Name | Ammonium cerium(IV) nitrate |
Synonyms | CAN Ammoniumceriumnitrate ammonium ceric nitrate CERIC AMMONIUM NITRATE Ceric ammonium nitrate CERIUM AMMONIUM NITRATE CEROUS AMMONIUM NITRATE Ceric (IV) ammonium salts Ammonium cerium(IV) nitrate Ammonium ceric (IV) nitrate CERIUM(IV) AMMONIUM NITRATE diammonium hexanitratocerate CERIUM(+4)DIAMMONIUM NITRATE DIAMMONIUM CERIUM(IV) NITRATE CERIUM(IV) DIAMMONIUM NITRATE ammonium cerium(+4) cation nitrate |
CAS | 16774-21-3 |
EINECS | 240-827-6 |
InChI | InChI=1/Ce.NO3.H3N/c;2-1(3)4;/h;;1H3/q+4;-1;/p+1 |
InChIKey | WIBGOERAEYJBOT-UHFFFAOYSA-N |
Molecular Formula | CeH4N7O18- |
Molar Mass | 530.18 |
Density | 1.10g/mLat 20°C |
Melting Point | 107-108 °C |
Boling Point | 83°C |
Water Solubility | 1410 G/L (20 ºC) |
Solubility | 919-1020g/l |
Vapor Presure | 6.4 kPa (@ 20°C) |
Vapor Density | 2.3 (vs air) |
Appearance | Powder/Solid |
Specific Gravity | 1.045 |
Color | Yellow to orange |
Odor | Slight characteristic odor |
Merck | 14,1992 |
PH | 0.61 (111.11g/l, H2O, 20℃) |
Storage Condition | Store at +5°C to +30°C. |
Stability | Stable. Oxidizer - contact with combustible material may cause fire. Incompatible with strong reducing agents, combustible material. |
Physical and Chemical Properties | Ceric Ammonium Nitrate (CAN) orange-red monoclinic fine crystals or orange crystals, soluble in water (solubility of 1.41g/mL at 25°C, 2.27g/mL at 80°C), soluble in alcohols, nitric acid and other proton solvents, in acetonitrile has a certain solubility, insoluble in methylene chloride, chloroform and carbon tetrachloride, deliquescence, sealed preservation. at present, there is no report on the toxicity of ammonium Ceric nitrate, but it is generally considered to have low toxicity. |
Use | Used as analytical reagents, microanalysis of silver and oxidants |
Risk Codes | R8 - Contact with combustible material may cause fire R36/37/38 - Irritating to eyes, respiratory system and skin. R36/38 - Irritating to eyes and skin. R41 - Risk of serious damage to eyes R22 - Harmful if swallowed |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S17 - Keep away from combustible material. S37/39 - Wear suitable gloves and eye/face protection |
UN IDs | UN 1477 5.1/PG 2 |
WGK Germany | 3 |
FLUKA BRAND F CODES | 8 |
TSCA | Yes |
HS Code | 3822 00 00 |
Hazard Class | 5.1 |
Packing Group | III |
Toxicity | LD50 orally in Rabbit: > 300 - 2000 mg/kg |
olfactory Threshold | 0.29 ppm |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Application | Ceric Ammonium Nitrate (CAN) is a versatile reagent, it has great potential in organic synthesis. It not only has good reaction selectivity, but also has high yield. With the development and utilization of the reagent, it will play a more important role in organic synthesis. |
strong oxidant | Ceric Ammonium Nitrate (abbreviation CAN) is a strong oxidant, which is more oxidative under acidic conditions, second only to F2, xeO3, Ag2 +, O3, hn3. In aqueous solutions and other protic solvents, CAN is a single electron oxidant, and the change in color (from orange to light yellow) CAN consumption CAN be judged. Due to the limitation of solubility in organic solvents, the reactions in which CAN participates are mostly carried out in mixed solvents such as water/acetonitrile. In the presence of other oxidants such as sodium bromate, tert-butyl hydroperoxide and oxygen, etc., the recycling of Ce4 + can be achieved to achieve a catalytic reaction. In addition, CAN is also an effective nitrification reagent. |
preparation | synthesis route of Ceric Ammonium Nitrate (CAN): Acetic acid HAc dissolved cerium carbonate, hydrogen peroxide as oxidant, the acid produced by the reaction was neutralized by adding sodium hydroxide, boiled and filtered to obtain Cerium hydroxide, and the filtrate was adjusted to pH, and then concentrated and crystallized to obtain sodium acetate. Then, the precursor Cerium hydroxide is dissolved with nitric acid to obtain a solution of six nitrate cerium acid H2[Ce(NO3)6], ammonium nitrate is added, the crystal is concentrated, and the orange-red crystal is obtained by filtration, drying at 105 °c gave Ceric Ammonium nitrate. The crystallization mother liquor contains nitric acid and is returned to dissolve the Cerium hydroxide, forming a cycle. The chemical reactions are as follows: the overall reaction equation for the synthesis of Ceric Ammonium nitrate by the integrated method is: |
Chemical reaction | Ceric Ammonium Nitrate (CAN) has oxidation activity for Oxygenates such as alcohols, phenols, ethers, which has a specific oxidation of secondary alcohols. Even p-nitrobenzyl alcohol CAN be oxidized to p-nitrobenzophenone by a CAN/O2 catalytic oxidation system, such as the oxidation of benzyl alcohol to the corresponding aldehyde ketone (Formula 1). In addition, with respect to a special secondary alcohol such as 4-enol or 5-enol, etc., a cyclic ether compound (Formula 2) can also be obtained. with respect to catechol, hydroquinone and their methyl ether compounds, they CAN be oxidized to quinones by the action of CAN. For example, Catechol is converted to O-Benzoquinone (Formula 3), hydroquinone is rapidly converted to p-benzoquinone (Formula 4) under the action of CAN and ultrasound, and aryl ether is converted to p-benzoquinone. In addition to the oxidation reaction, CAN is also an effective nitrating reagent, especially for the nitrification of aromatic ring systems. For example, the reaction of CAN with anisole in acetonitrile yields an ortho-nitration product (equation 5). However, due to the strong oxidation of CAN, the aromatic ring system often undergoes polynitration reaction, and even generates polymers that are difficult to separate. It is found that the adsorption of CAN on silica gel CAN reduce its oxidation, thus reducing the formation of Nitro products. If carbazole and 9-alkylcarbazole are nitrated with CAN in acetonitrile using silica gel as a carrier, the yield CAN be increased to 70%-80% (Equation 6). |
Use | used as reagent for analysis, microanalysis of silver and oxidant redox titration. Olefin polymerization catalyst. |