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110-85-0

110-85-0 Structure

110-85-0 Structure
IdentificationMore
[Name]

1,4-Diazacyclohexane
[CAS]

110-85-0
[Synonyms]

1,4-DIAZACYCLOHEXANE
AKOS 90646
AKOS BBS-00004315
DIETHYLENEDIAMINE
HEXAHYDRO-1,4-DIAZINE
HEXAHYDROPYRAZINE
PIPERAZINE
1,4-Diethylenediamine
1,4-Piperazine
Antepan
Antiren
Asca-Trol No. 3
Diethyleneimine
Dispermine
Eraverm
Hexahydropyrazin
hexahydro-pyrazin
Lumbrical
Piperazidine
Piperazin
[EINECS(EC#)]

203-808-3
[Molecular Formula]

C4H10N2
[MDL Number]

MFCD00005953
[Molecular Weight]

86.14
[MOL File]

110-85-0.mol
Chemical PropertiesBack Directory
[Appearance]

Solid
[mp ]

109-112 °C(lit.)
[bp ]

146 °C
[density ]

1,1 g/cm3
[vapor pressure ]

0.8 mm Hg ( 20 °C)
[Fp ]

65 °C
[storage temp. ]

Store in dark!
[solubility ]

H2O: 0.1 M at 20 °C, clear, colorless
[Stability:]

Stable. Hygroscopic. Light sensitive. Flammable. Incompatible with strong oxidizing agents.
[Water Solubility ]

150 g/L (20 ºC)
[Sensitive ]

Air Sensitive & Hygroscopic
[Merck ]

14,7464
[BRN ]

102555
[CAS DataBase Reference]

110-85-0(CAS DataBase Reference)
[NIST Chemistry Reference]

Piperazine(110-85-0)
[EPA Substance Registry System]

110-85-0(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

C
[Risk Statements ]

R34:Causes burns.
R42/43:May cause sensitization by inhalation and skin contact .
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
[Safety Statements ]

S22:Do not breathe dust .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
[RIDADR ]

UN 2579 8/PG 3
[WGK Germany ]

1
[RTECS ]

TK7800000
[F ]

3-8-23
[Hazard Note ]

Harmful/Corrosive
[HazardClass ]

8
[PackingGroup ]

III
[Hazardous Substances Data]

110-85-0(Hazardous Substances Data)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ammonium hydroxide-->Ethanolamine-->2-Chloroethanol-->Paraffin wax-->PIPERAZINE HEXAHYDRATE-->PIPERAZINE DIHYDROCHLORIDE-->ETHANOLAMINE HYDROCHLORIDE
[Preparation Products]

1-(3-METHOXYPROPYL)-PIPERAZINE-->1-(3-PHENYLPROPYL)PIPERAZINE-->1-Boc-piperazine-->Sarafloxacin-->TRIFORINE-->1-[5-(Trifluoromethyl)pyridin-2-yl]piperazine-->Terazosin-->5-[2-[4-(1,2-Benzisothiazol-3yl)-1-piperazinyl]ethyl]-6-chloro-1,3-dihydro-2H-indol-2-one hydrochloride-->4-Amino-3-hydrazino-1,2,4-triazol-5-thiol-->2-PIPERAZIN-1-YLISONICOTINIC ACID-->1-[3-(DIMETHYLAMINO)PROPYL]PIPERAZINE-->1,4-Bis(3-aminopropyl)piperazine-->2-PIPERAZIN-1-YL-ACETAMIDEHYDROCHLORIDE-->clopenthixol -->Flunarizine dihydrochloride-->1-(CYCLOHEXYLCARBONYL)PIPERAZINE 97-->1-BOC-PIPERAZINE-->1-(2-CHLORO-6-FLUOROBENZYL)PIPERAZINE-->4-Piperazinobenzonitrile-->1-Butylpiperazine-->1-(4-PYRIDYLMETHYL)PIPERAZINE-->Amoxapine-->1-(1-Methyl-4-piperidinyl)piperazine-->1-(3-Nitorpyridin-2-yl)piperazine-->Cefbuperazone-->VESNARINONE-->BENZYL 1-PIPERAZINECARBOXYLATE-->1-(3-CHLOROBENZYL)PIPERAZINE-->1-(2-CHLOROBENZYL)PIPERAZINE-->TRANS-1-CINNAMYLPIPERAZINE-->3-PIPERAZIN-1-YL-PROPIONITRILE-->N,N-DIMETHYL-2-PIPERAZIN-1-YL-ACETAMIDE-->1-[3-(TRIFLUOROMETHYL)PYRID-2-YL]PIPERAZINE-->1,4-DIFORMYLPIPERAZINE-->PIPERAZINE-1-CARBOXYLIC ACID DIMETHYLAMIDE-->1-(3-METHYLPYRIDIN-2-YL)PIPERAZINE-->PIPERAZINE CITRATE-->4-(3-CHLOROPROPYL)-1-PIPERAZINE ETHANOL-->1-[2-(4-PYRIDYL)ETHYL]PIPERAZINE-->Piperaquine phosphate
Hazard InformationBack Directory
[General Description]

Needle-like white or colorless crystals. Shipped as a solid or suspended in a liquid medium. Very corrosive to skin, eyes and mucous membranes. Solid turns dark when exposed to light. Flash point 190°F. Used as a corrosion inhibitor and as an insecticide.
[Reactivity Profile]

PIPERAZINE(110-85-0) neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Absorbs carbon dioxide from the air, which can cause dry crystals to seem to melt. May generate hydrogen, a flammable gas, in combination with strong reducing agents such as hydrides. This compound is sensitive to light; PIPERAZINE(110-85-0) absorbs water and carbon dioxide from air. This compound may be corrosive to aluminum, magnesium and zinc. .
[Air & Water Reactions]

Flammable. Absorbs water and carbon dioxide from air. Soluble in water.
[Health Hazard]

TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
[Fire Hazard]

Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

piperazine(110-85-0).msds
Questions And AnswerBack Directory
[Important pharmaceutical intermediates]

Piperazine is an important pharmaceutical intermediate, is mainly used for the production of anthelmintic piperazine phosphate, piperazine citrate and fluphenazine, strong pain, rifampicin, adipic acid piperazine, piperazine guanidine methyl tetracycline, quinoline piperazine phosphate, piperazine thiazole nitrate, enoxacin, hydroxyzine hydrochloride, trifluoperazine, diethylcarbamazine citrate, cinnarizine, flunarizine, decloxizine strong carbamazepine, prednisolone sodium phosphate, dexamethasone sodium phosphate, PPA, norfloxacin, ciprofloxacin, easy to cough piperazine, a piperazine Lee vancomycin, trimethoprim-triazine and other drugs. It is Also used for the production of surfactants products such as wetting agents, emulsifying agents,and dispersing agents ,and the production of plastic additives such as antioxidants, preservatives, stabilizers and rubber additives. It is derived from Dichloroethane by alcohol solution of ammonia.
The structural formula of piperazine
Figure 1 The structural formula of piperazine.
[Anthelmintic]

Piperazine is a safe and effective anti-roundworm and pinworm medicine, China's "Veterinary Pharmacopoeia" collection contains as piperazine citrate and phosphoric acid piperazine, the product can make roundworm muscle paralysis, so insects body can not be attached to the host intestinal wall and excreted with the feces. Piperazine mechanism is that it is capable of blocking cholinergic receptors at the neuromuscular junction, thereby preventing excitatory effects transmission of nerve impulses and acetylcholine. No excitement before the worm paralysis phenomenon, it is more secure. After oral ,it is rapidly absorbed by the gastrointestinal tract, it is metabolized in the body part, the rest is excreted by the kidneys. Its various salts in solution have become piperazine hexahydrate, absorption and excretion are basically the same, but the rate of excretion is of large individual differences. It is Clinically used for intestinal ascariasis, incomplete intestinal obstruction due to roundworm or early biliary ascariasis , it is also used for pinworm infection.
Various salts of piperazine ( more stable than piperazine) belong to low toxicity, efficient drive roundworm medicine, in addition to roundworms, also having impact on Oesophagostomum, pointed filaria , it has been widely used in veterinary clinic. Deworming effect of piperazine, is anticholinergic-like effect on neuromuscular joints in roundworms, thereby blocking the transmission of nerve impulses; while the worms function of producing succinic acid is also blocked, resulting in parasite paralysis, losing the ability to host attached to the intestinal wall, and by peristalsis is excreted with the feces. Piperazine and its salts can be quickly absorbed from the gastrointestinal tract, part of the metabolism in tissues (30% to 40%) the rest of the urinary excretion.
Piperazine has excellent insecticide effect on Ascaris and Oesophagostomum ,it is a common drive roundworm medication, once having a 100% dispel effect. But it has limited role in the larvae , the medication should be 1 times more after 2 months.
The above information is edited by the chemicalbook of Tian Ye.
[Chemical Properties]

Piperazine is a white crystalline, m.p.108 ~ 110 ℃, b.p.145 ~ 146 ℃, hygroscopic, soluble in water and ethanol, insoluble in ether, the aqueous alkaline reaction. piperazine is Usually as a commodity piperazine hexahydrate.Piperazine hexahydrate(CAS [142-63-2]) is a white crystalline, hygroscopic, m.p.44 ~ 45 ℃, b.p.145 ~ 156 ℃, soluble in water and ethanol, insoluble in ether.
[Uses]

It is mainly used for the production of anthelmintic piperazine phosphate, piperazine citrate.Piperazine hexahydrate is dissolved in ethanol, piperazine acetic acid is precipitated by adding glacial acetic acid stirring and cooling , it is used in the synthesis of steroids prednisolone sodium phosphate. Piperazine hexahydrate reacts with acetic anhydride to prepare intermediate acetyl piperazine of anthelmintic piperazine nitro thiazole .
[production method]

The preparation method is using chloroethanol as raw material, obtainning after ammonification, cyclization. The process is making chlorine ethanol and ammonium hydroxide heated in an autoclave to ammonia pressure of 441 kPa, the reaction is stirred for 5h, recover excess ammonium hydroxide aqueous solution, obtain amino alcohol. Quantitative hydrochloric acid is added with stirring, concentrate under reduced pressure to a semi-paste ethanolamine hydrochloride concentrate , heat and get rid of water to 150 ℃, add prior molten paraffin good, and then continue to heat up to 260 ℃, holding (260 ± 2) ℃ for 12h , filtere to remove the paraffin, to obtain hydrochloride piperazine. Piperazine hydrochloride, solid sodium hydroxide, water are added to the reaction vessel and stirred 1.5h, excrete ammonia, and then heat to 130 ~ 140 ℃, distill piperazine hexahydrate solution, the residue is filtered, PIPERAZINE HEXAHYDRATE solution is chilled to 8 ℃, centrifugal rejection filter piperazine hexahydrate, piperazine is obtained by piperazine hexahydrate dehydration. Reaction equation as: ClCH2CH2OH + NH4OH → NH2CH2CH2OH · HCl + H2O
[Category]

corrosive materials
[Toxicity grading]

poisoning
[Acute oral toxicity]

rat LD50: 1900 mg / kg; Oral - Mouse LD50: 600 mg / kg
[Data Skin irritation]

rabbit 500 mg Mild; Eyes - rabbit 0.25 mg / 24 hours of severe
[Hazardous characteristics]

explosive when mixed with air
[Flammability and hazardous characteristics]

Combustible; decomposition of toxic nitric oxide gas in case of thermal
[Storage characteristics]

Treasury ventilation low-temperature drying; and stored separately from acid
[Extinguishing agent]

Water spray, dry powder, carbon dioxide, alcohol-resistant foam
[Professional standards]

TWA 1 mg / m³; STEL 5 mg / m
Spectrum DetailBack Directory
[Spectrum Detail]

1,4-Diazacyclohexane(110-85-0)IR2
1,4-Diazacyclohexane(110-85-0)IR1
1,4-Diazacyclohexane(110-85-0)1HNMR
1,4-Diazacyclohexane(110-85-0)13CNMR
1,4-Diazacyclohexane(110-85-0)MS
1,4-Diazacyclohexane(110-85-0)IR3
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Piperazine, extra pure, 99%(110-85-0)
[Alfa Aesar]

Piperazine, anhydrous, 99%(110-85-0)
[Sigma Aldrich]

110-85-0(sigmaaldrich)
[TCI AMERICA]

Piperazine  Anhydrous,>98.0%(GC)(T)(110-85-0)
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