Guanidine

Base Information

• Chemical Name: Guanidine
• CAS No.: 50-01-1
• Deprecated CAS: 113978-92-0,113978-93-1,117365-55-6,152252-01-2,475470-57-6
• Molecular Formula: CH5N3.HCl
• Molecular Weight: 95.5317
• Hs Code.: 29252000
• European Community (EC) Number: 204-021-8
• UNII: JU58VJ6Y3B
• DSSTox Substance ID: DTXSID0023117
• Nikkaji Number: J2.462G
• Wikipedia: Guanidine
• Wikidata: Q183309
• NCI Thesaurus Code: C77851
• Pharos Ligand ID: Q3HSJJ1A3X3U
• Metabolomics Workbench ID: 37883
• ChEMBL ID: CHEMBL821
• Mol file: 50-01-1.mol

Synonyms:Chloride, Guanidinium;Chloride, Guanidium;Guanidine;Guanidine Hydrochloride;Guanidine Monohydrate;Guanidine Monohydrobromide;Guanidine Monohydrochloride;Guanidine Monohydroiodine;Guanidine Nitrate;Guanidine Phosphate;Guanidine Sulfate;Guanidine Sulfate (1:1);Guanidine Sulfate (2:1);Guanidine Sulfite (1:1);Guanidinium;Guanidinium Chloride;Guanidium Chloride;Hydrochloride, Guanidine;Monohydrate, Guanidine;Monohydrobromide, Guanidine;Monohydrochloride, Guanidine;Monohydroiodine, Guanidine;Nitrate, Guanidine;Phosphate, Guanidine;Sulfate, Guanidine

Chemical Property of Guanidine

Chemical Property:

• Appearance/Colour: White cryst. powder
• Vapor Pressure: 1.13mmHg at 25°C
• Melting Point: 180-185 °C(lit.)
• Refractive Index: n20/D 1.465
• Boiling Point: 132.9 °C at 760 mmHg
• Flash Point: 34.2 °C
• PSA: 75.89000
• Density: 1.18 g/mL at 25 °C(lit.)
• LogP: 1.14090
• Storage Temp.: Store at RT.
• Sensitive.: Hygroscopic
• Solubility.: H2O: 6 M, clear, colorless
• Water Solubility.: 2280 g/L (20 ºC)
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 59.048347172
• Heavy Atom Count: 4
• Complexity: 26.3

Purity/Quality:

98% ^*data from raw suppliers

Guanidine Hydrochloride 7M Solution ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/38
• Safety Statements: 26-36-22

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Compounds
• Canonical SMILES: C(=N)(N)N
• description: Guanidine hydrochloride is a strong organic base existing primarily as guanidium ions at physiological pH. It is found in the urine as a normal product of protein metabolism. It is also used in laboratory research as a protein denaturant.It is also used in the treatment of myasthenia and as a fluorescent probe in HPLC. Guanidine Hydrochloride is the hydrochloride salt form of guanidine, a strong basic compound with parasympathomimetic activity. Guanidine hydrochloride enhances the release of acetylcholine following a nerve impulse and potentiates acetylcholine actions on muscarinic and nicotinic receptors. It also appears to slow the rates of depolarization and repolarization of muscle cell membranes. Guanidine Hydrochloride is a powerful, chaotropic agent which is widely used for purification of proteins and nucleic acids. Guanidine Hydrochloride is useful for denaturation and refolding of proteins as well as in the recovery of periplasmic proteins and isolation of RNA. At higher concentrations, this strong denaturant has been reported to solubilize denatured insoluble proteins such as inclusion bodies. When utilized at lower concentrations, Guanidine Hydrochloride is noted to be useful in prompting the refolding of denatured proteins. Guanidine Hydrochloride is also been reported to allow return of enzymatic activity in protocols using Guanidine Hydrochloride as a first step. Guanidine Hydrochloride is an inhibitor of RNase. Guanidine hydrochloride is used for purification of proteins and nucleic acids. It can be used as a medicine, organic synthesis intermediate and is used in dyes. It acts as an intermediate in the preparation of sulfadiazine, which is an important raw material for sulfamethyldiazine, sulfamethazine and folic acid. It is utilized in the synthesis of 2-amino-pyrimidine, 2-amino-6-methyl-pyrimidine and 2-amino-4,6-dimethyl-pyrimidine. Also used in RNA isolation to dissociate nucleoproteins and inhibit RNase.
• Uses: Guanidine hydrochloride is used in RNA isolation to dissociate nucleoproteins and inhibit RNase. Strong chaotropic agent useful for the denaturation and subsequent refolding of proteins. This strong denaturant can solubilize insoluble or denatured proteins such as inclusion bodies. This can be used as the first step in refolding proteins or enzymes into their active form. Urea and dithiothreitol (DTT) may also be necessary. Used to synthesis medicine, pesticide, dye and other organic compound, is the important material to make sulfanilamide medicine and folacin, and can be used as anti-static agent of compound fibre. Guanidine hydrochloride is used for purification of proteins and nucleic acids. It can be used as a medicine, organic synthesis intermediate and is used in dyes. It acts as an intermediate in the preparation of sulfadiazine, which is an important raw material for sulfamethyldiazine, sulfamethazine and folic acid. It is utilized in the synthesis of 2-amino-pyrimidine, 2- amino -6- methyl-pyrimidine and 2-amino -4,6 - dimethyl-pyrimidine. Also used in RNA isolation to dissociate nucleoproteins and inhibit RNase.

Technology Process of Guanidine

There total 22 articles about Guanidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

guanidinium trinitromethanide → guanidine hydrochloride (50-01-1)

Guidance literature:

With hydrogenchloride; In diethyl ether; at 0 ℃; Product distribution;

DOI:10.1039/P29890001237

Reference yield:

tetrachloromethane (56-23-5) → ammonium dicyanamide + dicyandiamide (127099-85-8,780722-26-1) + hexachloroethane (67-72-1) + ammonium chloride + guanidine hydrochloride (50-01-1)

Guidance literature:

With ammonia; In tetrachloromethane; other Radiation; γ-radiation of NH3 soln. in CCl4 at 25°C; mechanism discussed; further products and further intermediates;;

DOI:10.1021/ja01092a013

Reference yield:

ammonium bicarbonate (1066-33-7,6721-33-1,10361-29-2) → guanidine hydrochloride (50-01-1)

Guidance literature:

upstream raw materials:

N₁-methyl biguanide hydrochloride

urea

N-Cyanoguanidine

tetrachloromethane

Downstream raw materials:

2,4-diaminopyrimidine

5-benzyl-pyrimidine-2,4,6-triamine

2-aminopyrimidine

2,4-Diamino-6-(3,4-methylendioxystyryl)pteridin

Refernces

• 1、 Rakshit. "". . p. 1221. Retrieved 1914.
• 2、 Matuszek, Karolina,Vijayaraghavan,Kar, Mega,Macfarlane, Douglas R.. "Role of Hydrogen Bonding in Phase Change Materials". . p. 1285 - 1291. Retrieved 2020/01/31.
• 3、 Daub, Michael,Ketterer, Ines,Hillebrecht, Harald. "Syntheses, Crystal Structures, and Optical Properties of the Hexagonal Perovskites Variants ABX3 (B = Ni, A = Gu, FA, MA, X = Cl, Br; B = Mn, A = MA, X = Br)". . p. 280 - 287. Retrieved 2018/02/09.