Citral

Product Name:

Citral

Synonym:

VI-Octadienal, amino-3,7-II, cis trans-Citral, Cis-Citral: Citral (cis et trans); Citralacis-3,7-amino-2,6-octadienal: Citral, & T c, Citral, mixtureofcisandtrans : femanumber2303

CAS:

5392-40-5

MF:

C10H16O

MW:

152.23

EINECS:

226-394-6

Product Categories:

Mol File:

5392-40-5.mol

Liquescens punctum

<10 ° C

Ferveret

CCXXIX ° C (Litt.)

density

0.888 g / ml at25 ° C (Litt.)

vapor densitatem,

V (vs caeli)

vapor pressura

0,2 mm Aggaei (CC ° C)

refractivam index

n20 / D 1.488 (lit.)

potenti

MMCCCIII | Citral

Fp

CCXV ° F

temp repono.

2-8 ° F

solubility

0.42g / l

forma

Liquid

color

subhyalina vel lightyellow

terminus explosive

4.3-9.9% (V)

aqua Solubility

PRACTICALLYINSOLUBLE

Number JECFA

1225

Merck Poland

14,2322

BRN

1721871

Stabilitatem:

Firmum. sed readilyisomerizes. Repugnat alkalies fortis oxidizing agentibus strongacids. Combustibilis ab aere obscuritas. Lumen caeli et in sensitivo.

CAS DataBase Reference

5392-40-5 (CAS DataBase Reference)

Quaestiones NIST Reference

Citral (5392-40-5)

Ratio Subcriptio quod substantia EPA

Citral (5392-40-5)

aleam Codes

XI

risk Denunciationes

38-43

Denunciationes salutem

XXIV / 25-37

RIDADR

1760

Germania WGK

1

RTECS

RG5075000

Autoignition Temperature

CCXXV ° F

Capparis

Ita

HS Code

XIX 00 MMCMXII

HazardClass

8

PackingGroup

III

Ancipitia substantiae Data

5392-40-5 (Malo Periculosam substantias Indicium)

Aedes

LD50 mures inclusi essent in viva voce, 4.96 g / kg (Opdyke)

Overview

Citral (C10H16O), 3,7-et dicitur amino-2,6-octadienal est, pallide flavo liquido stronglemon cum odore, ut etiam in plantis est essentialis olea. Est solutum in ethanol praeservatum non posse dissolvi inwater (ethyl arcu), diethyl aetheris, et est minerale oil.It in exercendis armorum officinis quibusdam pigmentis et flavorings et otherchemicals. Chemically, Citral est mixtisque aldehydes duabus hypotheticis quae habent formam, sed diversis opinor eadem structuris praebet veritatem.
analysis content
1g verius expendunt super a sample, et praestare per modum determinationby in hydroxylamine (OT VII-, unum modum), et in aldehyde ketonedetermination. In equivalent elementum (e) in calculo commisi 76,12.

Aedes

ADI 0.5mg * 0 / kg (FAO / WHO, 1994-). LD50 (IV)CMLX mg / kg (rat, per os); MNL D mg / kg.

usus fines

Potenti (mg / kg) softdrinks 9.2; XXIII frigus bibit, XLI Candy; XLIII arte pistoria, rememorando secum gummi CLXX

Properties eget

Orslightly sine colore flavo liquido; CITRUM fortem saporem; non optical situ; boilingpoint CCXXVIII ° F; XCII mico punctum F;
Sunt duo cis et trans isomers. In sodium bisulfite curatio, cisisomer solubility est minima, dum est trans isomer solubility verylarge, et duos isomers possunt separari.
Porro Cis Citral: relative densitas (d20) 0.8898, refractivam index (nD20) 1.4891: ferveret CXVIII * 119a (2666Pa).
Trans Citral: relative densitas (d20) 0.8888, refractivam index (nD20) 1.4891: ferveret CXVII * 118a (2666Pa).
Solutum in non-volatile unguento delibuti et volatile unguento delibuti, et ethanol praeservatum propylene glycol, et glycerolum posse dissolvi in ​​aqua: inconstans in acidis alcalina robore
Naturalis sisterent products in CITREA herba oleum (LXX% ad LXXX%) Litsea cubeba oleum (de LXX%), CITREA oleum, oleum album CITREA, citri folium oleum et alia hujusmodi.

application

Citral est anartificial flavor licet uti in Sina, qui possunt ad preparestrawberries, poma, apricots, aurantium dulcis, et alius fructum, CITREA basedflavors. Secundum necessitates normalis productio, in quantum citrals usus est inchewing russam defricare 1.70mg / kg; arte pistoria 43mg / kg; Candy 41mg / kg; Frigus drinks23mg / kg; mollis bibit 9.2mg / kg.
Et est late usus est in agentibus ofsoap CONDITIO Dishwashing detergents, et aqua, et sellam pertusam est. Citral potest adhiberi ut rudis materia ad synthesizeionone, yl, et ionone dihydro Damascenus conscripsit. Organicum ut rudis materia, ut redigatur ad canalso generate citronellol; alcohole nerol Geraniol et beconverted in lemonile. In pharmaceutical industria, potest non uti Vitaminum A et E forthe exercendis armorum officinis; et quoque sicut ofchlorophyll rudis materia.

modum productio

Citral naturalexists Litsea cubeba in oleum (circiter LXXX%), CITREA herba oleum (LXXX%) subita tumuit basiloil (LXV%), uvam oleum lemon (XXXV%) oleum et CITREA. Et industria, Citral can bederived ab naturalis essentialis olea, ex eget neque parari.
Rudis materiam synthesis secundum quod yl heptenone
Magnesium Ethoxyacetylene methyl bromide et heptenone condensationreaction facere amino-I-3,7-formare ethoxy-III-VI-hydroxy-I-yne octene, quae partim wasthen hydrogenated coram catalysis est generate aut enolum explorabantur ether.And in enolum explorabantur deinde cum hydrolyzed phosphoric acidum et siccis toobtain Citral cum ratione fructus yl heptenone LXVIII%. Inaddition, acetylene, et praestare poterat yl heptenone reactionto forma dehydrogenation linalool condensatio, igitur quod per se ordinantur ad CXL presenceof Silicon sulfone catalysis CL ~ ° F enervata getcitral possim incolumis esse.
Litsea cubeba oleum ex (quae est ad modum pelagus uber Citral inChina)
Addere XXX kg de cubeba oleum continet circa LXXV% of Citral in mixtisque underfully gentem, quæ fuit paratus per XVIII kg de sodium bicarbonate, XXXVIII kg ofsodium sulfite et de CLXV kg de aqua, et jugiter suscitare pro V to6 h ad locus temperatus . Manebit ordinum stetissent, forma adduct thelower Citral praecipitari. Et adduct thenwashed fuit cum parvis toluene ad removendum tantum oleum, et exaruit. Et add10% sodium hydroxide putrescere Citral solution ad locus temperatus, cum sit andextract benzene. Primum est sublimationem a atmosphericpressure extract (80-82 ° C) ad recuperandam benzene et per sublimationem reducedpressure ad orationem numeris ex fragmentis 110-111 ° C (1.47kPa) ad consequi pura productof XCVIII% ad XV fere XVI moles per Citral kg.

Properties eget

odor CITREA, sicut lumen cum mobili yellowliquid

Properties eget

Citral occurs as (2Z) - et (2E) -isomers (Citral a et b, respective) thecorresponding alcohols similitudinem, Geraniol et nerol: geranial (Citral a) CXIX bp2.7 kPa118â ° C, 0,8888 d20: n20 1,4898 D; general (Citral b) bp2.7 kPa CXX ° C, d200.8869, D n20 1,4869. Naturalis Citral est fere semper mixtisque de twoisomers. Set hoc contingit dupliciter lemongrass oleum (usque ad LXXXV%) et oleum Litsea cubeba (to75 usque%), et in exiguis inmany alia essentialis olea. Et citrals arecolorless vel leviter pallide liquoribus odorem, cum CITREA Lignum vitae est.
Cum Citral ± Î est, adiecto duplici aldehyde unsaturated dictos, servos et multumve subire motus reciprocus cyclization andpolymerization ut. Geraniol, citronellol, atque l-3,7-of-dimethyloctan beobtained potest ex in gradatim Citral hydrogenation. Citral intoa converti possit etiam multis composita; quod (Z) - et (E) separari potest -isomers viathe hydrogenii sulfite praeter compounds.The concretio Citral withactive methylene coetibus adhibetur in scale cīvitās industrialis est ofpseudoionones in summa, quae sunt materiae incipiens enim ionones et vitamins.

Properties eget

Citral est fortis, et odor CITREA-sicut acerbumdulce proprium saporem. Commercium, theproduct mixtum et dictos duos -citral ± Î-Citral isomersâ geometrica, propter conditionem eachexhibiting Cis- et Trans-isomers duplex vinculum.

usibus

Citral est liquidflavoring agente, lux vero crocei colons cum trabe citrea odoris suavissimi componendum. occurs in ea lemonand lemongrass olea. nactus est plerumque Citral, ex quibus unguenta bychemical modo sed etiam pre-in qua credebam synthetically. solutum est infixed unguento delibuti, mineralis oleum, et torva Pylenes agmina pro- glycol. sat firmum sit andshould potestate condatur serveturque in speculo, stagni, resinamve lentescit eidem continentia. id est, cum CITREA in flavorsfor applications in Candy, arte pistoria, et glacies crepito ad 40ppm 20a. amino-2,6-octadian, quae etiam est 2-6-al-VIII.

usibus

Bacillus agens est in plantis, antibacterial Citral ananti actionem adversus somefood pathogens. Is est quoque bonus odor CITREA distincta compositis et vestigia quaerunt.

usibus

Citral anaturally facta est bonus odor compositis usi providere a CITREA CITREA-genus fragrance.Citral est ex ipsius constitutionis est pars oleum, lemongrass oleum, calce oleum, oleum gingiberi verbenasque oleum, et herba-derivatur C essentialis olea.

Praeparatio

Cum enim Citral usedin moles Vitaminum A synthesis ut principium materia est, ex magno producedindustrially. Minor quoque semotus sine illae fromessential olea.
I) absque essentialis olea: Citral est remotus per destillationem ab L. cubeba fromlemongrass olei, et oleum. Est enim principalis pars theseoils. II) synthesis de Geraniol: Currently, maxime momenti sunt syntheticprocedures vapor-oxidatio, et tempus dehydrogenation Geraniol orgeraniolâ nerol commixtionibus utebantur. Calcium dehydrogenation catalysts in aeris redactum est pressureusing malebat.
III) synthesis de dehydrolinalool: Dehydrolinalool sit productum ex largescale in V-VI-yl hepten-II, acetylene, et unus potest esse isomerized tocitral cede a multis catalysts in excelsis. Maluit catalysts includeorganic orthovanadates, trisilyl oxyvanadates organicum et vanadium catalystswith silanols addidit ad reactionem ratio.
IV) synthesis de Isobuteno et formaldehyde: Methyl-III-III-l-of-buten, obtainedfrom Isobuteno et formaldehyde, isomerizes formare methyl--II-III-buten lol.However, est quoque versa fuerit in yl II-III -butenal per dehydrogenation andsubsequent isomerization. Sub azeotropic conditionibus coram nitricacid, III, yl II-buten-l-of: et III-yl II-butenal imperium forment acetal (ostensum asfollows), quod Excluditur quis moleculo de III-yl II-buten-l -ol ad highertemperatures. Per medium enolum Cope permutandis aut patitur dare Claisen rearrangementfollowed Citral egregie cedat:
Vestibulum cursus itineris conficitur maximo conatu acontinuous reciprocus destillationem a elit.

definitio

Commercial materialis mixtisque Î ± isomers et eos dictos isto.

Aroma limine values

Fungi% ad 1.0: characterizinglemon-sicut, stillatum calce cortices, clariores aldehydic citruslike.

Saporem limine values

Ppm, in V% et 0,1% V ad Tastecharacteristics CA sugar, lemon pertinet, peely, citrum, et lignum viride floralibus succoso, Candy notas.

Communia

A yellowcolored liquido patet, cum CITREA similis odor. Inwater rarior aqua et dissolvi. Toxicus per ingestion. Solebat ad chemicals.

Agrippina Minor aqua Aeris &

Dissolvi in ​​aqua.

Reactividad Profile

Citral analdehyde est. Aldehydes frequenter in se densum-orpolymerization profectae. Hae rationes profectae sunt exothermic; oftencatalyzed sunt ex aceto. Ut facile oxidized aldehydes carboxylic acids.Flammable / vel noxia vapores generantur compositum aldehydeswith Azo Diazo composita dithiocarbamates, nitrides et fortis reducingagents. Aldehydes caeli possunt dare vim suam, cum primum peroxo acida, andultimately carboxylate acida. Hae rationes profectae sunt activated Autooxidación bylight, catalyzed ex hiis quevis dubietas sales metallorum et non autocatalytic (catalyzed a products de reactionem). Quod etiam ex stabilimenta (facilisis) ut portarentur de aldehydes Autooxidación obstet. Cum fortis alcalia Citral canreact acida. Citral non libenter isomerize.

aleam

Questionablecarcinogen.

ignis DISCRIMEN

Citral iscombustible.

Contact allergens

Citral enim CONDITIO et vsu analdehyde suavitatis, mixtio de isomers Cis (general) et trans (geranial). Sicut odor allergen, Citral has supradictas affirmant esse cognomen aromatibus uterentur in in EU.

salutem Profile

Iter modico byintraperitoneal noxia. Leviter toxicus per ingestion. Reproductiveeffects experimentum. A gravibus experimentalem hominum et cutis irritationem. Datareported mutationem. Carros SAac. Fumum emittit acridsmoke exagitandis calefacta corrumpi.

Synthesis eget

Citral est usuallyisolated ex quibus oleum Citral-chemical modo aut chemicalsynthesis a (a-pinene eos dictos isto, isoprene, etc.).

Praeparatio Products

Citronellol -> Geraniol -> Citronellal -> NEROL -> Ionone -> Dimethyl-3,7-VII-hydroxyoctanal -> BETA, CYCLOCITRAL -> Isophytol -> isodecanal -> alpha Ionone- -> METHYLIONONE -> isometheptene -> dihydro, BETA, IONONE -> irone -> METHYLIONONE ISO-alpha -> beta-Damascenone -> Dimethyl-3,7-2,6-octadienenitrile -> Diethoxy-1,1-3,7-dimethylocta-2,6-diene -> 4 (amino-2,2-VI-methylenecyclohexyl) una-II-3-buten -> CITREA OLEO -> IV - (2,6,6, Trimethyl-I-cyclohexenyl) una-II-3-buten -> ALLYL IONONE

et rudis materiae

Sodium bicarbonate -> bisulfite sodium -> Polyoxyethylene albies ethere -> sulphureo ACIDUM -> Linalool -> Geraniol -> I-OCTENE -> NEROL -> eucalyptus oleum Citriodara -> lemongrass CIL, Indiae occidentalis TYPE -> Methyl-V-VI-unus-II-hepten -> Ethoxyethyne -> Litsea oleum cubeba -> Basilii Magni oleum -> oil Citrus Aurantium -> Veronica oil -> Hotrienol -> Citrus LIMETTA CIL -> folium olei CITRUM