methyl (E)-cinnamate

methyl trans-cinnamate

CAS: 1754-62-7 C10 H10 O2 MW: 162.18810000 balsamic

Identification

Namemethyl (E)-cinnamate
IUPACmethyl (E)-3-phenylprop-2-enoate
CAS Number1754-62-7
FDA UNII533CV2ZCQL
Molecular FormulaC10 H10 O2
Molecular Weight162.18810000
MDL NumberMFCD00008458
Nikkaji NumberJ43.384E
CoE Number333
XlogP32.60 (est)

Regulatory

FEMA Number2698
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA RegulationFDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION

Physical Properties

Appearance white crystals (est)
Assay 98.00 to 100.00
Halogens Chlorine free
Food Chemicals Codex Listed Yes
Melting Point 36.00 to 38.00 °C. @ 760.00 mm Hg
Boiling Point 254.00 to 255.00 °C. @ 760.00 mm Hg
Congealing Point 33.80 °C.
Acid Value 2.00 max. KOH/g
Vapor Pressure 0.011000 mmHg @ 25.00 °C. (est)
Vapor Density 5.5 ( Air = 1 )
Flash Point > 230.00 °F. TCC ( > 110.00 °C. )
logP (o/w) 2.458 (est)
Soluble in alcohol
Insoluble in water

Organoleptic Properties

Odor Strength medium
Substantivity 164 hour(s) at 100.00 %
Odor Description
at 100.00 %.
SWEET, BALSAMIC WITH FRUITY NUANCES
Balsamic, sweet, fruity-strawberry, fresh. Powerful
Taste Description FRUITY, STRAWBERRY-LIKE

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Human Experience10 % solution: no irritation or sensitization.
Oral/Parenteral Toxicityoral-rat LD50 2610 mg/kg
Dermal Toxicityskin-rabbit LD50 > 5000 mg/kg
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavor and fragrance agents
RIFM Fragrance Material Safety AssessmentSearch
Recommendation for methyl (E)-cinnamate usage levels up to2.0000 % in the fragrance concentrate.
baked goods-
beverages(nonalcoholic)-
beverages(alcoholic)-
breakfast cereal-
cheese-
chewing gum2.70000
condiments / relishes-
confectionery froastings-
egg products-
fats / oils-
fish products-
frozen dairy-
fruit ices-
gelatins / puddings1.70000
granulated sugar-
gravies-
hard candy-
imitation dairy-
instant coffee / tea-
jams / jellies-
meat products-
milk products-
nut products-
other grains-
poultry-
processed fruits-
processed vegetables-
reconstituted vegetables-
seasonings / flavors-
snack foods-
soft candy-
soups-
sugar substitutes-
sweet sauces-

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Potential Uses

FR acacia FR amber FR balsam FR basil oil replacer FR blackberry FR blueberry FR butter FR carnation FR cherry FR cherry blossom FR christmas FR currant FL/FR galangal root FR honeysuckle FR incense FR jasmin FR jonquil FR lavender FR lilac FR mulberry FR musk FR narcissus FR orange blossom FR oriental origan FR peach FR pepper FR plum FR raspberry FR rose FR spice FR strawberry FR tobacco FR vanilla FR wisteria FR woody

Natural Occurrence

basil oil CO2 sweet @ 1.40% Data basil oil sweet @ 2.50% Data basil oil var. glabratum turkey @ 27.28% Data cinnamon PMC eschweilera coriacea (a. p. dc.) mori flower oil brazil @ 1.30% Data jonquil manuka var. eximium oil australia @ trace% Data narcissus narcissus absolute @ 1.13% Data narcissus absolute @ 15.84% Data ocimum canum sims. leaf pepper PMC strawberry wild strawberry fruit sugandha kokila berry oil @ 13.70% Data

Synonyms

(E)- cinnamic acid methyl ester methyl (2E)-3-phenylacrylate methyl (2E)-3-phenylprop-2-enoate methyl (E)-3-phenyl propenoate methyl (E)-3-phenyl-2-propenoate methyl (E)-3-phenylprop-2-enoate methyl (E)-cinnamylate methyl cinnamate (E) methyl trans-cinnamate (2E)-3- phenyl-2-propenoic acid methyl ester (E)-3- phenyl-2-propenoic acid methyl ester (E)-3- phenyl-acrylic acid methyl ester 2- propenoic acid, 3-phenyl-, methyl ester, (2E)- PubMed: Inhibitory effects of methyl trans-cinnamate on mushroom tyrosinase and its antimicrobial activities. PubMed: Structure and reactivity of theobrominate and theophyllinate complexes with methyl trans-cinnamate. PubMed: Modification of reaction rates by complex formation. II. Inhibition of the rate of alkaline hydrolysis of methyl trans-cinnamate by some heterocyclic compounds.