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o-Anisaldehyde Basic information
Description References
Product Name:o-Anisaldehyde
Synonyms:o-Anisaldehyde:2-benzaldehyde;o-Anisaldehyde, 98% 100GR;o-Anisaldehyde, 98% 5GR;2-benzaldehyde Salicylaldehyde Methyl r;Adjacent benzene forMaldehyde;o-Anisaldehyde 〔o-benzaldehyde〕;2--benzaldehyd;2-benzenecarboxaldehyde
CAS:135-02-4
MF:C8H8O2
MW:136.15
EINECS:205-171-7
Product Categories:aldehyde;Fluorescent;Aromatic Aldehydes & Derivatives (substituted);Benzaldehyde;Pyridines
Mol File:135-02-4.mol
o-Anisaldehyde Structure
 
o-Anisaldehyde Chemical Properties
Melting point34-40 °C(lit.)
Boiling point238 °C(lit.)
density1.127 g/mL at 25 °C(lit.)
FEMA4077 | O-ANISALDEHYDE
refractive index1.5608
Fp244 °F
storage temp.Store below +30°C.
solubilitySolubility Slightly soluble in water; soluble in ethanol
formLow Melting Crystalline Mass
Specific Gravity1.127
colorLight yellow to pale brown
PH RangeNon1 uorescence (3.1) to green 1 uorescence (4.4)
Water Solubilityinsoluble
SensitiveAir Sensitive
JECFA Number2062
BRN606301
Major ApplicationBattery, hair dyes, bird repellents, cosmetics, antibacterial, antipyretic
CAS DataBase Reference135-02-4(CAS DataBase Reference)
NIST Chemistry ReferenceBenzaldehyde, 2--(135-02-4)
EPA Substance Registry SystemBenzaldehyde, 2-- (135-02-4)
 
Safety Information
Hazard CodesXi
Risk Statements36/37/38-36/38
Safety Statements26-36-37/39
WGK Germany2
RTECSBZ2610000
F9-23
TSCAYes
HS Code29124900
ToxicityLD50 orally in Rabbit: 2500 mg/kg LD50 dermal Rabbit > 5000 mg/kg
MSDS Information
ProviderLanguage
2-benzaldehydeEnglish
SigmaAldrichEnglish
ACROSEnglish
ALFAEnglish
 
o-Anisaldehyde Usage And Synthesis
DescriptionO-Anisaldehyde (also 2-benzaldehyde) is found in cassia oil, cinnamon bark, and cinnamon bark oil. It is a clear colorless liquid with a strong aroma.
O-Anisaldehyde is used as a flavor agent in foods including nonalcoholic/alcoholic beverages, baked goods, chewing gum, confections, frozen dairy, fruit ices, hard/soft candy, instant coffee, tea, Jams, jellies, and milk products. O-Anisaldehyde has been used to examine the acaricidal activity of Periploca sepium oil and its active component against Tyrophagus and to obtain good enantioselectivities using Cu(OAc)(2)-bis(oxazolines) via hydrogen bonding in asymmetric Henry reaction.
References[1] George A. Burdock (2016) Fenraoli’s Handbook of Flavor Ingredients, Sixth Edition.
[2] https://www.alfa.com/en/catalog/A10770/
Descriptiono-benzaldehyde has a faint, sweet, floral odor. It blends well with cassia. It has a spice-like flavor, quite bitter above 30 - 40 ppm. May be prepared from salicylaldehyde and dimethyl sulfate in weak alkaline solution.
Chemical PropertiesColorless to cream amber crystalline powder; sweet powdery hawthorn guaiacol vanilla acetophenone almond aroma.
Chemical Propertieslight yellow to pale brown
OccurrenceReported found in Cassia oil, cinnamon bark, and Cinnamon bark oil (Cinnamomum zeylanicum Blume), Sri Lanka (0.09–0.15%)
UsesIntermediate.
Aroma threshold valuesMedium strength odor; anisic type; recommend smelling in a 10.00% solution or less.
Taste threshold valuesSweet powdery guaiacol musty vanilla floral almond taste at 50 ppm in water.
Synthesis Reference(s)Journal of Heterocyclic Chemistry, 11, p. 943, 1974 DOI: 10.1002/jhet.5570110616
Tetrahedron Letters, 25, p. 1843, 1984 DOI: 10.1016/S0040-4039(01)90056-5
Safety ProfileModerately toxic by ingestion. A skin irritant. Mutation data reported. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes.
 
o-Anisaldehyde Preparation Products And Raw materials
Raw materialsPotassium carbonate-->Salicylaldehyde
Preparation Products3-(2--PHENYL)-PROPIONALDEHYDE-->2-phenyl-->2--N-METHYLBENZYLAMINE 97-->2--N-methylbenzylamine hydrochloride ,97%

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