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505-66-8

Basic Information
CAS No.: 505-66-8
Name: 1H-1,4-Diazepine,hexahydro-
Molecular Structure:
Molecular Structure of 505-66-8 (1H-1,4-Diazepine,hexahydro-)
Formula: C5H12N2
Molecular Weight: 100.19
Synonyms: 1,4-Diazacycloheptane;Hexahydro-1,4-diazepine;Hexahydro-1H-1,4-diazepine;Perhydro-1,4-diazepine;Trimethyleneethylenediamine;
EINECS: 208-016-1
Density: 0.861 g/cm3
Melting Point: 38-40 ºC
Boiling Point: 169 ºC at 760 mmHg
Flash Point: 64.4 ºC
Solubility: Soluble in water.
Appearance: white to light yellow crystalline mass
Hazard Symbols: IrritantXi; CorrosiveC
Risk Codes: 21-34
Safety: 26-36/37/39-45-27
Transport Information: UN 3259 8/PG 2
PSA: 24.06000
LogP: 0.22690
Synthetic route

C15H28N2O4

505-66-8

1,4-Diazacycloheptane

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 3h; Reflux;87%

C5H10Br2N2

505-66-8

1,4-Diazacycloheptane

Conditions
ConditionsYield
With sodium hydroxide In toluene Autoclave; Reflux; Large scale;85%

1,4-bistrifluoroacetyl homopiperazine

505-66-8

1,4-Diazacycloheptane

Conditions
ConditionsYield
Stage #1: 1,4-bistrifluoroacetyl homopiperazine With hydrogenchloride In ethanol at 40℃; for 5h; Autoclave; Large scale;
Stage #2: With sodium hydroxide In water; toluene at 20℃; for 1h; Autoclave; Large scale;
83.05%
4461-39-6

2-[(3-aminopropyl)amino]ethanol

505-66-8

1,4-Diazacycloheptane

Conditions
ConditionsYield
With hydrogen bromide
With 1,4-dioxane; hydrogen; nickel at 200℃; under 14710.2 Torr;
5451-44-5

N,N'-Di(phenylsulphonyl)hexahydro-1,4-diazepin

505-66-8

1,4-Diazacycloheptane

Conditions
ConditionsYield
With sulfuric acid
107-21-1

ethylene glycol

109-76-2

Trimethylenediamine

505-66-8

1,4-Diazacycloheptane

Conditions
ConditionsYield
With 1,4-dioxane; hydrogen; nickel at 200℃; under 29420.3 Torr;
505-66-8

1,4-Diazacycloheptane

372-48-5

2-fluoropyridine

131119-29-4

1,4-bis-(2-pyridyl)-1,4-diazacycloheptane

Conditions
ConditionsYield
With triethylamine; Polytetrafluoroethylene In tetrahydrofuran at 100℃; under 6000480 Torr; for 96h;100%
With triethylamine In tetrahydrofuran at 100℃; under 6000480 Torr; for 96h;100%
505-66-8

1,4-Diazacycloheptane

98-88-4

benzoyl chloride

21615-34-9

2-Methoxybenzoyl chloride

(4-benzoyl-[1,4]diazepan-1-yl)-(2-methoxy-phenyl)-methanone

Conditions
ConditionsYield
Stage #1: 1,4-Diazacycloheptane With n-butyllithium In tetrahydrofuran at 20℃; for 1h; Metallation;
Stage #2: benzoyl chloride In tetrahydrofuran Acylation;
Stage #3: 2-Methoxybenzoyl chloride In tetrahydrofuran Acylation;
100%
505-66-8

1,4-Diazacycloheptane

5-(2,6-dimethoxyphenyl)penta-(2E,4E)-dienoic acid

1,4-bis[5-(2,6-dimethoxyphenyl)penta-(2E,4E)-dienoyl]hexahydro-1,4-diazepine

Conditions
ConditionsYield
100%
505-66-8

1,4-Diazacycloheptane

28010-23-3

(E,E)-5-(3,4,5-trimethoxyphenyl)-2,4-pentadienoic acid

1,4-bis[5-(3,4,5-trimethoxyphenyl)penta-(2E,4E)-dienoyl]hexahydro-1,4-diazepine

Conditions
ConditionsYield
100%
505-66-8

1,4-Diazacycloheptane

13512-59-9

N-(tert-butyloxycarbonyl)-O-(phenylmethyl)-L-tyrosine 4-nitrophenol ester

636607-88-0

N-(tert-butyloxycarbonyl)-O-(phenylmethyl)-L-tyrosine, 1-homopiperazine amide

Conditions
ConditionsYield
In dichloromethane at 20℃; for 2h;100%
505-66-8

1,4-Diazacycloheptane

881633-93-8

ethyl 2-chloro-5-oxo-5H-benzo[4,5]thiazolo[3,2-a][1,8]naphthyridine-6-carboxylate

ethyl 2-(1,4-diazepan-1-yl)-5-oxo-5H-benzo[4,5]thiazolo[3,2-a][1,8]naphthyridine-6-carboxylate

Conditions
ConditionsYield
In acetonitrile at 80℃; for 18h;100%
505-66-8

1,4-Diazacycloheptane

1061596-54-0

4,4-dimethyl-2-oxo-1,2,3,4-tetrahydroquinoline-6-sulfonyl chloride

1061596-63-1

6-(1,4-diazepan-1-ylsulfonyl)-4,4-dimethyl-3,4-dihydroquinolin-2(1H)-one

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃;98%
505-66-8

1,4-Diazacycloheptane

50-00-0

formaldehyd

96-76-4

2,4-di-tert-Butylphenol

527672-96-4

N,N'-bis(2-hydroxy-3,5-di tertiarybutylbenzyl)homopiperazine

Conditions
ConditionsYield
In water for 24h; Mannich Aminomethylation; Inert atmosphere; Schlenk technique; Reflux;98%
Stage #1: 1,4-Diazacycloheptane; formaldehyd In methanol for 3h; Reflux;
Stage #2: 2,4-di-tert-Butylphenol In methanol for 12h; Reflux;
80%
In methanol; water for 24h; Mannich reaction; Reflux;24%
505-66-8

1,4-Diazacycloheptane

139756-22-2

5-(5-Chlorosulphonyl-2-ethoxyphenyl)-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one

1352238-20-0

5-(5-(1,4-diazepane-1-ylsulfonyl)-2-ethoxyphenyl)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one

Conditions
ConditionsYield
With triethylamine In ethanol at 0 - 10℃; for 1h; Concentration; Inert atmosphere;98%
505-66-8

1,4-Diazacycloheptane

16-(3,5,6-Trichloro-4-trifluoromethyl-pyridin-2-yl)-1,4,7,10,13-pentaoxa-16-aza-cyclooctadecane

C41H58Cl4F6N6O10

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 100℃; under 6000480 Torr; for 96h;97%
505-66-8

1,4-Diazacycloheptane

1,4-Diformyl-homopiperazin

Conditions
ConditionsYield
In acetonitrile for 8.5h; Formylation;97%
505-66-8

1,4-Diazacycloheptane

5-(2-methoxyphenyl)penta-(2E,4E)-dienoic acid

1,4-bis[5-(2-methoxyphenyl)penta-(2E,4E)-dienoyl]hexahydro-1,4-diazepine

Conditions
ConditionsYield
97%
505-66-8

1,4-Diazacycloheptane

118420-15-8

5-(pyridin-3-yl)-2,4-pentadieneoic acid

1,4-bis[5-(3-pyridyl)penta-(2E,4E)-dienoyl]hexahydro-1,4-diazepine

Conditions
ConditionsYield
97%
505-66-8

1,4-Diazacycloheptane

3-(3,4-dihydro-6,7-dimethoxy-2-naphthyl)prop-(2E)-enoic acid

1,4-bis[3-(3,4-dihydro-6,7-dimethoxy-2-naphthyl)prop-(2E)-enoyl]hexahydro-1,4-diazepine

Conditions
ConditionsYield
97%
505-66-8

1,4-Diazacycloheptane

109-04-6

2-bromo-pyridine

131119-29-4

1,4-bis-(2-pyridyl)-1,4-diazacycloheptane

Conditions
ConditionsYield
With triethylamine; Polytetrafluoroethylene In tetrahydrofuran at 100℃; under 6000480 Torr; for 96h;96%
505-66-8

1,4-Diazacycloheptane

(E)-3-(3-quinolyl)-2-propenoic acid hydrochloride

1,4-bis[3-(3-quinolyl)prop-(2E)-enoyl]hexahydro-1,4-diazepine

Conditions
ConditionsYield
96%
505-66-8

1,4-Diazacycloheptane

100-44-7

benzyl chloride

21637-41-2

1,4-dibenzylhomopiperazine

Conditions
ConditionsYield
With sodium carbonate In ethanol for 20h; Heating;96%
505-66-8

1,4-Diazacycloheptane

612-23-7

2-nitrobenzyl chloride

2-((4-(2-nitrobenzyl)-1,4-diazepan-1-yl)methyl) benzenamine

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 48h; Reflux;95.8%
505-66-8

1,4-Diazacycloheptane

50987-66-1

1-chloro-2-(3,4,5-trimethoxyphenyl)ethane

1,4-bis<2-(3,4,5-trimethoxyphenyl)ethyl>perhydro-1,4-diazepine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide; toluene for 14h; Heating;95%
505-66-8

1,4-Diazacycloheptane

16-(6-Chloro-3-nitro-pyridin-2-yl)-1,4,7,10,13-pentaoxa-16-aza-cyclooctadecane

C39H62N8O14

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 100℃; under 6000480 Torr; for 144h;95%
505-66-8

1,4-Diazacycloheptane

74333-64-5

5-(3,5-dimethoxyphenyl)penta-(2E,4E)-dienoic acid

1,4-bis[5-(3,5-dimethoxyphenyl)penta-(2E,4E)-dienoyl]hexahydro-1,4-diazepine

Conditions
ConditionsYield
95%
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    Homopiperazine CAS No.:505-66-8 Name: Homopiperazine Synonyms: 1,4-Diazacycloheptane; Hexahydro-1,4-diazepine; Perhydro-1,4-diazepine Molecular Structure

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The Homopiperazine, with its CAS registry number 505-66-8, has the IUPAC name of 1,4-diazepane. For being a kind of white to light yellow crystalline mass, it is sensitive to air and hygroscopic, with its product categories including piperaizine.

The characteristics of this chemical are as below: (1)ACD/LogP: -0.48; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -4.43; (4)ACD/LogD (pH 7.4): -3.56; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 6.48; (13)Index of Refraction: 1.425; (14)Molar Refractivity: 29.75 cm3; (15)Molar Volume: 116.2 cm3; (16)Polarizability: 11.79×10-24 cm3; (17)Surface Tension: 27.3 dyne/cm; (18)Density: 0.861 g/cm3; (19)Flash Point: 64.4 °C; (20)Enthalpy of Vaporization: 40.54 kJ/mol; (21)Boiling Point: 169 °C at 760 mmHg; (22)Vapour Pressure: 1.57 mmHg at 25°C; (23)Exact Mass: 100.100048; (24)MonoIsotopic Mass: 100.100048; (25)Topological Polar Surface Area: 24.1; (26)Heavy Atom Count: 7; (27)Complexity: 39.3; (28)Covalently-Bonded Unit Count: 1.

Use of this chemical: Homopiperazine could react with 2-bromo-thiazole to produce 1,4-bis-(2-thiazolyl)-1,4-diazacycloheptane. This reaction could happen in the presence of the reagent of triethylamin and the solvent of tetrahydrofuran, and it needs the reaction time of 4 days, the reaction temp. of 100 ℃ and the reaction pressure of 6.00048E+06.

When you are dealing with this chemical, you should be cautious. For one thing, it is irritant which may cause inflammation to the skin or other mucous membranes. And it is harmful if in contact with skin and then may causes burns; For another thing, it is corrosive which may destroy living tissue on contact. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. If in case of contact with eyes, rinse immediately with plenty of water and seek medical advice, and if in case of accident or if you feel unwell seek medical advice immediately (show the label where possible). And if contact, take off immediately all contaminated clothing.

Additionally, you could obtain the molecular structure by converting the following datas:
(1)Canonical SMILES: C1CNCCNC1
(2)InChI: InChI=1S/C5H12N2/c1-2-6-4-5-7-3-1/h6-7H,1-5H2
(3)InChIKey: FQUYSHZXSKYCSY-UHFFFAOYSA-N 

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin 1050uL/kg (1.05mL/kg)   American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962.
 
rat LD50 oral 2830mg/kg (2830mg/kg)   American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962.