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METHYL
SALICYLATE
MADE BY-
Ashutosh Kumar
Ashwani Kant
PHYSICAL & CHEMICAL
PROPERTIES
 METHYL SALICYLATE is a colorless yellowish or
reddish liquid with odor of wintergreen.
 COLOURLESS OR YELLOW-TO-RED OILY LIQUID
WITH CHARACTERISTIC ODOUR.
 Odor:-
LIQUID HAVING THE CHARACTERISTIC ODOR OF
WINTERGREEN.
 Taste:-
LIQUID HAVING THE CHARACTERISTIC TASTE OF
WINTERGREEN.
 Density:-
1.174
PHYSICAL & CHEMICAL
PROPERTIES
 Boiling Point:-
432° F at 760 mm Hg
 Melting Point:-
16.5° F
 Solubility:-
less than 1 mg/mL at 66° F
Water Solubility-
Slightly soluble
 SOL IN CHLOROFORM, ETHER; MISCIBLE WITH ALC,
GLACIAL ACETIC ACID
 Flash Point:-
205° F
COMPUTED PROPERTIES
 Property Name Property Value
 Molecular Weight 152.149 g/mol
 Hydrogen Bond Donor Count 1
 Hydrogen Bond Acceptor Count 3
 Rotatable Bond Count 2
 Complexity 144
 Topological Polar Surface Area 46.5 A^2
 Monoisotopic Mass 152.047 g/mol
 Exact Mass 152.047 g/mol
 XLogP3 2.3
 Compound Is Canonicalized true
 Formal Charge 0
 Heavy Atom Count 11
 Defined Atom Stereocenter Count 0
 Undefined Atom Stereocenter Count 0
 Defined Bond Stereocenter Count 0
 Undefined Bond Stereocenter Count 0
 Isotope Atom Count 0
 Covalently-Bonded Unit Count 1
Property Name Property Value
Molecular Weight 152.149 g/mol
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 3
Complexity 144
Rotatable Bond Count 2
Exact Mass 152.047 g/mol
Covalently-Bonded Unit Count 1
STRUCTURES
 2D
STRUCTURES
 3D
METHOD OF PREPRATION
 1METHOD :-OIL IS WATER-STEAM DISTILLED FROM
LEAVES CHARGED INTO THE STILL AND ALLOWED
TO MACERATE FOR SEVERAL HR TO HYDROLYZE
GAULTHERIN GLUCOSIDE (METHYL SALICYLATE +
GLUCOSE). DISTILLATION FROM 5-6 HR YIELDS
APPROXIMATELY 0.7% ESSENTIAL OIL. OFTEN
ADULTERATED BY CO-DISTILLING SWEET BIRCH
BARK.
• MOSTLY PREPD BY ESTERIFICATION OF
SALICYLIC ACID WITH METHANOL. PRODUCT OF
COMMERCE IS ABOUT 99% PURE.
2 METHOD
 LINIMENT, COMPOUND: MENTHOL 4.5 G,
CAMPHOR OIL RECTIFIED 25 ML, OLIVE OR
PEANUT OIL 30 ML, METHYL SALICYLATE TO
MAKE 100 ML. OINTMENT, COMPOUND: METHYL
SALICYLATE 10 ML, MENTHOL 10 G, WHITE WAX 5
G, HYDROUS WOOL FAT TO MAKE 100 G.
• SPIRIT, PHENOLATED (PODIATRY):
LIQUEFIED PHENOL 1 ML, METHYL
SALICYLATE 3 ML, COMPOUND MYRCIA
SPIRIT 25 ML, ALCOHOL RUBBING
COMPOUND TO MAKE 100 ML.
USES:-
 Food additives -> Flavoring Agents
 Flavouring Agent: FLAVOURING_AGENT
 Industry Uses
1. Not known or reasonably ascertainable
2. Odor agents
 Consumer Uses
1. Cleaning and furnishing care products
2. Not known or reasonably ascertainable
3. Personal care products
RECENT RESEARCH
 In this paper, we propose a new and complete mechanism for dual
fluorescence of methyl salicylate (MS) under different conditions using a
combined experimental (i.e., steady-state absorption and emission
spectra and time-resolved fluorescence spectra) and theoretical (i.e.,
time-dependent density function theory) study. First, our theoretical study
indicates that the barrier height for excited state intramolecular proton
transfer (ESIPT) reaction of ketoB depends on the solvent polarity. In
nonpolar solvents, the ESIPT reaction of ketoB is barrierless; the barrier
height will increase with increasing solvent polarity. Second, we found
that, in alcoholic solvents, intermolecular hydrogen bonding plays a more
important role. The ketoB form of MS can form two hydrogen bonds with
alcoholic solvents; one will facilitate ESIPT and produce the emission
band in the blue region; the other one precludes ESIPT and produces the
emission band in the near-UV region. Our proposed new mechanism can
well explain previous results as well as our new experimental results.
THANKING YOU

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Methyl salicylate

  • 2. PHYSICAL & CHEMICAL PROPERTIES  METHYL SALICYLATE is a colorless yellowish or reddish liquid with odor of wintergreen.  COLOURLESS OR YELLOW-TO-RED OILY LIQUID WITH CHARACTERISTIC ODOUR.  Odor:- LIQUID HAVING THE CHARACTERISTIC ODOR OF WINTERGREEN.  Taste:- LIQUID HAVING THE CHARACTERISTIC TASTE OF WINTERGREEN.  Density:- 1.174
  • 3. PHYSICAL & CHEMICAL PROPERTIES  Boiling Point:- 432° F at 760 mm Hg  Melting Point:- 16.5° F  Solubility:- less than 1 mg/mL at 66° F Water Solubility- Slightly soluble  SOL IN CHLOROFORM, ETHER; MISCIBLE WITH ALC, GLACIAL ACETIC ACID  Flash Point:- 205° F
  • 4. COMPUTED PROPERTIES  Property Name Property Value  Molecular Weight 152.149 g/mol  Hydrogen Bond Donor Count 1  Hydrogen Bond Acceptor Count 3  Rotatable Bond Count 2  Complexity 144  Topological Polar Surface Area 46.5 A^2  Monoisotopic Mass 152.047 g/mol  Exact Mass 152.047 g/mol  XLogP3 2.3  Compound Is Canonicalized true  Formal Charge 0  Heavy Atom Count 11  Defined Atom Stereocenter Count 0  Undefined Atom Stereocenter Count 0  Defined Bond Stereocenter Count 0  Undefined Bond Stereocenter Count 0  Isotope Atom Count 0  Covalently-Bonded Unit Count 1 Property Name Property Value Molecular Weight 152.149 g/mol Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 3 Complexity 144 Rotatable Bond Count 2 Exact Mass 152.047 g/mol Covalently-Bonded Unit Count 1
  • 7. METHOD OF PREPRATION  1METHOD :-OIL IS WATER-STEAM DISTILLED FROM LEAVES CHARGED INTO THE STILL AND ALLOWED TO MACERATE FOR SEVERAL HR TO HYDROLYZE GAULTHERIN GLUCOSIDE (METHYL SALICYLATE + GLUCOSE). DISTILLATION FROM 5-6 HR YIELDS APPROXIMATELY 0.7% ESSENTIAL OIL. OFTEN ADULTERATED BY CO-DISTILLING SWEET BIRCH BARK. • MOSTLY PREPD BY ESTERIFICATION OF SALICYLIC ACID WITH METHANOL. PRODUCT OF COMMERCE IS ABOUT 99% PURE.
  • 8. 2 METHOD  LINIMENT, COMPOUND: MENTHOL 4.5 G, CAMPHOR OIL RECTIFIED 25 ML, OLIVE OR PEANUT OIL 30 ML, METHYL SALICYLATE TO MAKE 100 ML. OINTMENT, COMPOUND: METHYL SALICYLATE 10 ML, MENTHOL 10 G, WHITE WAX 5 G, HYDROUS WOOL FAT TO MAKE 100 G. • SPIRIT, PHENOLATED (PODIATRY): LIQUEFIED PHENOL 1 ML, METHYL SALICYLATE 3 ML, COMPOUND MYRCIA SPIRIT 25 ML, ALCOHOL RUBBING COMPOUND TO MAKE 100 ML.
  • 9. USES:-  Food additives -> Flavoring Agents  Flavouring Agent: FLAVOURING_AGENT  Industry Uses 1. Not known or reasonably ascertainable 2. Odor agents  Consumer Uses 1. Cleaning and furnishing care products 2. Not known or reasonably ascertainable 3. Personal care products
  • 10. RECENT RESEARCH  In this paper, we propose a new and complete mechanism for dual fluorescence of methyl salicylate (MS) under different conditions using a combined experimental (i.e., steady-state absorption and emission spectra and time-resolved fluorescence spectra) and theoretical (i.e., time-dependent density function theory) study. First, our theoretical study indicates that the barrier height for excited state intramolecular proton transfer (ESIPT) reaction of ketoB depends on the solvent polarity. In nonpolar solvents, the ESIPT reaction of ketoB is barrierless; the barrier height will increase with increasing solvent polarity. Second, we found that, in alcoholic solvents, intermolecular hydrogen bonding plays a more important role. The ketoB form of MS can form two hydrogen bonds with alcoholic solvents; one will facilitate ESIPT and produce the emission band in the blue region; the other one precludes ESIPT and produces the emission band in the near-UV region. Our proposed new mechanism can well explain previous results as well as our new experimental results.