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Anisic aldehyde

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Anisic aldehyde Chemical Properties
mp -1 °C
bp 248 °C(lit.)
density 1.121
vapor density 4.7 (vs air)
refractive index n20/D 1.573(lit.)
FEMA 2670
Fp 228 °F
storage temp. Refrigerator
Sensitive Air Sensitive
Merck 14,663
BRN 471382
CAS DataBase Reference123-11-5(CAS DataBase Reference)
NIST Chemistry ReferenceBenzaldehyde, 4-methoxy-(123-11-5)
EPA Substance Registry SystemBenzaldehyde, 4-methoxy-(123-11-5)
Safety Information
Hazard Codes Xn,Xi,T,F
Risk Statements 22-36/37/38-39/23/24/25-23/24/25-11-R22-36/38
Safety Statements 26-36-45-36/37-16-7
RIDADR UN 3316 9/PG 2
WGK Germany 1
RTECS BZ2625000
10-23
HazardClass IRRITANT
HS Code 29124900
Hazardous Substances Data123-11-5(Hazardous Substances Data)
MSDS Information
ProviderLanguage
Anisic aldehyde English
SigmaAldrich English
ACROS English
ALFA English
Anisic aldehyde Usage And Synthesis
Product descriptionAnisaldehyde(Anisic aldehyde),also known as anisaldehyde,4-methoxybenzaldehyde, anisaldehyde, anise aldehyde, is colorless to pale yellow liquid at room temperature with a similar smell of hawthorn. Density 1.123g / cm3 (20 ℃). Melting point 2℃. The boiling point is 249.5. The refractive index is 1.5731. It is difficult to dissolve in water (solubility in water 0.3%), slightly soluble in propylene glycol, glycerin, soluble in ethanol, ether, acetone, chloroform and other most organic solvents. It can be volatiled with the steam. It exists in the oil of anise, fennel oil, dill oil, Acacia flowers, vanilla extract in nature, obtained by oxidation and separation. The synthesized methods are as follows:(1) Phenol is methylated with dimethyl sulfate, and then it is followed by the reaction of chlorine methylation, hydrolysis; (2) p-cresol is methylated and then obtained by further oxidized; (3) It can be obtained through methylation of p-hydroxybenzaldehyde. It is mainly used as flavor base of hawthorn, sunflower, lilac and other flavors, blending spices of new treasure, white gold Albizia julibrissin, Acacia, grass perfume and other flavors, co-flavoring agents of Lily fragrance and modified agent of sweet scented osmanthus flavor. Tetra (p-methoxyphenyl) porphyrin and cobalt complexes can be synthetized by methoxy benzaldehyde and pyrrole as raw materials, in the reaction system of propionic acid as solvent and chloroacetic acid as catalyst. As an excellent bright agent for non-cyanide zinc plating DE additive, it can improve the anodic polarization over a wide current range, get bright coating, to create favorable conditions for environmental protection. Anti-microbial drugs cefadroxil benzyl penicillin derived from anisaldehyde in the pharmaceutical industry for the manufacture is an intermediate of antihistamine drugs. It is allowed for the use of edible spices conformed to China's GB2760-86 regulations .It is mainly for the preparation of essence of vanilla, spices, apricot, cream, fennel, caramel, cherry, chocolate, walnuts, raspberry, strawberry, mint and so on. Methoxycinnamic aldehyde can be obtained through condensation of anisaldehyde and acetaldehyde in alkaline conditions.
AromaThere is a strong anise-like aroma and hawthorn. It is fresh, green fennel aroma. The scent of the flower is like the Hawthorn flower, while the scent of the beans is like the scent of vanilla bean. It has some sweetness of herbs and spices. The fragrance is strong, and lasts for quite long time. There is stronger and clearer alcohol and rougher than anise.
The above information is edited by the Chemicalbook of Tian Ye.
Content Analysis0.8g of anisaldehyde is accurately weighed, and determined according to the method of aldehyde and ketone determination (OT-7) or the method of determination of two or aldehyde (OT-6).The time of the reactional placement for samples and control samples are 1.5 minutes respectively. Calculation of the equivalent factor (E) is to take 68.08. Or it can be measured by gas chromatography (GT-10-4) nonpolar column method.
ToxicityADI 1mg/kg(CE). LD50 1510 mg/kg(Rat, Oral). No evident abnormal showed in the process of growth, blood, tissues from rats which were either raised by feeds containing 1000 mg/kg anise aldehyde for 27~28 weeks or raised by feeds containing 10000 mg/kg anise aldehyde for 15 weeks.
Application limitationFEMA (mg/kg): Soft drinks 6.3; cold drink 5.6; candy 14; baked goods 16; puddings class from 0.5 to 30; gum from 18 to 76.Moderate limit(FDA§172.515,2000).The concentration of the final product is generally 5 ~ 30mg / kg.
The standards of the maximum amount of food additives and maximum allowable residue limitsThe standards of the maximum amount of food additives and maximum allowable residue limits
Chemical PropertiesColorless or light yellow liquid ; Cured getting cold. The relative density : 1.119-1.123, the refractive index: 1.5710-1.5750; boiling point: 246-248℃; melting point: 1-2.5℃; flash point 100℃above. Dissolved in 2 volumes of 60% ethanol. Mutually dissolvable with oil flavor. Acid value < 6.0 .The scent of the flower is like the Hawthorn flower, while the scent of the beans is like the scent of vanilla bean. It has some sweetness of herbs and spices. The fragrance is strong, and lasts for quite long time.
UsesIt is the main body of floral perfumes for the deployment of Hawthorn. It can also be used for lilac, orchid, sunflower, acacia, shy flower, black locust, magnolia, wallflowers and sweet bean curd and other floral and new treasure, Hong Wei, aldehyde and other non-fragrant flower essences. It can also be used for other heavy woody sandalwood flavor as well as used in soap flavor. Its sweetness is used in the food and to reconcile flavor.
The product has a persistent aroma of hawthorn. It is used as the main spice in hawthorn flowers, sunflower, lilac flavor; Lily of the valley as a flavoring agent in flavor; it can also be used as modifier in the sweet-scented osmanthus flavor as well as for daily flavors and food flavor. The product is allowed for the temporary use of edible spices under China GB2760-86 provisions. It is mainly used for mint flavor of preparation of vanilla, incense and spice, apricot, cream, fennel, caramel, cherry, chocolate, walnuts, raspberry, strawberry, etc. The effect is very good when cooperating with the orange essential oil. As an excellent bright agent for non-cyanide zinc plating DE additive, it can improve the anodic polarization over a wide current range, get bright coating, to create favorable conditions for environmental protection. Anti-microbial drugs cefadroxil benzyl penicillin derived from anisaldehyde in the pharmaceutical industry for the manufacture is an intermediate of antihistamine drugs.
It can be used for the preparation and organic synthesis of perfume.
2760--1996 GB provides for the temporary use of edible spices. It is mainly used for the flavor of preparation of vanilla, spices, apricot, cream, fennel, caramel, cherry, chocolate, walnuts, peach, raspberry, strawberry and mint.
Spices. Anti-microbial drugs cefadroxil benzyl penicillin derived from anisaldehyde in the pharmaceutical industry for the manufacture is an intermediate of antihistamine drugs.
Production methodIt can be obtained through p-cresol methyl ether from the p-cresol by methylation and then oxidation by adding manganese dioxide and sulfuric acid. Or it is derived from the oxidation of anisole.
Anise aldehyde is mainly included in anise oil, fennel oil, dill oil, gold Albizia julibrissin oil, vanilla extract, etc. When extracted from natural raw materials, it is oxidated by ozone, nitric acid, potassium permanganate, sodium dichromate or sulfuric acid, in the presence of p-Aminobenzene Sulfonic. It can also be obtained as follows: Anethole is Isolated from the essential oil, then decomposed by yellow blood salt, water, sodium bisulfite and other appropriate decomposing agent, cutting off the allyl double bond and generating anise aldehyde. According to the method, the yield was 60%. It had been discovered and synthesized before it has been isolated from the essential oil. The product can be prepared to take from phenol and anisole, cresol ether, preparation of p-hydroxybenzaldehyde and other raw materials. Using dimethyl sulfate for methylation of phenol, followed by chloromethylation reaction Fennel introducing chloromethyl ether and Urotropine with salt, and then hydrolyzed to chloromethyl into aldehyde (Suo Mulai reaction) to prepare p-methoxy benzaldehyde. Another promising approach is to turn on the methylation of toluene, the formation of methyl phenyl ether, and then oxidation to obtain the production. In foreign countries, the current method is using oxidating p-methyl anisole in sulfuric acid in the presence of the oxidizing agent such as potassium dichromate, potassium permanganate and manganese dioxide.
CategoryFlammable liquids.
Toxicity gradingModerately toxic.
Acute toxicityOral - rat LD50: 1510 mg / kg; oral - guinea pig LD50: 1260 mg / kg.
Stimulus dataSkin - rabbit 500 mg / 24 hours moderate.
Flammability hazard characteristicsCombustible; combustion to produce smoke.
Chemical Propertiesclear colorless to pale yellowish liquid
Storage and transportation characteristicsTreasury ventilation low-temperature drying.
Extinguishing agentDry powder, foam, sand, carbon dioxide, water mist.
Tag:Anisic aldehyde(123-11-5) Related Product Information
3,5-Dimethoxybenzaldehyde p-Hydroxybenzaldehyde 2,5-Dimethoxybenzaldehyde 4-Isopropylbenzaldehyde 3-ANISALDEHYDE Anise oil 2,4-Dimethoxybenzaldehyde 3-(4-ISOPROPYLPHENYL)ISOBUTYRALDEHYDE Anisic acid 2,3-Dimethoxybenzaldehyde 2-ANISALDEHYDE Veratraldehyde 1-Nonanal 4-(Trifluoromethoxy)aniline 4-Methoxybenzylchloride Paraldehyde Anisic aldehyde 4-Methoxyphenol