Name | Cyclopentanone |
Synonyms | Dumasin Adipinketon Cyclopentanon ADIPIC KETONE Cyclopentanone CYCLOPENTANONE KETOCYCLOPENTANE AKOS BBS-00004293 Cyclopentane keto KETOPENTAMETHYLENE Pyran-2,4(3H)-dione, 3-acetyl-6-methyl- |
CAS | 120-92-3 |
EINECS | 204-435-9 |
InChI | InChI=1/C5H8O/c6-5-3-1-2-4-5/h1-4H2 |
Molecular Formula | C5H8O |
Molar Mass | 84.12 |
Density | 0.951 g/mL at 25 °C (lit.) |
Melting Point | -51 °C (lit.) |
Boling Point | 130-131 °C (lit.) |
Flash Point | 87°F |
JECFA Number | 1101 |
Water Solubility | PRACTICALLY INSOLUBLE |
Solubility | 9.18g/l slightly soluble |
Vapor Presure | 11.5 hPa (20 °C) |
Vapor Density | 2.97 (vs air) |
Appearance | Liquid |
Color | Clear colorless to slightly yellow |
Odor | Pleasant |
Merck | 14,2743 |
BRN | 605573 |
Storage Condition | Store below +30°C. |
Stability | Stable. Incompatible with strong reducing agents, strong oxidizing agents, strong bases. |
Explosive Limit | 1.6-10.8%(V) |
Refractive Index | n20/D 1.437(lit.) |
Physical and Chemical Properties | Density 0.951 melting point -51°C boiling point 130-131°C refractive index 1.436-1.438 flash point 31°C water-soluble PRACTICALLY soluble |
Use | It is used as a raw material in the pharmaceutical and fragrance industries, and is also used in rubber synthesis and biochemical pharmacy. |
Hazard Symbols | Xi - Irritant |
Risk Codes | R10 - Flammable R36/38 - Irritating to eyes and skin. |
Safety Description | 23 - Do not breathe vapour. |
UN IDs | UN 2245 3/PG 3 |
WGK Germany | 1 |
RTECS | GY4725000 |
TSCA | Yes |
HS Code | 2914 29 00 |
Hazard Class | 3 |
Packing Group | III |
Downstream Products | Cyclopentyl bromide |
liquid, with a pleasant mint odor. Melting Point -58.2 °c. Boiling point 130.6 °c. Relative density 0. 9509 (20 ℃). Refractive index 1.4366. Flash point 29. 82 °c. Slightly soluble in water, can be miscible with ethanol, ether. Easy to polymerize, especially in the presence of an acid.
prepared from adipic acid, the process is: Adipic acid is heated to 285~295 ℃, in the presence of barium hydroxide to form cyclopentanone, after distillation, with ether extraction, and then fractionated to obtain the finished product.
This product is an organic chemical raw materials. It is a raw material for medicine and perfume industry, and can be used to prepare new perfume methyl ester of hydrogen jasmonate, and also used in rubber synthesis and biochemical research.
FEMA | 3910 | CYCLOPENTANONE |
LogP | 0.7 at 25℃ |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Main use | 1, cyclopentanone and N-valeraldehyde are used as raw materials, which are firstly subjected to aldol condensation and then aquatic removal to amylene cyclopentanone, followed by selective catalytic hydrogenation of amyl cyclopentanone, amyl cyclopentanone has a strong floral and fruit aroma, and jasmine flavor, can be used in the daily flavor formula, the dosage can be within 20%. There are no restrictions on IFRA. 2, n-hexanal and cyclopentanone as raw materials, first condensation, then selective hydrogenation of hexyl cyclopentanone, hexyl cyclopentanone has a strong jasmine fragrance, and accompanied by fruit flavor, can be used for perfume flavor and other various daily flavor formula, dosage within 5%. There are no restrictions on IFRA. 3, 1-pentene or 1-heptene obtained from paraffin cracking or corresponding alcohol dehydration, in the presence of di-tert-butyl peroxide as initiator, A free radical addition reaction with cyclopentanone produces 2-pentylcyclopentanone (or 2-heptyl cyclopentanone), which is converted to δ-decalactone (or δ-dodecolactone) after ring extension by oxidation. 4. The synthetic route using cyclopentanone as the starting material has the most industrial production value. Cyclopentanone is first subjected to aldol condensation with N-valeraldehyde, and the condensation product is dehydrated and selectively hydrogenated into 2-pentylcyclopentanone, and finally converted into δ-decalactone by ring expansion through oxidation. 5,δ-decalactone is mainly used in food flavor formulations, which is considered to have the characteristic flavor of natural cream. Prior to this, the long-term perfumers were limited to the use of monomeric flavors such as diacetyl and vanillin as the main raw material for the formulation of cream flavor. However, it is generally felt that the cream flavor is far less than the natural product in terms of taste or flavor. Only after the use of Delta-decalactone, there is a realistic cream flavor, especially the use of Delta-decalactone and Delta-twelve lactone as the main flavor of raw materials, the flavor and effect of the prepared cream flavor is better. 6, with cyclopentanone and valeraldehyde as raw materials, condensation, formation of 2-(1-hydroxy) pentyl cyclopentanone, and dimethyl malonate reaction, and then at 160~180 ℃ hydrolysis, decarboxylation, esterification, can be prepared by methyl dihydro. Methyl dihydrojasmonate is a kind of edible flavor that is temporarily allowed to be used in China GB2760-1996. Its aroma is superior to natural methyl jasmonate, and its properties are relatively stable. |
health hazard | cyclopentanone is stable and flammable. Harmful by ingestion, inhalation or skin absorption. It is irritating to the skin and respiratory tract, and has a strong stimulating effect on the eyes. |
purpose | This product is an organic chemical raw material. It is a raw material of medicine and perfume industry, and can be used to prepare new perfume methyl ester of hydrogen jasmonate. It is also used in rubber synthesis, biochemical research and pesticide. used as raw materials for pharmaceutical and fragrance industry, also used in rubber synthesis and biochemical pharmacy used in pharmaceuticals, biological products, pesticides and synthetic rubber intermediates Pharmaceutical, intermediates for biologics, pesticides, and rubber. |
production method | results from heating adipic acid in the presence of barium hydroxide. Adipic acid and barium hydroxide were homogeneously mixed, heated to 285-295 °c, and the cyclopentanone formed was distilled at this temperature. The distillate calcium chloride is salted out to separate cyclopentanone, the amount of alkali solution is added to wash out adipic acid, and then washed with water. After drying with anhydrous calcium chloride, the product is fractionated, and the fraction at 128-131 ° C. Is collected to obtain a finished product with a yield of 75-80%. |
category | flammable liquid |
toxicity grade | poisoning |
Acute toxicity | intraperitoneal-mouse LD50: 1950 mg/kg; Subcutaneous-mouse LD50: 2600 mg/kg |
stimulation data | Skin-rabbit 500 mg mild; Eye-rabbit 100 mg severe |
flammability hazard characteristics | in case of open flame, high temperature, flammable oxidant; Combustion stimulus smoke |
storage and transportation characteristics | The warehouse is ventilated and dried at low temperature; Stored separately from oxidants and acids |
extinguishing agent | dry powder, dry sand, carbon dioxide, foam, 1211 extinguishing agent |
spontaneous combustion temperature | 445°C |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |