid (30 ml) in a 500 ml round bottom flask and heated to 100 C for 48 hours. First cool in an ice bath at 0 C for 30 minutes.The ice bath was continued and 150 ml of 8 M aqueous HCl was slowly added dropwise (three hours was required).Pour the solution into a 1000ml plastic bottle and place in an ice bath.And slowly poured 450 ml of diethyl ether in batches. In an ice bath, stir with a glass rod for 10 minutes.The magnet was stirred vigorously for 110 minutes. The solid was collected by filtration and the solid was washed with 100 ml of diethyl ether. The vacuum is pumped overnight to obtain the final product of light gray solid (TACN 3HCL)(1.7g, 60%).
60%		Lastly the final product of the present invention is prepared by taking a 500 ml round-bottom flask and dissolving 13 g (22 mmol) fourth product in 30 ml concentrated sulfuric acid therein. The solution is heated to 100 C. and reacted for 48 hours. After being cooled in an ice bath at 0 C. for 30 minutes, the solution is maintained in the ice bath and 150 ml 8M hydrochloric acid aqueous solution is slowly dropped into the solution of the fourth product (it takes about 3 hours). The mixed solution is poured into a 1000 ml plastic bottle. Then the plastic bottle is placed in an ice bath and 450 ml ether is slowly dropped into the mixed solution in batches. First use a glass rod to stir the mixture for 10 minutes and then use a magnetic mixer to stir the mixture vigorously for 110 minutes in the ice bath. Filter the mixture to get the solid, wash the solid with 100 ml ether and then vacuum dry the solid overnight to get the final product (TACN.3HCL), light gray solid, 1.7 g (60%).
		1,4,7-Triazacyclononane Ligand 1,4,7-triazacyclononane was produced according the modified method used by the team of Prof. Wieghardt. In this method the detosylation of the 1,4,7-tris-p-toluenesulfon 1,4,7-triazacylononanamide is performed in 5 minutes in hot sulphuric acid of 180 C. Once the solution has cooled down it is transferred into ether under vigorous stirring. The solution that surfaces is decanted and the residue is dissolved in some boiling water. At boiling temperature drops of concentrated hydrochloric acid are added. The brown crystals that precipitate are drained off and washed with cold hydrochloric acid and then with ethanol and ether. The 1,4,7-triazacyclononane. trihydrochloride thus produced is then processed further as described by Wieghardt et al (K. Wieghardt et al, Chem Ber., 112, 2200 (1979)). _

References: [1]Journal of the American Chemical Society,2012,vol. 134,p. 4683 - 4693.
[2]Synthetic Communications,1995,vol. 25,p. 3181 - 3185.
[3]Synthetic Communications,1995,vol. 25,p. 3181 - 3185.
[4]New Journal of Chemistry,2008,vol. 32,p. 428 - 435.
[5]European Journal of Inorganic Chemistry,2014,p. 4084 - 4092.
[6]Green Chemistry,2016,vol. 18,p. 5477 - 5484.
[7]Dalton Transactions,2016,vol. 45,p. 9412 - 9418.
[8]Patent: TWI654182,2019,B .Location in patent: Paragraph 0046.
[9]Patent: US2019/276416,2019,A1 .Location in patent: Page/Page column 0024; 0033; 0041; 0042; 0043; 0048.
[10]Journal of the American Chemical Society,1989,vol. 111,p. 5102 - 5114.
[11]Patent: US6646122,2003,B1 .Location in patent: Page/Page column 7.
[12]Inorganic Chemistry,2014,vol. 53,p. 468 - 477.
[13]Chemistry - A European Journal,2018,vol. 24,p. 10434 - 10442.

4
[ 76-83-5 ]
[ 58966-93-1 ]
1,4-bis(triphenylmethyl)-1,4,7-triazacyclononane [ No CAS ]
1,4,7-tris(triphenylmethyl)-1,4,7-triazacyclononane [ No CAS ]

References: [1]Helvetica Chimica Acta,1995,vol. 78,p. 693 - 702.

5
[ 50-00-0 ]
[ 58966-93-1 ]
[ 1498-40-4 ]
[4,7-Bis-(ethyl-hydroxy-phosphinoylmethyl)-[1,4,7]triazonan-1-ylmethyl]-ethyl-phosphinic acid; hydrochloride [ No CAS ]

References: [1]Synthesis,1995,p. 453 - 457.

6
[ 67217-55-4 ]
[ 58966-93-1 ]
C₄₈H₈₃N₃O₃₄ [ No CAS ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1997,p. 3157 - 3160.

7
[ 24852-71-9 ]
[ 58966-93-1 ]
[ 226383-46-6 ]

References: [1]Tetrahedron,1999,vol. 55,p. 5733 - 5740.

8
[ 58966-93-1 ]
[ 49668-99-7 ]
[ 618382-05-1 ]

References: [1]Dalton Transactions,2003,p. 2428 - 2433.

9
[ 4637-24-5 ]
[ 58966-93-1 ]
[ 67705-38-8 ]

References: [1]Organic Letters,2001,vol. 3,p. 2855 - 2858.

10
[ 894810-38-9 ]
[ 58966-93-1 ]
C₇₂H₈₁N₉O₉ [ No CAS ]

References: [1]Tetrahedron Letters,2006,vol. 47,p. 3541 - 3544.

11
[ 58966-93-1 ]
[ 49668-99-7 ]
1-[(6-ethoxycarbonylpyridin-2-yl)methyl]-1,4,7-triazacyclononane [ No CAS ]
[ 915007-66-8 ]
[ 618382-05-1 ]

References: [1]Chemistry - A European Journal,2006,vol. 12,p. 7133 - 7150.

12
[ 5862-32-8 ]
[ 58966-93-1 ]
[ 934559-77-0 ]

References: [1]Dalton Transactions,2007,p. 1060 - 1066.

13
[ 58966-93-1 ]
[ 915067-66-2 ]

References: [1]Chemistry - A European Journal,2006,vol. 12,p. 7133 - 7150.

14
[ 58966-93-1 ]
[ 915007-67-9 ]

References: [1]Chemistry - A European Journal,2006,vol. 12,p. 7133 - 7150.

15
[ 58966-93-1 ]
[ 618382-06-2 ]

References: [1]Dalton Transactions,2003,p. 2428 - 2433.

16
[ 58966-93-1 ]
[ 112498-58-5 ]

References: [1]Organic Letters,2001,vol. 3,p. 2855 - 2858.

17
[ 58966-93-1 ]
1-benzyl-4,7-diaza-1-azoniatricyclo[5.2.1.0^4,10]decane bromide [ No CAS ]

References: [1]Organic Letters,2001,vol. 3,p. 2855 - 2858.

18
[ 58966-93-1 ]
[ 366815-48-7 ]

References: [1]Organic Letters,2001,vol. 3,p. 2855 - 2858.

19
[ 58966-93-1 ]
4-(3-amino-propyl)-7-benzyl-[1,4,7]triazonane-1-carbaldehyde [ No CAS ]

References: [1]Organic Letters,2001,vol. 3,p. 2855 - 2858.

20
[ 58966-93-1 ]
[ 366815-52-3 ]

References: [1]Organic Letters,2001,vol. 3,p. 2855 - 2858.

21
[ 58966-93-1 ]
[ 366815-50-1 ]

References: [1]Organic Letters,2001,vol. 3,p. 2855 - 2858.

22
[ 58966-93-1 ]
[ 366815-53-4 ]

References: [1]Organic Letters,2001,vol. 3,p. 2855 - 2858.

23
[ 58966-93-1 ]
[ 366815-51-2 ]

References: [1]Organic Letters,2001,vol. 3,p. 2855 - 2858.

24
[ 58966-93-1 ]
1-acetato-4-benzyl-1,4,7-triazacyclononane trihydrobromide [ No CAS ]

References: [1]Organic Letters,2001,vol. 3,p. 2855 - 2858.

25
[ 58966-93-1 ]
1-aminopropyl-4-acetato-1,4,7-triazacyclononane trihydrobromide [ No CAS ]

References: [1]Organic Letters,2001,vol. 3,p. 2855 - 2858.

26
[ 58966-93-1 ]
1-N-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)propyl]-4,7-diaza-1-azoniatricyclo[5.2.1.0(4,10)]decane bromide [ No CAS ]

References: [1]Organic Letters,2001,vol. 3,p. 2855 - 2858.

27
[ 58966-93-1 ]
N,N',N''-tris-(2-thiobenzyl)-1,4,7-triazacyclononane [ No CAS ]

References: [1]Tetrahedron,1999,vol. 55,p. 5733 - 5740.

28
[ 58966-93-1 ]
[ 4730-54-5 ]

References: [1]New Journal of Chemistry,2008,vol. 32,p. 428 - 435.
[2]Inorganica Chimica Acta,2012,vol. 393,p. 318 - 323.
[3]Inorganic Chemistry,2014,vol. 53,p. 468 - 477.
[4]Green Chemistry,2016,vol. 18,p. 5477 - 5484.
[5]European Journal of Inorganic Chemistry,2014,p. 4084 - 4092.
[6]European Journal of Inorganic Chemistry,2014,vol. 2014,p. 4084 - 4092.
[7]Dalton Transactions,2016,vol. 45,p. 9412 - 9418.

29
[ 86-98-6 ]
N,N,N-(ferrocenylmethyl)trimethylammonium iodide [ No CAS ]
[ 58966-93-1 ]
[ 830355-09-4 ]
[ 830355-10-7 ]

References: [1]Journal of Organometallic Chemistry,2004,vol. 689,p. 4678 - 4682.

30
nickel(II) perchlorate hexahydrate [ No CAS ]
[ 58966-93-1 ]
bis(1,4,7-triazacyclononane)nickel(II) perchlorate [ No CAS ]

References: [1]Inorganic Chemistry,1984,vol. 23,p. 1938 - 1943.

31
ammonium hexafluorophosphate [ No CAS ]
[ 58966-93-1 ]
palladium dichloride [ No CAS ]
{(H-1,4,7-triazacyclononane)Cl₂Pd-PdCl₂(H-1,4,7-triazacyclononane)}(PF₆)2Cl₂ [ No CAS ]

References: [1]Journal of the Chemical Society. Chemical communications,1993,p. 260 - 262.

32
sodium triscarbonatocobaltate(III) trihydrate [ No CAS ]
[ 58966-93-1 ]
[ 107-15-3 ]
[ 7646-85-7 ]
[ 148574-77-0 ]

References: [1]Journal of the Chemical Society, Dalton Transactions,1993,p. 1019 - 1022.

33
sodium triscarbonatocobaltate(III) trihydrate [ No CAS ]
[ 58966-93-1 ]
[ 109-76-2 ]
[ 7646-85-7 ]
[ 148575-03-5 ]

References: [1]Journal of the Chemical Society, Dalton Transactions,1993,p. 1019 - 1022.

34
[ 3731-51-9 ]
sodium triscarbonatocobaltate(III) trihydrate [ No CAS ]
[ 58966-93-1 ]
[ 7646-85-7 ]
{CoCl(N₃H₃(C₂H₄)3)(NH₂CH₂C₅H₄N)}⁽²⁺⁾*{ZnCl₄}^(2-)={CoCl(N₃H₃(C₂H₄)3)(NH₂CH₂C₅H₄N)}{ZnCl₄} [ No CAS ]

References: [1]Journal of the Chemical Society, Dalton Transactions,1993,p. 1019 - 1022.

35
lithium tetrafluoroborate [ No CAS ]
[ 145291-53-8 ]
[ 58966-93-1 ]
Co⁽³⁺⁾*HN(CH₂CH₂NHCH₂)2*CH₃C(CH₂P(CH₃)2)3*3BF₄^(1-)={Co(HN(CH₂CH₂NHCH₂)2)(CH₃C(CH₂P(CH₃)2)3)}(BF₄)3 [ No CAS ]

References: [1]Bulletin of the Chemical Society of Japan,1992,vol. 65,p. 2748 - 2755.

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P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
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P362	Take off contaminated clothing and wash before reuse.
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P378
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P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
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H240	Heating may cause an explosion
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H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
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H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
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CAS No.: 58966-93-1

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CAS No.: 58966-93-1

Alternative Products

Product Details of 1,4,7-Triazonane 3HCl

Safety of 1,4,7-Triazonane 3HCl

Application In Synthesis of 1,4,7-Triazonane 3HCl

[ 58966-93-1 ] Synthesis Path-Downstream 1~35

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