593-85-1

Basic information

• Product Name: Guanidine carbonate
• Synonyms: Carbonic acid, compound with guanidine (1:2);Guanidine·carbonic acid;Guanidne carbonate;Guanidinium carbonate, synthesis grade;Guanidine carbonate salt 99%;Guanidine carbonate(2:1);C2H10N6H2CO3;Guanidine carbonateMedicine grade, ≥ 99% (Assay)
• CAS NO: 593-85-1
• Molecular Formula: CH₇N₃*CO₃
• Molecular Weight: 121.1
• EINECS: 209-813-7
• Product Categories: Building Blocks;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks;Pharmaceutical Intermediates;Guanidines;Nitrogen Compounds;Organic Building Blocks
• Mol File: 593-85-1.mol

Chemical Properties

• Melting Point: >300 °C(lit.)
• Boiling Point: 132.9 °C at 760 mmHg
• Flash Point: 34.2 °C
• Appearance: White to almost white/Crystalline Powder
• Density: 1.25
• Vapor Pressure: 6.17E-18mmHg at 25°C
• Storage Temp.: Store below +30°C.
• Solubility: 450g/l
• PKA: 12.5[at 20 ℃]
• Water Solubility: 450 g/L (20 ºC)
• BRN: 3628359
• CAS DataBase Reference: Guanidine carbonate(CAS DataBase Reference)
• NIST Chemistry Reference: Guanidine carbonate(593-85-1)
• EPA Substance Registry System: Guanidine carbonate(593-85-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 26-36-22
• WGK Germany: 3
• RTECS: FG1750000
• TSCA: Yes
• Hazardous Substances Data: 593-85-1(Hazardous Substances Data)

Usage

Uses

Used in pH Adjustment:
Guanidine carbonate is used as a pH adjusting agent for formulations, organic intermediates, soap, and cosmetic products to maintain the desired acidity or alkalinity levels.
Used in Cytidine Triphosphate Injection Stabilization:
Guanidine carbonate is used in the stabilization of cytidine triphosphate injections, ensuring the stability and effectiveness of the medication.
Used as a Protein Denaturant:
Guanidine carbonate acts as a powerful and versatile protein denaturant, disrupting the structure of proteins for various applications in research and industry.
Used in Organic Synthesis and Analytical Reagents:
As a strong chemical base, guanidine carbonate is used as an intermediary in organic synthesis materials and analytical reagents, facilitating various chemical reactions and processes.
Used in Amino Resins, Antioxidants, and Resin Stabilizers:
Guanidine carbonate is used as a pH adjusting agent for amino resins, antioxidants, and resin stabilizers, enhancing the performance and stability of these materials.
Used as a Grouting Agent and Cement Additive:
Guanidine carbonate is used as a grouting agent and cement additive, improving the bonding and strength of construction materials.
Used in Surfactants and Synthetic Detergents:
In the context of surfactants and synthetic detergents, guanidine carbonate is used as a moisture agent and a synergist, enhancing the cleaning and foaming properties of these products.
Used as a Precipitating Agent in Metal Weight Measurement:
Guanidine carbonate is used as a precipitating agent for zinc, cadmium, and manganese weight measurement, aiding in the accurate determination of these metal concentrations.
Used in Alkali Metal Magnesium Separation:
Guanidine carbonate is also utilized in the separation of alkali metal magnesium, facilitating the purification and isolation of this element in various applications.

High purity Guanidine carbonate synthesis method

Guanidine carbonate is an extremely versatile organic chemical products, it is mainly used in flame retardants, flocculants, foaming agents, synthetic sulfa drugs, etc. Guanidine carbonate is also used as synthetic detergent builders, high-quality cosmetics raw materials.Synthesis of guanidine carbonate is reported by many literatures [1-3] .The main domestic guanidine carbonate production is that molt dicyandiamide and ammonium chloride to generate guanidine hydrochloride, generate free guanidine under the action of the alkali, and then by the reaction of free guanidine and carbon dioxide to produce guanidine carbonate. this route is easy to generate melamine and its dimers, trimers and other impurities because of the high-temperature melting , and the presence of Cl-, Na + in the system is difficult to completely removed , even if the purity is> 99% of guanidine carbonate, its ash content is still up 0.2%, it is difficult to obtain high purity guanidine carbonate. in this paper, cyanamide as raw materials, reacts with carbon dioxide and ammonia in one step synthesis of guanidine carbonate, also known as ash-free guanidine carbonate, and then purify , to obtain a high purity guanidine carbonate, the reaction equation is as follows: 2NH2CN + CO2 + 2NH3 + H20 → [NH2C (: NH) NH2] 2H2CO3 Author: Zhouzhao Liang Xie Jianwei Zhou Xiaohong Jiang Yongqing Author: Zhouzhao Liang, Xie Jianwei (Research Institute of Zhejiang University of West Branch Quzhou 324006) Zhou Xiaohong, Jiang Yongqing (Institute of Fine Chemicals Group Technology Center Juhua Quzhou 324004)

Reference quality standards

[Industry Grade ] Name of Item Technical index Premium grade B product Appearance white crystalline white powder Content of ≥ 99% 98% Ammonium ≤ 0.45% 1.0% Water insoluble matter ≤ 0.2% 0.2% Moisture ≤ 0.2% 0.2% Ash ≤ 0.15% 0.2% Water-soluble test Qualified Qualified PH value (4% 25 ℃) 11.4 11.4 [Pharmaceutical Grade ] Name of Item Technical index Premium grade Appearance white crystals Content ≥ 99% Ammonium salt (with NH4Cl meter) ≤ 0.45% Water insoluble matter ≤ 0.2% Moisture ≤ 0.2% Ash ≤ 0.1% Water-soluble test Qualified PH value (4% 25 ℃) 11.4 Heavy Metal ppm ≤10 Arsenic ppm ≤3 The above information is edited by the lookchem of Tian Ye.

Preparation

Synthesis of guanidine carbonate: Melt double cyanide salts and ammonia to generate guanidine salts (guanidine hydrochloride, guanidine nitrate) at 170-230 ℃ . Then make guanidine salt into an alcohol solution, add soda to free guanidine, absorb carbon dioxide to obtain guanidine carbonate.

Hazard

Toxic by ingestion.

Flammability and Explosibility

Nonflammable

Purification Methods

Crystallise it from MeOH. [Beilstein 3 H 86, 3 I 41, 3 II 72, 3 III 161, 3 IV 152.]

InChI:InChI=1/CH5N3.2CH2O3/c3*2-1(3)4/h(H5,2,3,4);2*(H2,2,3,4)

Synthetic route

guanidine nitrate (113-00-8) → diguanidine carbonate (593-85-1)

Conditions	Yield
Darstellung;

nitrocarbamoyl-guanidine (28787-21-5) + N-butylamine (109-73-9) → N,N'-di-n-butylurea (1792-17-2) + N-butyl-N'-guanyl-urea (44987-80-6) + diguanidine carbonate (593-85-1)

N-Cyanoguanidine (127099-85-8, 780722-26-1) → diguanidine carbonate (593-85-1)

Conditions	Yield
With ammonia; water
With sodium carbonate at 160℃; unter Druck;

N-methyl-N'-nitroguanidine (4245-76-5) + water (7732-18-5) + (NH4)2CO3 → diguanidine carbonate (593-85-1)

Conditions	Yield
at 65 - 70℃;

N-butyl-N'-nitro-guanidine (5458-83-3) + water (7732-18-5) + (NH4)2CO3 → diguanidine carbonate (593-85-1) + N-butylguanidine (462-69-1)

Conditions	Yield
at 65 - 70℃;

nitrocarbamoyl-guanidine (28787-21-5) + aniline (62-53-3) → N-carbamimidoyl-N'-phenyl-urea (18824-43-6) + diguanidine carbonate (593-85-1) + bis(diphenyl)urea (102-07-8) + carbamoylguanidine carbonate

Conditions	Yield
Produkt5:Cyanursaeure;

nitroguanidine (556-88-7) + ammonium carbonate → diguanidine carbonate (593-85-1)

Conditions	Yield
Darstellung;

cyanogendiamidine carbonate → diguanidine carbonate (593-85-1)

Conditions	Yield
With carbon dioxide; water

ammonium thiocyanate (1147550-11-5) + NH3 → diguanidine carbonate (593-85-1)

Conditions	Yield
und folgendes Erhitzen mit 1 Mol Bleicarbonat auf 120grad in geschlossenen Gefaessen;
und folgendes Erhitzen mit 1 Mol Bleicarbonat auf 120grad in geschlossenen Gefaessen;

thiocyanic acid guanidine → diguanidine carbonate (593-85-1)

Conditions	Yield
With ethanol; water; potassium carbonate

carbamimidoylurea (141-83-3) + water → diguanidine carbonate (593-85-1)

Conditions	Yield
at 90 - 140℃;

cyanogendiamidine carbonate + water → diguanidine carbonate (593-85-1)

Conditions	Yield
at 100℃;

guanidine nitrate (113-00-8) → diguanidine carbonate (593-85-1) + urea (57-13-6)

Conditions	Yield
In not given Kinetics; byproducts: (NH4)2CO3, ammonium cyanate, guanidinium cyanate; heating with reflux; 3 h; 0.125 N soln. of guanidine;

dicyandiamide (127099-85-8, 780722-26-1) + ammonia (7664-41-7) + ammonium bicarbonate (1066-33-7) → 2,4,6-triamino-s-triazine (108-78-1) + diguanidine carbonate (593-85-1)

Conditions	Yield
small amt. of melamine;

carbamimidoylurea (141-83-3) → diguanidine carbonate (593-85-1)

Conditions	Yield
In water byproducts: NH3, CO2; 2h at b.p., or 7-8 h at 90°C, or <30 min at 140°C (under pressure);	74-98.5

dicyandiamide (127099-85-8, 780722-26-1) + sodium carbonate (497-19-8) → diguanidine carbonate (593-85-1)

Conditions	Yield
In water heating in closed tube;

dicyandiamide (127099-85-8, 780722-26-1) → diguanidine carbonate (593-85-1)

Conditions	Yield
With ammonia In water heating in closed tube;

(E)-3-dimethylamino-1-(3-ethyl-2-trifluoromethyl-3H-imidazol-4-yl)-propenone (893420-41-2) + diguanidine carbonate (593-85-1) → 4-(3-ethyl-2-trifluoromethyl-3H-imidazol-4-yl)-pyrimidin-2-ylamine (893420-42-3)

Conditions	Yield
In 2-methoxyethoxy ether at 140℃; for 48h;	100%

(E)-3-dimethylamino-1-(3-ethyl-2-trifluoromethyl-3H-imidazol-4-yl)-propenone + diguanidine carbonate (593-85-1) → 4-(3-ethyl-2-trifluoromethyl-3H-imidazol-4-yl)-pyrimidin-2-ylamine (893420-42-3)

Conditions	Yield
In diethylene glycol dimethyl ether at 140℃; for 48h;	100%

dimethyl methoxymalonate (5018-30-4) + diguanidine carbonate (593-85-1) → 2-amino-5-methoxypyrimidine-4,6-diol (98142-98-4)

Conditions	Yield
Stage #1: diguanidine carbonate With ethanol; sodium at 80℃; for 0.5h; Inert atmosphere; Stage #2: dimethyl methoxymalonate at 80℃; for 2h;	100%

tetramethyl ammoniumhydroxide (75-59-2) + diguanidine carbonate (593-85-1) + cis,cis-1,3,5-trimethylcyclohexane-1,3,5-tricarboxylic acid → [(CH3)4N(+)]*2[C(NH2)3(+)]*[KTA(3-)]

Conditions	Yield
In water at 40℃;	100%

diguanidine carbonate (593-85-1) + tetrapropylammonium hydroxide (4499-86-9) + cis,cis-1,3,5-trimethylcyclohexane-1,3,5-tricarboxylic acid → [(nC3H7)4N(+)]*2[C(NH2)3(+)]*[KTA(3-)]

Conditions	Yield
In water at 40℃;	100%

diguanidine carbonate (593-85-1) + cis,cis-1,3,5-trimethylcyclohexane-1,3,5-tricarboxylic acid → [C(NH2)3(+)]*[H2KTA(-)]

Conditions	Yield
In water	100%

diguanidine carbonate (593-85-1) + cis,cis-1,3,5-trimethylcyclohexane-1,3,5-tricarboxylic acid → 3[C(NH2)3(+)]*[KTA(3-)]

Conditions	Yield
In water at 40℃;	100%

cyclopentadienecarboxylic acid manganese tricarbonyl + diguanidine carbonate (593-85-1) → C9H5MnO5*CH5N3 (1416228-87-9)

Conditions	Yield
In methanol at 20℃; Darkness;	100%

β-cymantrenoyl-propionic acid (33056-60-9) + diguanidine carbonate (593-85-1) → C12H9MnO6*CH5N3 (1416228-98-2)

Conditions	Yield
In methanol at 20℃; Darkness;	100%

N-nitro-2,2,2-trinitroethylcarbamate (875824-86-5) + diguanidine carbonate (593-85-1) → N-nitro-2,2,2-trinitroethylcarbamate guanidinum salt

Conditions	Yield
In ethyl acetate at 20℃; for 3h;	100%

C14H16N8O16 + diguanidine carbonate (593-85-1) → C14H16N8O16*4CH5N3

Conditions	Yield
In water	100%

2-methyl-propan-1-ol (78-83-1) + diguanidine carbonate (593-85-1) → N,N'-diisobutylguanidine

Conditions	Yield
Stage #1: diguanidine carbonate With phosphoric acid; sulfuric acid Stage #2: 2-methyl-propan-1-ol at 80 - 100℃; for 24h;	99%

diguanidine carbonate (593-85-1) + isopropyl alcohol (67-63-0) → N,N'-diisopropylguanidine (38588-65-7)

Conditions	Yield
Stage #1: diguanidine carbonate With phosphoric acid; sulfuric acid Stage #2: isopropyl alcohol at 80 - 100℃; for 24h;	99%

tetrapropylammonium hydroxide + boric acid (11113-50-1) + diguanidine carbonate (593-85-1) → (C3H7)4N(1+)*C(NH2)3(1+)*CO3(2-)*2B(OH)3=((C3H7)4N)(C(NH2)3)CO3(B(OH)3)2

Conditions	Yield
With CO2 In water mixt. guanidinium carbonate and n-Pr4NOH (1:1) was dissolved in water, CO2 was bubbled through soln. for 30 min, aq. B(OH)3 was slowly added, soln. was stirred for 15 min; soln. was filtered, crystals were deposited over several weeks;	99%

[3-fluoro-2-[2-(2-methoxypyrimidin-5-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrole-5-yl]-4-pyridyl]methanol + diguanidine carbonate (593-85-1) + 1,1'-carbonyldiimidazole (530-62-1) → [3-fluoro-2-[2-(2-methoxypyrimidin-5-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrole-5-yl]-4-pyridyl]methyl N-amidinocarbamate

Conditions	Yield
Stage #1: [3-fluoro-2-[2-(2-methoxypyrimidin-5-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrole-5-yl]-4-pyridyl]methanol; 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere; Stage #2: diguanidine carbonate In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere;	99%

diguanidine carbonate (593-85-1) + 2-fluoro-6-(trifluoromethyl)benzonitrile (133116-83-3) → 5-(trifluoromethyl)quinazoline-2,4-diamine (133116-84-4)

Conditions	Yield
With ISOPROPYLAMIDE at 128 - 130℃; for 5h;	98%

diguanidine carbonate (593-85-1) + 6-chloro-7-methyl-3-methylthio-1,4,2-benzodithiazin 1,1-dioxide → N-(6-chloro-1,1-dioxo-7-methyl-1,4,2-benzodithiazin-3-yl)guanidine (107639-37-2)

Conditions	Yield
In toluene Heating;	98%

diguanidine carbonate (593-85-1) + 4-chlorobenzaldehyde (104-88-1) + malononitrile (109-77-3) → 2,4-diamino-6-(4-chlorophenyl)-5-pyrimidinecarbonitrile (99973-69-0)

Conditions	Yield
With ZnO nanoparticles In water at 20℃; for 0.25h;	98%
With CuO microspheres In water at 20℃; for 0.25h;	98%
With sodium hydroxide at 70℃; Neat (no solvent);	90%
With D-glucose; oxygen In water at 50℃; for 2h;	86%

(3E,5E)-3,5-bis(2-chlorobenzylidene)-1-methylpiperidin-4-one + diguanidine carbonate (593-85-1) → C21H20Cl2N4

Conditions	Yield
With (Fe2O3)-MCM-41-nPrNH2 In neat (no solvent) at 120℃; for 0.5h;	98%

(3E,5E)-1-methyl-3,5-bis(4-nitrobenzylidene)piperidin-4-one + diguanidine carbonate (593-85-1) → C21H20N6O4

Conditions	Yield
With (Fe2O3)-MCM-41-nPrNH2 In neat (no solvent) at 120℃; for 0.333333h;	98%

diguanidine carbonate (593-85-1) + 4-methyl-benzaldehyde (104-87-0) + ethyl 2-cyanoacetate (105-56-6) → 2-amino-4-hydroxy-6-(p-tolyl)pyrimidine-5-carbonitrile

Conditions	Yield
Stage #1: 4-methyl-benzaldehyde; ethyl 2-cyanoacetate With NH2-SBA-15 mesoporous silica In ethanol for 0.166667h; Stage #2: diguanidine carbonate In ethanol for 1.3h; Reflux;	98%

diguanidine carbonate (593-85-1) + 4-nitrobenzaldehdye (555-16-8) + ethyl 2-cyanoacetate (105-56-6) → 2-amino-4-hydroxy-6-(4-nitrophenyl)pyrimidine-5-carbonitrile

Conditions	Yield
Stage #1: 4-nitrobenzaldehdye; ethyl 2-cyanoacetate With NH2-SBA-15 mesoporous silica In ethanol for 0.166667h; Stage #2: diguanidine carbonate In ethanol for 1.3h; Reflux;	98%

methyl 3-(3-bromobenzyl)-3-methyl-2-oxocyclohexanecarboxylate (937250-32-3) + diguanidine carbonate (593-85-1) → 2-amino-8-(3-bromobenzyl)-8-methyl-5,6,7,8-tetrahydroquinazolin-4(3H)-one (937250-31-2)

Conditions	Yield
In ethanol for 18h; Heating / reflux;	97%

phosphoric acid (86119-84-8, 7664-38-2) + diguanidine carbonate (593-85-1) + zinc(II) oxide → 2CN3H6(1+)*4Zn(2+)*5H(1+)*5PO4(3-)=(CN3H6)2*Zn4H5(PO4)5

Conditions	Yield
In water carbonate and H3PO4 mixing in PTFE bottle, ZnO addn., shaking, standing (room temp., 1 d), heating (100°C, 5 d); vac. filtration, washing (water); elem. anal.;	97%

erbium(III) nitrate pentahydrate + diguanidine carbonate (593-85-1) + oxalic acid (144-62-7) + N,N-dimethyl-formamide (68-12-2, 33513-42-7) → Er(3+)*2CHO2(1-)*C2O4(2-)*CH5N3*H(1+)

Conditions	Yield
With sodium carbonate In water at 100℃; for 72h;	97%

diguanidine carbonate (593-85-1) + 3-amino-5-phenylthiophene-2-carbonitrile (83060-72-4) → 2,4-diamino-6-phenylthieno<3,2-d>pyrimidine (109879-88-1)

Conditions	Yield
for 0.0833333h; heating above 200 deg C;	96%

(E)-1-(2-difluoromethyl-3-ethyl-3H-imidazol-4-yl)-3-dimethylamino-propenone (893420-46-7) + diguanidine carbonate (593-85-1) → 4-(2-difluoromethyl-3-ethyl-3H-imidazol-4-yl)-pyrimidin-2-ylamine (893420-47-8)

Conditions	Yield
In monoethylene glycol diethyl ether at 137℃; for 48h;	96%

(E)-1-(2-difluoromethyl-3-ethyl-3H-imidazol-4-yl)-3-dimethylamino-propenone + diguanidine carbonate (593-85-1) → 4-(2-difluoromethyl-3-ethyl-3H-imidazol-4-yl)-pyrimidin-2-ylamine (893420-47-8)

Conditions	Yield
In monoethylene glycol diethyl ether at 137℃; for 48h;	96%

1-phenylmethyl-4-piperidone (3612-20-2) + diguanidine carbonate (593-85-1) + methyl 2-cyanoacetate (105-34-0) → 2-amino-9-benzyl-5-cyano-1,3,9-triazaspiro[5,5]undeca-2-en-4-one (945302-66-9)

Conditions	Yield
Stage #1: diguanidine carbonate In methanol for 0.25h; Heating; Stage #2: 1-phenylmethyl-4-piperidone; methyl 2-cyanoacetate In methanol for 0.833333h; Knoevenagel condensation; Heating; Further stages.;	96%

1-(2-phenylethyl)-4-piperidinone (39742-60-4) + diguanidine carbonate (593-85-1) + ethyl 2-cyanoacetate (105-56-6) → 2-amino-9-(2-phenylethyl)-5-cyano-1,3,9-triazaspiro[5,5]undeca-2-en-4-one (17503-90-1)

Conditions	Yield
Stage #1: diguanidine carbonate In methanol for 0.25h; Heating; Stage #2: 1-(2-phenylethyl)-4-piperidinone; ethyl 2-cyanoacetate In methanol for 0.333333h; Knoevenagel condensation; Heating; Further stages.;	96%

Upstream product

• 113-00-8 guanidine nitrate 
• 28787-21-5 nitrocarbamoyl-guanidine 
• 109-73-9 N-butylamine 
• 127099-85-8 N-Cyanoguanidine 
• 4245-76-5 N-methyl-N'-nitroguanidine 
• 7732-18-5 water 
• 5458-83-3 N-butyl-N'-nitro-guanidine 
• 62-53-3 aniline 
• 556-88-7 nitroguanidine 
• 1147550-11-5 ammonium thiocyanate 
• 141-83-3 carbamimidoylurea 
• 127099-85-8 dicyandiamide 
• 7664-41-7 ammonia 
• 1066-33-7 ammonium bicarbonate 

Downstream Products

• 60-27-5 Creatinine 
• 57-00-1 Creatinine 
• 14575-59-8 3,5-diamino-1-phenyl-1,2,4-triazole 
• 965-04-8 N,N'-dibenzoylurea 
• 7464-17-7 1-p-chlorophenyl-3-formamidinothiocarbamide 
• 14948-83-5 1-cyclohexylguanidine 
• 35168-15-1 N,N'-Dicyclohexylguanidine 
• 90154-42-0 P-Phenyl-phosphonothion-diguanidid 
• 80466-56-4 2-amino-5-nitropyrimidine-4,6-diol 
• 119584-78-0 2,4-diamino-7-fluoroquinazoline 
• 1899-48-5 2,4-diaminoquinazoline 
• 87538-73-6 2-amino-5-(4-methoxyphenyl)-6-(2-hydroxy-4-methoxyphenyl)pyrimidine 
• 125968-55-0 2-amino-4,6-bis(p-methoxyphenyl)pyrimidine 
• 76-24-4 Alloxantin 

Relevant articles and documents

PROCESS FOR STRAIGHTENING KERATIN FIBRES WITH A HEATING MEANS AND DENATURING AGENTS

The invention relates to a process for straightening keratin fibres, comprising: (i) a step in which a straightening composition containing at least two denaturing agents is applied to the keratin fibres, (ii) a step in which the temperature of the keratin fibres is raised, using a heating means, to a temperature of between 110 and 250° C.