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| CAS No.: | 140-10-3 |
|---|---|
| Name: | trans-Cinnamic acid |
| Article Data: | 820 |
| Molecular Structure: | |
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|
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| Formula: | C9H8O2 |
| Molecular Weight: | 148.161 |
| Synonyms: | trans-Cinnamic acid; (2E)-3-Phenylacrylic acid; Cinnamic acid; trans-Cinnamic Acid; Cinnamyl acid; trans-3-Phenylacrylic Acid; trans-3-Phenylacrylic acid,Cinnamic acid; 查看更多英文别名 收起 |
| EINECS: | 205-398-1 |
| Density: | 1.184 g/cm3 |
| Melting Point: | 133 °C(lit.) |
| Boiling Point: | 265 °C at 760 mmHg |
| Flash Point: | 189.5 °C |
| Solubility: | Water Solubility: 0.4 g/L (20 °C); soluble in diethyl ether, insoluble in hexane |
| Appearance: | White to almost white crystalline powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36/37/39 |
| PSA: | 37.30000 |
| LogP: | 1.78440 |
- 144851-82-1METHYL2-AMINO-3-FLUOROBENZOATE
- 483366-12-7(2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidine
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- 5156-58-1N-(1-Benzyl-4-pipperidinyl)-N-phenylpropanamide HCl
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- 50288-62-5threo-Phenyl-2-piperidyl acetamide
- 82993-81-5D-threo-Ritalinic acid hydrochloride
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- 73441-42-6METHYL-5-CHLORO-2,2-DIMETHYLVALERATE
- 14371-10-9
(E)-3-phenylpropenal
- 140-10-3
(E)-3-phenylacrylic acid
| Conditions | Yield |
|---|---|
| With cobalt(II) 2,9,16,23-phthalocyanine tetrasulfonic acid In water; acetonitrile at 20℃; under 760.051 Torr; for 150h; UV-irradiation; | 100% |
| With oxygen; potassium carbonate; 1,3-bis(mesityl)imidazolium chloride In water; N,N-dimethyl-formamide at 25℃; for 16h; | 99% |
| With sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide In toluene at 10℃; for 1h; Product distribution; var. solvents; other reaction partners; other aldehydes; | 95% |
| Conditions | Yield |
|---|---|
| With barium dihydroxide In methanol at 80℃; for 2h; | 100% |
| 98.5% | |
| 98.5% |
| Conditions | Yield |
|---|---|
| With triethylamine; PdCl2(4,4'-bis(n-C10F21CH2OCH2)-2,2'-bpy) In N,N-dimethyl-formamide at 140℃; for 3h; Heck reaction; | 100% |
| With potassium carbonate; palladium dichloride In water at 20 - 100℃; Heck reaction; Inert atmosphere; | 99% |
| With potassium hydroxide In water at 90℃; for 5h; Mizoroki-Heck reaction; | 99% |
- 17719-70-9
(E)-vinyl cinnamate
- 140-10-3
(E)-3-phenylacrylic acid
| Conditions | Yield |
|---|---|
| With water; dichloro bis(acetonitrile) palladium(II) at 40℃; for 1h; | 100% |
| Conditions | Yield |
|---|---|
| With piperidine; pyridine at 22℃; for 3h; ultrasound; | 99% |
| With piperidine; pyridine at 90℃; for 1h; | 99% |
| With ammonium acetate for 0.05h; Irradiation; | 98% |
| Conditions | Yield |
|---|---|
| With copper acetylacetonate; oxygen; sodium hydroxide; 1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene In water at 50℃; under 760.051 Torr; for 12h; Sealed tube; | 99% |
| With pyridine; air; copper es entsteht Kupfer(II)-cinnamat; | |
| With air |
- 1866-31-5, 56289-55-5, 56289-56-6
(E)-allyl cinnamate
- 140-10-3
(E)-3-phenylacrylic acid
| Conditions | Yield |
|---|---|
| [(cyclopentadienyl)bis(acetonitrile)(triphenylphosphine)ruthenium(II)] hexafluorophosphate In methanol at 25℃; for 6h; | 99% |
| With palladium 10% on activated carbon; silica gel In methanol at 120℃; for 0.5h; Flow reactor; | 95% |
| With iodine; dimethyl sulfoxide for 0.333333h; Heating; | 87% |
| With phosphate buffer; Bacillus subtilis esterase BS2 In methanol; hexane at 37℃; for 3h; pH=7.4; Product distribution; Further Variations:; Reagents; reaction times; enzyme/substrate ratios; | 83% |
| With pyrrolidine; tetrakis(triphenylphosphine) palladium(0); triphenylphosphine In acetonitrile at 0℃; Yield given; |
| Conditions | Yield |
|---|---|
| With ruthenium trichloride; potassium hydroxide; potassium peroxomonosulphate for 3h; Ambient temperature; | 99% |
| With potassium permanganate; Rexyn 101 H ion exchange resin In dichloromethane for 4.15h; Heating; | 95% |
| With [bis(acetoxy)iodo]benzene; iodine In acetonitrile at 20℃; for 3h; | 93% |
| Conditions | Yield |
|---|---|
| [1,3-bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(O-isopropoxyphenylmethylene)ruthenium In dichloromethane at 100℃; for 0.5h; microwave irradiation; | 99% |
A
- 19638-17-6, 16894-68-1
tetraphenylantimony(V) chloride
B
- 140-10-3
(E)-3-phenylacrylic acid
| Conditions | Yield |
|---|---|
| With aq. HCl | A 99% B n/a |
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Consensus Reports
Reported in EPA TSCA Inventory.
Specification
trans-Cinnamic acid is a white crystalline organic acid, which is slightly soluble in water. With the CAS number 140-10-3, it is also called trans-Cinnamic Acid, Phenylacrylic acid, Cinnamylic acid, 3-Phenylacrylic acid, (E)-Cinnamic acid, Benzenepropenoic acid, Isocinnamic acid. It is obtained from oil of cinnamon, or from balsams such as storax.
Physical properties about trans-Cinnamic acid are: (1)ACD/LogP: 2.412; (2)ACD/LogD (pH 5.5): 1.22; (3)ACD/LogD (pH 7.4): -0.57; (4)ACD/BCF (pH 5.5): 2.60 ; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 31.72; (7)ACD/KOC (pH 7.4): 1.00; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.616; (12)Molar Refractivity: 43.707 cm3; (13)Molar Volume: 125.035 cm3; (14)Polarizability: 17.327 10-24cm3; (15)Surface Tension: 49.7249984741211 dyne/cm; (16)Density: 1.185 g/cm3; (17)Flash Point: 189.53 °C ; (18)Enthalpy of Vaporization: 53.129 kJ/mol; (19)Boiling Point: 264.999 °C at 760 mmHg; (20)Vapour Pressure: 0.00499999988824129 mmHg at 25°C
Uses of trans-Cinnamic acid: This is a fragrant acid occurring in aromatic resins. Cinnamic acid and its derivatives are used as important components in flavours, perfumes, synthetic and pharmaceuticals, though its primary use is in the manufacturing of the methyl, ethyl, and benzyl esters for the perfume industry.
When you are using this chemical, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear suitable protective clothing;
3. Wear suitable gloves and eye/face protection;
You can still convert the following datas into molecular structure:
(1)InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+;
(2)InChIKey=WBYWAXJHAXSJNI-VOTSOKGWSA-N;
(3)Smilesc1(\C=C\C(O)=O)ccccc1;
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| bird - wild | LD50 | oral | 100mg/kg (100mg/kg) | Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983. |