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2-Methylcinnamic acid

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2-Methylcinnamic acid manufacturers

  • 2-Methylcinnamic acid
  • 2-Methylcinnamic acid pictures
  • $1.00
  • 2020-01-13
  • CAS:2373-76-4
  • Min. Order: 1KG
  • Purity: 98%-99.9%
  • Supply Ability: 100kg
2-Methylcinnamic acid Basic information
Product Name:2-Methylcinnamic acid
Synonyms:2-METHYLCINNAMIC ACID;3-O-TOLYL-ACRYLIC ACID;METHYLCINNAMIC ACID,2-;2-methylcinnamic acid, predominantly trans;trans-2-Methylcinnamic acid;2-METHYLCINNAMIC ACID, 99%, PREDOMINANTL Y TRANS;5-Bromovaniline;2-Methylcinnamicacid,98+%
CAS:2373-76-4
MF:C10H10O2
MW:162.19
EINECS:219-150-5
Product Categories:Aromatic Cinnamic Acids, Esters and Derivatives;Cinnamic acid;C10;Carbonyl Compounds;Carboxylic Acids;Building Blocks;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks;2373-76-4;11
Mol File:2373-76-4.mol
2-Methylcinnamic acid Structure
2-Methylcinnamic acid Chemical Properties
Melting point 174-176 °C(lit.)
Boiling point 228.88°C (rough estimate)
density 1.0281 (rough estimate)
refractive index 1.5766 (estimate)
storage temp. Sealed in dry,Room Temperature
solubility almost transparency in Methanol
form powder to crystal
pka4.5(at 25℃)
color White to Almost white
BRN 2500607
InChI1S/C10H10O2/c1-8-4-2-3-5-9(8)6-7-10(11)12/h2-7H,1H3,(H,11,12)/b7-6+
InChIKeyRSWBWHPZXKLUEX-VOTSOKGWSA-N
SMILESCc1ccccc1\C=C\C(O)=O
LogP2.870 (est)
CAS DataBase Reference2373-76-4(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 37/39-26-36-24/25
WGK Germany 3
HazardClass IRRITANT
HS Code 29163990
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
2-Methylcinnamic acid Usage And Synthesis
Chemical PropertiesWhite flakes or crystal
Uses2-Methylcinnamic acid may be used as starting reagent for the total synthesis of the cytotoxic alkaloid, 22-hydroxyacuminatine and for the preparation of (E)-2-methylcinnamic acid i-butylammonium salt.
DefinitionChEBI: 2-Methylcinnamic Acid is a member of cinnamic acids.
General Description2-Methylcinnamic acid has been reported to exhibit strong anti-fungal activity against white-rot fungus Lenzites betulina and brown-rot fungus Laetiporus sulphureus. Hydrogenation of 2-methylcinnamic acid using Walphos ligands and their biferrocene analogs has been studied.
Synthesis
Malonic acid

141-82-2

2-Methylbenzaldehyde

529-20-4

(E)-3-(2-methylphenyl)prop-2-enoic acid

939-57-1

GENERAL STEPS: 2-Methylbenzaldehyde (50 g, 417 mmol) was dissolved in pyridine (2 eq., 65 mL) under stirring conditions, followed by the addition of malonic acid (86.6 g, 834 mmol). The reaction mixture was heated to reflux for 4-5 hours. Upon completion of the reaction, the mixture was slowly poured into ice water and then acidified with 1N HCl. The precipitated white solid was collected by filtration, washed with water and dried under high vacuum for 3-4 h to give (E)-3-(o-tolyl)acrylic acid (57 g, 87% yield).

References[1] Patent: US2013/178457, 2013, A1. Location in patent: Paragraph 0173
[2] Patent: WO2013/5168, 2013, A2. Location in patent: Page/Page column 32
[3] Tetrahedron Letters, 2011, vol. 52, # 41, p. 5371 - 5374
[4] Journal of Organic Chemistry, 1986, vol. 51, # 7, p. 1120 - 1123
[5] Patent: WO2013/74892, 2013, A1. Location in patent: Page/Page column 39-40
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