Benzalacetone
Benzalacetone
CAS: 122-57-6
Molecular Formula: C10H10O
Benzalacetone - Names and Identifiers
| Name | Benzalacetone |
| Synonyms | Benzalacetone benzylidene actone Benzylideneacetone 4-Phenyl-3-buten-2-o (E)-4-Phenylbut-3-en-2-one Benzylideneacetone, synthesis grade BenzylideneacetoneMethyl Styryl Ketone4-Phenyl-3-buten-2-one |
| CAS | 122-57-6 |
| EINECS | 204-555-1 |
| InChI | InChI=1/C10H11O/c1-9(11)7-8-10-5-3-2-4-6-10/h2-7H,8H2,1H3 |
| InChIKey | BWHOZHOGCMHOBV-BQYQJAHWSA-N |
Benzalacetone - Physico-chemical Properties
| Molecular Formula | C10H10O |
| Molar Mass | 146.19 |
| Density | 1.038 |
| Melting Point | 39-42°C(lit.) |
| Boling Point | 260-262°C(lit.) |
| Flash Point | 150°F |
| JECFA Number | 820 |
| Water Solubility | 1.398g/L(25 ºC) |
| Solubility | Easily soluble in ethanol, benzene, chloroform and ether, slightly soluble in water and petroleum ether |
| Vapor Presure | 0.01 mm Hg ( 25 °C) |
| Appearance | White or yellowish crystals |
| Color | Pale yellow to yellow |
| Merck | 14,1137 |
| BRN | 742046 |
| Storage Condition | Store at |
| Sensitive | Light Sensitive |
| Refractive Index | 1.5836 |
| MDL | MFCD00008779 |
| Physical and Chemical Properties | Character: colorless crystal. Has a coumarin odor. melting point 37~41 ℃ boiling point 260~262 ℃ relative density 1.0377 refractive index 1.5836 flash point 62 ℃ solubility soluble in ethanol, ether, benzene and chloroform, water-soluble and petroleum ether. |
| Use | For the preparation of spices and zinc plating brightener |
Benzalacetone - Risk and Safety
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R43 - May cause sensitization by skin contact R42/43 - May cause sensitization by inhalation and skin contact. |
| Safety Description | S7 - Keep container tightly closed. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S37/39 - Wear suitable gloves and eye/face protection S24 - Avoid contact with skin. S36/37 - Wear suitable protective clothing and gloves. S22 - Do not breathe dust. |
| WGK Germany | 3 |
| RTECS | EN0330050 |
| FLUKA BRAND F CODES | 8 |
| TSCA | Yes |
| HS Code | 29143900 |
| Toxicity | LD50 orally in Rabbit: 2031 mg/kg |
Benzalacetone - Upstream Downstream Industry
| Raw Materials | Acetone Benzaldehyde |
Benzalacetone - Nature
Open Data Verified Data
white or light yellow crystals with coumarin odor. Melting point 41.5 °c. Boiling point 260~262 deg C. Relative density 1. 0377 (15 °c). Refractive index 1.5836(45.9 degrees C). Slightly soluble in water, soluble in sulfuric acid, benzene, ethanol, chloroform. The color darkened in case of light. It is easy to decompose when heated for a long time.
Last Update：2025-06-10 22:55:16
Benzalacetone - Preparation Method
Open Data Verified Data
with benzaldehyde as raw material, and acetone condensation.
Last Update：2022-01-01 10:42:46
Benzalacetone - Application
Open Data Verified Data
This product is used in the perfume industry for the preparation of spices, flavoring agent or anti-volatile agent used as perfume; Dye industry used as mordant, fixing agent; Also used in the preparation of zinc plating brightener.
Last Update：2025-08-19 16:24:40
Benzalacetone - Safety
Open Data Verified Data
toxicity was unknown. But can stimulate the skin, mucous membranes and cause blistering. Production equipment should be sealed, and operators should wear protective equipment. According to the general provisions of the storage and transportation of chemicals.
Last Update：2025-06-10 22:55:16
Benzalacetone - Reference Information
| FEMA | 2881 | 4-PHENYL-3-BUTEN-2-ONE |
| LogP | 2.04 |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| properties | phenylmethylene acetone is prepared by reduced pressure distillation as colorless to light yellow and shiny flake crystals, with sweet pea aroma and spicy and stimulating taste, see the light color becomes darker, flammable, and easy to decompose after long-term heating. It occurs naturally in hydrolyzed soy protein. The refractive index 1.5836(45.9 ℃). Slightly soluble in water and petroleum ether, slightly soluble in benzene, easily soluble in ethanol, benzene, ether, chloroform and sulfuric acid. It is orange-red when interacting with sulfuric acid. This feature can be used to detect this product. |
| use | benzylideneacetone has a strong sweet pea aroma. in the perfume industry, as a raw material for synthetic spices, it is used to blend sweet pea series flavors, orange blossom and hyacinth and other flavors. in the electroplating industry, it is used as a brightener for galvanizing and nickel plating, and is mainly used in light industrial products such as automobiles and bicycles, playing an anti-corrosion role. In addition, benzylideneacetone also has certain insecticide and insect repellent effects, and is an important pesticide intermediate. The unique structure of benzylidene acetone, with phenyl, ethylenic, carbon and other functional groups, is an important intermediate for further synthesis of medicine, pesticides, and fragrances. used to prepare spices and galvanized gloss enhancers GB 2760-1996 regulations are temporarily allowed to use food spices. Prepare balm, cherry, grape, berry, fennel base and other flavors. This product is used as a galvanizing additive to increase the brightness of the plated product. The dyeing industry is used as a mordant to improve the uniformity and firmness of dyeing, and can also be used to prepare fragrances and flavoring agents. 4-Phenylbutene (3) keto-2 is an intermediate of the rodenticide murine. Aromatic organic substances, the most widely used superior bright additives in the acidic galvanizing process, in the potassium chloride, ammonium electroplating process can be in a wide current density, bright coating within a temperature range, the internal stress of the coating, corrosion resistance can play a good effect. This product can also be used as an anti-volatile agent for spices, a mordant for the dyeing industry, a fixing agent, and a fragrance enhancer. 4-Phenyl-3-buten-2-one Organic synthesis intermediate. Can be used as anti-volatile hair agent for spices. The dyeing industry is used as a mordant and fixing agent for the preparation of fragrances or flavoring agents and the preparation of galvanized gloss enhancers. |
| application | China's GB2760-1996 regulations temporarily allow phenylmethylene acetone to be used as edible flavor, used to prepare fragrant peas, cocoa, nuts, cherries, fruits and other flavor flavors, also used as floral flavor adjustment and anti-volatile hair agent, because of its irritating effect on the skin, generally not used in cosmetics. In addition, benzylidene acetone can also be used as mordant, fixing agent and zinc plating brightening agent in dyeing industry. |
| preparation method | currently the commonly used preparation method is to use benzaldehyde and acetone as raw materials to carry out Claisen reaction, in the presence of alkali (sodium hydroxide or sodium carbonate), aldehyde and ketone condensation, after the reaction is completed, add dilute hydrochloric acid to neutralize, adjust pH = 6~7, stand for stratification, and separate the upper yellow oil layer. in order to maximize the yield, the lower layer is extracted with benzene. After the benzene is recovered, the extract is merged with the oil layer, and then washed with water to separate the oil layer, decolorized with activated carbon, filtered, reduced-pressure steam distillation, refined, cooled, and crystallized to obtain benzene Methylene acetone crude product. |
| toxicity | can be safely used in food (FDA, 172.515,2000). |
| usage limit | FEMA(mg/kg): soft drink 0.82; Cold drink 0.84; Candy 3.7; Baked food 4.5; Gel and pudding 2.1; Shortening 0.20. |
| production method | benzaldehyde is used as raw material and is obtained by condensation with acetone. Acetone, benzaldehyde and water are mixed, 10% sodium hydroxide solution is slowly added after cooling, the temperature is controlled at 25-31 ℃, and stirring is continued for 1h after adding. Then add dilute hydrochloric acid to neutralize to pH 6-7, and leave for 1h to separate the yellow oil. The lower layer is extracted with benzene, the extract and the oil are combined, washed twice with water, the benzene is recovered after the water layer is separated, and then dried with calcium chloride, dried decolorized carbon is added, filtered, and the filtrate is distilled under reduced pressure to obtain the finished product.. Raw material consumption quota: benzaldehyde 1700kg/t, acetone 2900kg/t, liquid alkali (40%)500kg/t. the preparation method is to put benzaldehyde, acetone and water in a three-mouth bottle, add 10% sodium hydroxide solution dropwise, control the reaction temperature at 25~31 ℃, continue stirring for 1 h after adding, then add dilute hydrochloric acid to neutralize until pH = 6~7, separate yellow oil, extract with benzene in the water layer, merge oil layer liquid and extract liquid, wash with water, recover benzene and distill the product. put acetone, benzaldehyde and water into the reaction kettle, stir and mix evenly, slowly add 10% sodium hydroxide solution dropwise after cooling, control the temperature at 25~31 ℃, and continue stirring for 1 h after adding. Then add dilute hydrochloric acid to adjust the pH value to 6~7. Leave for 1 h to separate the yellow oil. The water layer is extracted with benzene, the extract and the oil are combined, washed twice with water, after the water layer is separated, benzene is recovered, decolorized with activated carbon, filtered, and the filtrate is distilled under reduced pressure to obtain the finished product. It is formed by condensation of benzaldehyde and acetone in the presence of alkaline condensing agent. |
Last Update：2024-04-09 19:05:10
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View History
Benzalacetone
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p-Chlorocinnamaldehyde
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Usaramine
2-Phenylethyl butanoate
p-Chlorocinnamaldehyde
polybenzo conductive polymer materials
ETHANOLAMINE PHOSPHATE
Reactive black green KE-4BD
chlorocopper
Raw Materials for Benzalacetone