Methyl cinnamate
- CAS No.
- 103-26-4
- Chemical Name:
- Methyl cinnamate
- Synonyms
- METHYL TRANS-CINNAMATE;METHYL 3-PHENYLACRYLATE;Methyl Cinamate;CINNAMIC ACID METHYL ESTER;FEMA 2698;Methyl cinmate;METHYL CINNAMATE;methyl cinanmate;Methyl Cimnamate;Ethyl trans-&beta
- CBNumber:
- CB5206328
- Molecular Formula:
- C10H10O2
- Molecular Weight:
- 162.19
- MDL Number:
- MFCD00008458
- MOL File:
- 103-26-4.mol
- MSDS File:
- SDS
| Melting point | 33-38 °C (lit.) |
|---|---|
| Boiling point | 260-262 °C (lit.) |
| Density | 1.092 |
| vapor pressure | 0.73Pa at 25℃ |
| refractive index | 1.5771 |
| FEMA | 2698 | METHYL CINNAMATE |
| Flash point | >230 °F |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | Chloroform (Slightly), Methanol (Slightly) |
| form | Fused Crystalline Mass |
| color | White to light yellow |
| Specific Gravity | 1.092 |
| Odor | at 100.00 %. sweet balsam strawberry cherry cinnamon |
| Odor Type | balsamic |
| Water Solubility | insoluble |
| Merck | 14,2299 |
| JECFA Number | 658 |
| BRN | 386468 |
| InChIKey | CCRCUPLGCSFEDV-BQYQJAHWSA-N |
| LogP | 2.68 at 25℃ |
| Substances Added to Food (formerly EAFUS) | METHYL CINNAMATE |
| FDA 21 CFR | 172.515 |
| CAS DataBase Reference | 103-26-4(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | 533CV2ZCQL |
| NIST Chemistry Reference | 2-Propenoic acid, 3-phenyl-, methyl ester(103-26-4) |
| EPA Substance Registry System | Methyl cinnamate (103-26-4) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H317 | |||||||||
| Precautionary statements | P280 | |||||||||
| Safety Statements | 22-24/25 | |||||||||
| WGK Germany | 1 | |||||||||
| RTECS | GE0190000 | |||||||||
| TSCA | Yes | |||||||||
| HS Code | 29163990 | |||||||||
| Toxicity | Moderately toxic by ingestion . The oral LD50 for rats is 2610 mg / kg . It is combustible as a liquid, and when heated to decomposition it emits acrid smoke and irritating fumes. | |||||||||
| NFPA 704 |
|
Methyl cinnamate price More Price(37)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | W269816 | Methyl cinnamate natural, ≥98%, FCC, FG | 103-26-4 | 100g | $184 | 2024-03-01 | Buy |
| Sigma-Aldrich | W269816 | Methyl cinnamate natural, ≥98%, FCC, FG | 103-26-4 | 1kg | $934 | 2024-03-01 | Buy |
| Sigma-Aldrich | 96410 | Methyl cinnamate ≥99.0% (GC) | 103-26-4 | 100g | $34.3 | 2024-03-01 | Buy |
| Sigma-Aldrich | 80835 | Methyl cinnamate analytical standard | 103-26-4 | 250mg | $79.1 | 2022-05-15 | Buy |
| TCI Chemical | C0360 | Methyl Cinnamate >99.0%(GC) | 103-26-4 | 25g | $17 | 2024-03-01 | Buy |
Methyl cinnamate Chemical Properties,Uses,Production
Chemical Properties
Methyl cinnamate appears as white to slightly yellow crystals with a cherry and balsamic aroma. Melting point 34 ℃. The boiling point is 260°C, and the refractive index (nD20) is 1.5670. Relative density (d435) 1.0700. Soluble in alcohol, ether, glycerin, propylene glycol, most non-volatile oils and mineral oils, insoluble in water.
Natural products are contained in basil oil (up to 52%), galangal oil and bay leaf oil.
Preparative Methods
It is obtained by esterification of cinnamic acid with methanol. The mixture of cinnamic acid, methanol and sulfuric acid (or hydrochloric acid) was heated to reflux for 5 h, and the excess amount of methanol was added. Cool and spate the acid layer, washed with water and 10% sodium carbonate solution, and then washed with water to neutral. The crude product was subjected to recrystallization or vacuum distillation [collection of 132-134 ° C (2.0 kPa) fraction] to give methyl cinnamate with a yield of about 70%.
Description
Methyl cinnamate is the methyl ester of cinnamic acid and is a white or transparent solid with a strong, aromatic odor. It is found naturally in a variety of plants, including in fruits, like strawberry, and some culinary spices, such as Sichuan pepper and some varieties of basil. Eucalyptus olida has the highest known concentrations of methyl cinnamate (98 %) with a 2 - 6 % fresh weight yield in the leaf and twigs.
Methyl cinnamate is used in the flavor and perfume industries. The flavor is fruity and strawberry-like; and the odor is sweet, balsamic with fruity odor, reminiscent of cinnamon and strawberry.
It is known to attract males of various orchid bees, such as Aglae caerulea.
Methyl cinnamate crystals extracted using steam distillation from Eucalyptus olida.
Chemical Properties
Methyl cinnamate has a fruity, balsamic odor similar to strawberry and a corresponding sweet taste.
Occurrence
Reported found in the oil from rhizomes of Alpinia malaccensis, in the oil from leaves of Ocimum canum Sims.; in the oil of Narcissus jonquilla L.; in the oil from rhizomes of Gastrochilus panduratum Ridl.; two isomers (cis- and trans-) exist in natural. Also reported found in cranberry, guava, pineapple, strawberry fruit and jam, cinnamon leaf, Camembert cheeses, cocoa, avocado, plum, prune, cloudberry, starfruit, plum brandy, rhubarb, beli (Aegle marmelos Correa), loquat and Bourbon vanilla.
Uses
Methyl cinnamate is used as a fragrance ingredient in cosmetics and household products.
Uses
Methyl cinnamate was used to inhibit monophenolase and diphenolase activity of mushroom tyrosinase and it also has antimicrobial ability. It is mainly is used in the flavor and perfume industries. It is known to attract males of various orchid bees, such as Aglae caerulea.
Preparation
Methyl cinnamate is synthesized by esterification of cinnamic acid with methanol using HCl as catalyst, or by adding HCl to a boiling solution of cinnamyl nitrile in methanol.
Definition
ChEBI: Methyl cinnamate is a methyl ester resulting from the formal condensation of methyl cinnamic acid with methanol. It is found naturally in the essential oils of Alpinia and Basil leaf oil, and widely used in the flavor and perfume industries. It has a role as a flavouring agent, a fragrance, an insect attractant, a volatile oil component and an anti-inflammatory agent. It is a methyl ester and an alkyl cinnamate.
Synthesis Reference(s)
Journal of the American Chemical Society, 96, p. 1133, 1974 DOI: 10.1021/ja00811a029
Tetrahedron Letters, 29, p. 6119, 1988 DOI: 10.1016/S0040-4039(00)82281-9
General Description
Methyl cinnamate is an important flavoring agent and fragrance ingredient. It is one of the main aroma components of basil oil, Japanese and Korean matsutake mushrooms.
Flammability and Explosibility
Non flammable
Safety Profile
Moderately toxic by ingestion. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes.
Methyl cinnamate Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Hebei Mojin Biotechnology Co., Ltd | +8613288715578 | sales@hbmojin.com | China | 12453 | 58 |
| Henan Fengda Chemical Co., Ltd | +86-371-86557731 +86-13613820652 | info@fdachem.com | China | 7377 | 58 |
| Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 | sales@capotchem.com | China | 29797 | 60 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21695 | 55 |
| Hefei TNJ Chemical Industry Co.,Ltd. | +86-0551-65418679 +86-18949832763 | info@tnjchem.com | China | 2989 | 55 |
| Shanghai Zheyan Biotech Co., Ltd. | 18017610038 | zheyansh@163.com | CHINA | 3620 | 58 |
| career henan chemical co | +86-0371-86658258 | sales@coreychem.com | China | 29914 | 58 |
| SHANDONG ZHI SHANG CHEMICAL CO.LTD | +86 18953170293 | sales@sdzschem.com | China | 2931 | 58 |
| Hubei Jusheng Technology Co.,Ltd. | 18871490254 | linda@hubeijusheng.com | CHINA | 28180 | 58 |
| Jinan Finer Chemical Co., Ltd | +86-531-88989536 +86-15508631887 | sales@finerchem.com | China | 2966 | 58 |
View Lastest Price from Methyl cinnamate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2024-03-27 | Methyl cinnamate
103-26-4
|
US $0.00-0.00 / kg | 1kg | 99% | 50000kg | Hebei Yibangte Import and Export Co. , Ltd. | |
 |
2023-12-24 | Methyl cinnamate
103-26-4
|
US $100.00-1.00 / KG | 1KG | 99% | g-kg-tons, free sample is available | Henan Fengda Chemical Co., Ltd | |
 |
2023-09-14 | Methyl cinnamate
103-26-4
|
US $3.20 / bag | 1bag | 99% | 100MT | Wuhan Han Sheng New Material Technology Co.，Ltd |
-
- Methyl cinnamate
103-26-4
- US $0.00-0.00 / kg
- 99%
- Hebei Yibangte Import and Export Co. , Ltd.
-
- Methyl cinnamate
103-26-4
- US $100.00-1.00 / KG
- 99%
- Henan Fengda Chemical Co., Ltd
-
- Methyl cinnamate
103-26-4
- US $3.20 / bag
- 99%
- Wuhan Han Sheng New Material Technology Co.，Ltd
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