1,3-Diaminoguanidine hydrochloride
Basic information
- CAS
36062-19-8- Standard SMILES
Cl.N/N=C(\N)NN- InChIKey
HAZRIBSLCUYMQP-UHFFFAOYSA-N- Molecular formula
- CH8ClN5
- Average molar mass
- 125.56 g/mol
- Monoisotopic mass
- 125.046823
Names & identifiers
- Preferred name
- 1,3-Diaminoguanidine hydrochloride
- IUPAC
- 1,2-diaminoguanidine;hydrochloride
- English name
- 1,3-Diaminoguanidine monohydrochloride
- Molecular formula
- CH8ClN5
- Molecular weight
- 125.56
Names & synonyms
36062-19-81,3-Diaminoguanidine monohydrochloride1,3-Diaminoguanidine hydrochloriden,n'-diaminoguanidine monohydrochlorideUNII-014Y506OEG014Y506OEGN,N'-Diaminoguanidine hydrochlorideN,N'-Diaminoguandine, hydrochlorideEINECS 252-854-0EINECS 253-900-2Carbonimidic dihydrazide, hydrochlorideCarbonimidic dihydrazide, monohydrochloride
Show more names
DiaminoDIAMINO GUANIDINA99.0%MIN1,3-Diaminog[(H3N)2Gu]HClCAS:36062-19-8N,N'-Diaminoguandine1,2-diaminoguanidineuanidine monohydrochLN,N'-Diaminoguanidine
AI3-61507EC 252-854-0CARBONIMIDIC DIHYDRAZIDE, HYDROCHLORIDE (1:1)RefChem:72574DTXCID0039481DTXSID8068092252-854-0253-900-2
Database identifiers
- CAS
36062-19-8、38360-74-6- PubChem CID
- 9566041
- DTXSID
DTXSID401357002- UNII
- 014Y506OEG
- EC Number
- 252-854-0、253-900-2
Properties
Computed structural properties
- Topological polar surface area
- 102 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 55
Physicochemical properties
- Melting point
- 180 · 180-182 °C (dec.)(lit.)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- 50 mg/mL, · water: soluble50mg/mL, clear to very slightly hazy, colorless to faintly yellow
- form
- Granular Powder
- color
- White to light beige
- Water Solubility
- very faint turbidity
- Sensitive
- Hygroscopic
- BRN
- 3556702 · 3556702
- InChI
- InChI=1S/CH7N5.ClH/c2-1(5-3)6-4;/h3-4H2,(H3,2,5,6);1H
- InChIKey
- HAZRIBSLCUYMQP-UHFFFAOYSA-N
- SMILES
- C(=N)(NN)NN.Cl
- CAS DataBase Reference
- 36062 · 36062-19-8(CAS DataBase Reference)
- FDA UNII
- 14 Y506OEG · 014Y506OEG
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 101 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationREACH registered substance: 1,3-diaminoguanidine hydrochloride (EC: 252-854-0)
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
CSL Reaction Information
CSL00128
ETHANOL + 1,3-DIAMINOGUANIDINE HYDROCHLORIDE + SODIUM NITRITE
We recently had an unanticipated explosion resulting in the injury of two chemists. The workers were repeating a recently published preparation of 1,5-diamino-1H-tetrazole by the aqueous diazotization of diaminoguanidine hydrochloride using a single equivalent of nitrous acid (Inorg. Chem. 2005, 44, 4237). After neutralization (pH 8) and evaporation, the desired product is extracted from the inorganic salts with hot ethanol. The ethanol is then evaporated and the resulting solid recrystallized from water. The preparation states that the product is pure after the ethanol extraction. Unfortunately, we have found that the ethanol extracts not only the desired product but also a very sensitive side product, 5-azidotetrazole. This side product is produced by either double diazotization of diaminoguanidine or possibly by diazotization of the desired product through the intermediate 1H-tetrazolo[1,5-d]tetrazole. If this procedure is repeated, it is imperative that the ethanol extract not be taken to dryness
Explosive
Unanticipated explosion due to formation of the side product 5-azidotetrazole
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationCarbonimidic dihydrazide, hydrochloride (1:?): INACTIVE
Applications
UsesN,N''-Diaminoguanidine Monohydrochloride is an analyte for HPLC. It also functions as an intermediate for the synthesis of energetic salts or materials based on dinitroguanidine.
General Description1,3-Diaminoguanidine monohydrochloride undergoes condensation reaction with:4-isothiocyanato-4-methylpentane-2-one to yield condensed pyrimidinesvarious aldehydes and ketones to yield bis guanidine derivatives
Preparation methods
Preparation(1) Add guanidine hydrochloride (1 kg) and water (4 kg) to the reactor and stir until the guanidine hydrochloride is completely dissolved. Then add toluene (1.6 kg, with a mass ratio of 1:0.4 to water), and then slowly add hydrazine hydrate (1.05 kg, with a molar ratio of 1:2.0 to guanidine hydrochloride) at a dropping rate of 2.25 kg/h. After the addition is complete, react at 60°C for 10 h. Adjust the pH to 2.5 with hydrochloric acid, let stand, and separate the layers. Take the aqueous layer and distill to concentrate it until a trace amount of precipitate appears in the aqueous layer, obtaining a concentrated solution of about 2.5 kg. During the reaction, the tail gas is passed into a tail gas absorption device. The byproduct ammonia gas generated during the reaction is absorbed by a three-stage acid solution to obtain an ammonium salt solution. The acid solutions are, in order: 85% phosphoric acid aqueous solution, 50% phosphoric acid aqueous solution, and 30% phosphoric acid aqueous solution; (2) The concentrated solution was added to the high-level tank of the reactor. Anhydrous ethanol (10 kg) was added to the reactor, and the concentrated solution was added dropwise at a rate of 3 kg/h while stirring. Crystals precipitated, and after standing for 30 min, they were filtered. The crystals were washed three times with 5.0 kg of cold water and dried to obtain 1.288 kg of white target product. The total yield was 98.0%, and the purity was 99.5% as determined by HPLC.
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