| Name: | (Z)-4-phenylbut-3-ene-1,2,3-triol |
| CAS Number: | 1319-88-6 | 3D/inchi
|
| ECHA EINECS - REACH Pre-Reg: | 215-294-8 |
| FDA UNII: | DTD5NUE52Q |
| MDL: | MFCD00152747 |
| CoE Number: | 36 |
| XlogP3-AA: | 0.50 (est) |
| Molecular Weight: | 180.20324000 |
| Formula: | C10 H12 O3 |
| NMR Predictor: | Predict (works with chrome, Edge or firefox) |
| EFSA/JECFA Comments: |
| At least 98% (sum of 5-hydroxy-2-phenyl-1,3-dioxane and 2-phenyl-4-hydroxymethyl-1,3-dioxalane). (EFSA)
CASrn refers to benzaldehyde glyceryl acetate. Stereoisomeric composition and composition of mixture to be specified. |
Category:flavor and fragrance agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Appearance: | colorless to pale yellow clear oily liquid (est) |
| Assay: | 98.00 to 100.00 sum of isomers
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| Food Chemicals Codex Listed: | Yes |
| Boiling Point: | 185.00 °C. @ 20.00 mm Hg
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| Boiling Point: | 143.00 to 144.00 °C. @ 2.00 mm Hg
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| Acid Value: | 2.00 max. KOH/g
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| Flash Point: | 212.00 °F. TCC ( 100.00 °C. )
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| logP (o/w): | 1.333 (est) |
| Soluble in: |
| | alcohol | | | water, 1.025e+005 mg/L @ 25 °C (est) |
| Insoluble in: |
| | water |
| Stability: |
| | alkalis |
Organoleptic Properties:
| Odor Type: fruity |
| Odor Strength:medium |
| Substantivity:8 hour(s) at 100.00 % |
| cherry bitter almond sweet |
Odor Description:at 100.00 %. cherry bitter almond sweet Luebke, William tgsc, (1987) |
| Odor sample from: Nickstadt Moeller, Inc. |
| musty fruity cherry |
Odor Description:at 100.00 %. Faint musty red fruity with a slight cherry pit nuance Mosciano, Gerard P&F 25, No. 4, 71, (2000) |
| Flavor Type: fruity |
| musty fruity cherry almond |
Taste Description: at 30.00 - 75.00 ppm. Faint mustiness, mild red fruit with a cherry almond nuance Mosciano, Gerard P&F 25, No. 4, 71, (2000) |
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
Safety Information:
| Preferred SDS: View |
| |
| Hazards identification |
| |
| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
Acute toxicity, Oral (Category 4), H302 Skin irritation (Category 2), H315 Eye irritation (Category 2A), H319 Specific target organ toxicity - single exposure (Category 3), Respiratory system, H335
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| GHS Label elements, including precautionary statements |
| |
| Pictogram |  |
| |
| Signal word | Warning |
| Hazard statement(s) |
H302 - Harmful if swallowed H315 - Causes skin irritation H319 - Causes serious eye irritation H335 - May cause respiratory irritation
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| Precautionary statement(s) |
P261 - Avoid breathing dust/fume/gas/mist/vapours/spray. P264 - Wash skin thouroughly after handling. P270 - Do not eat, drink or smoke when using this product. P271 - Use only outdoors or in a well-ventilated area. P280 - Wear protective gloves/protective clothing/eye protection/face protection. P301 + P312 - IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P302 + P352 - IF ON SKIN: wash with plenty of soap and water. P304 + P340 - IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305 + P351 + P338 - IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P312 - Call a POISON CENTER or doctor/physician if you feel unwell. P330 - Rinse mouth. P332 + P313 - IF SKIN irritation occurs: Get medical advice/attention. P337 + P313 - IF eye irritation persists: Get medical advice/attention. P362 - Take off contaminated clothing and wash before reuse. P403 + P233 - Store in a well-ventilated place. Keep container tightly closed. P405 - Store locked up. P501 - Dispose of contents/ container to an approved waste disposal plant.
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| Human Experience: |
| 4 % solution: no irritation or sensitization. |
| Oral/Parenteral Toxicity: |
oral-rat LD50 3749 mg/kg (Levenstein, 1974g)
oral-rat LD50 2750 mg/kg (Moreno, 1980k)
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | | flavor and fragrance agents |
| RIFM Fragrance Material Safety Assessment: Search |
| IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice |
| Recommendation for benzaldehyde glycrol acetal usage levels up to: | | | 8.0000 % in the fragrance concentrate.
|
| |
| Maximised Survey-derived Daily Intakes (MSDI-EU): | 13.00 (μg/capita/day) |
| Maximised Survey-derived Daily Intakes (MSDI-USA): | 300.00 (μg/capita/day) |
| Structure Class: | I |
| Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS). |
| The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library |
| publication number: 3 |
| Click here to view publication 3 |
| | average usual ppm | average maximum ppm |
| baked goods: | - | 73.00000 |
| beverages(nonalcoholic): | - | 21.00000 |
| beverages(alcoholic): | - | - |
| breakfast cereal: | - | - |
| cheese: | - | - |
| chewing gum: | - | 840.00000 |
| condiments / relishes: | - | - |
| confectionery froastings: | - | - |
| egg products: | - | - |
| fats / oils: | - | - |
| fish products: | - | - |
| frozen dairy: | - | 24.00000 |
| fruit ices: | - | 24.00000 |
| gelatins / puddings: | - | 100.00000 |
| granulated sugar: | - | - |
| gravies: | - | - |
| hard candy: | - | 110.00000 |
| 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: | - | - |
Safety References:
European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...
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European Food Safety Authority (EFSA) reference(s):
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Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) on a request from the Commission related to Flavouring Group Evaluation 20 (FGE.20): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical group 23 View page or View pdf
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Flavouring Group Evaluation 54 (FGE.54)[1] - Consideration of benzyl derivatives evaluated by JECFA (57th meeting) structurally related to benzyl alcohols, benzaldehydes, a related acetal, benzoic acids and related esters evaluated by EFSA in FGE.20 (2005) - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food View page or View pdf
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Flavouring Group Evaluation 20, Revision 1 (FGE.20Rev1): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids and related esters from chemical group 23 View page or View pdf
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Flavouring Group Evaluation 54, Revision 1 (FGE.54Rev1): Consideration of benzyl derivatives evaluated by JECFA (57th meeting) structurally related to benzyl alcohols, benzaldehydes, a related acetal, benzoic acids and related esters evaluated by EFSA in FGE.20Rev1 (2009) View page or View pdf
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Scientific Opinion on Flavouring Group Evaluation 20, Revision 2 (FGE.20Rev2): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical groups 23 and 30 View page or View pdf
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Scientific Opinion on Flavouring Group Evaluation 20, Revision 3(FGE.20Rev3): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical groups 23 and 30 View page or View pdf
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| EPI System: View |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations:Search |
| EPA Substance Registry Services (TSCA):1319-88-6 |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :5463840 |
| National Institute of Allergy and Infectious Diseases:Data |
| WGK Germany:2 |
| (Z)-4-phenylbut-3-ene-1,2,3-triol |
| Chemidplus:0001319886 |
| RTECS:JI3325000 for cas# 1319-88-6 |
References:
Other Information:
Potential Blenders and core components note
| For Odor |
| aldehydic |
citrus carbaldehyde FR |
| almond |
bitter almond oil replacer FL/FR |
| anisic |
ortho- acetanisole FL/FR |
para- acetanisole FL/FR |
ortho- anisaldehyde FL/FR |
| balsamic |
2- acetyl furan FL/FR |
benzophenone FR |
benzyl cinnamate FL/FR |
(E)- benzyl tiglate FL/FR |
ethyl cinnamate FL/FR |
fir needle oil siberia FL/FR |
methyl (E)-cinnamate FL/FR |
methyl cinnamate FL/FR |
| berry |
raspberry ketone methyl ether FL/FR |
| bready |
coffee furanone FL/FR |
furfural FL/FR |
| buttery |
3,4- hexane dione FL/FR |
| camphoreous |
butyrophenone FL/FR |
| caramellic |
geranyl crotonate FR |
maltyl isobutyrate FL/FR |
5- methyl furfural FL/FR |
| chocolate |
chocolate pyrazine A FL/FR |
2- methoxy-3-methyl pyrazine FL/FR |
| citrus |
citronellyl nitrile FR |
dihydromyrcenol FL/FR |
blood orange oil italy FL/FR |
sweet orange peel oil c.p. brazil FL/FR |
| coumarinic |
tonka ketone FR |
| earthy |
dibenzyl ether FL/FR |
| ethereal |
cyclohexyl formate FL/FR |
iso valeraldehyde propylene glycol acetal FL/FR |
| fatty |
(R)-gamma- octalactone FL/FR |
| floral |
acetophenone FL/FR |
benzyl acetate FL/FR |
benzyl alcohol FL/FR |
benzyl formate FL/FR |
bois de rose oil brazil FL/FR |
citronellyl acetate FL/FR |
dimethyl anthranilate FL/FR |
ethyl phenyl acetate FL/FR |
heliotropin FL/FR |
linalool FL/FR |
linalool oxide FL/FR |
para- methyl acetophenone FL/FR |
phenethyl acetate FL/FR |
phenyl acetaldehyde diisobutyl acetal FL/FR |
rhodinyl propionate FL/FR |
rose butanoate FL/FR |
para- tolualdehyde propylene glycol acetal FL/FR |
| fruity |
allyl 2-ethyl butyrate FL/FR |
allyl amyl glycolate FR |
allyl benzoate FR |
allyl cyclohexyl propionate FL/FR |
allyl hexanoate FL/FR |
allyl isovalerate FL/FR |
3- allyl oxy-1,4-dimethyl bicyclo(3.2.1)octane FR |
almond fragrance FR |
bitter almond oil FL/FR |
almond specialty FR |
iso amyl 2-methyl butyrate FL/FR |
iso amyl acetate FL/FR |
iso amyl butyrate FL/FR |
amyl butyrate FL/FR |
iso amyl isovalerate FL/FR |
para- anisyl propionate FL/FR |
benzaldehyde FL/FR |
benzaldehyde / methyl anthranilate schiff's base FR |
2- benzofuran carboxaldehyde FL/FR |
benzyl propionate FL/FR |
bread thiophene FL/FR |
cherry oxyacetate FL/FR |
cherry pentenoate FL/FR |
cherry propanol FL/FR |
cinnamyl isobutyrate FL/FR |
cyclohexyl acetate FL/FR |
cyclohexyl cinnamate FL/FR |
diethyl malonate FL/FR |
ethyl acetoacetate FL/FR |
4- ethyl benzaldehyde FL/FR |
ethyl benzoyl acetate FL/FR |
ethyl butyrate FL/FR |
ethyl heptanoate FL/FR |
ethyl methyl-para-tolyl glycidate FL/FR |
green acetate FR |
heptyl isobutyrate FL/FR |
hexyl propionate FL/FR |
4- hydroxybenzyl alcohol FL/FR |
3- methyl-2-butenal FL/FR |
propyl isobutyrate FL/FR |
prunus amygdalus amara seed extract FL/FR |
para- tolualdehyde FL/FR |
meta- tolualdehyde FL/FR |
tolualdehyde glyceryl acetal FL/FR |
tolualdehydes (mixed o,m,p) FL/FR |
| green |
acetaldehyde ethyl phenethyl acetal FL/FR |
benzaldehyde dimethyl acetal FL/FR |
ethyl (E,Z)-2,4-decadienoate FL/FR |
heptanal dimethyl acetal FL/FR |
(Z)-3- hexen-1-yl 2-methyl butyrate FL/FR |
(Z)-3- hexen-1-yl acetate FL/FR |
(Z)-3- hexen-1-yl butyrate FL/FR |
hexyl 2-methyl butyrate FL/FR |
lilac acetaldehyde FL/FR |
phenyl acetaldehyde diethyl acetal FL/FR |
tiglaldehyde FL/FR |
| herbal |
linalyl acetate FL/FR |
laevo- perillaldehyde FL/FR |
viridiflorol FL/FR |
| honey |
methyl phenyl acetate FL/FR |
phenyl pyruvic acid FL/FR |
| minty |
laevo- carvone FL/FR |
| naphthyl |
2,4- dimethyl benzaldehyde FL/FR |
para- methyl anisole FL/FR |
| nutty |
3,5- cocoa pyrazine FL/FR |
2- methyl-3-(methyl thio) pyrazine FL/FR |
2- methyl-3-ethoxypyrazine FL/FR |
nutty cyclohexenone FL/FR |
| phenolic |
2'- hydroxyacetophenone FL/FR |
methyl benzoate FL/FR |
| powdery |
para- anisyl acetate FL/FR |
dibenzyl ketone FL/FR |
| spicy |
cassia bark oil china FL/FR |
(E)- cinnamyl isovalerate FL/FR |
cinnamyl isovalerate FL/FR |
(E)-para- methoxycinnamaldehyde FL/FR |
para- methoxycinnamaldehyde FL/FR |
| sulfurous |
buchu mercaptan FL/FR |
cassis pentanone FL/FR |
passiflora acetate FL/FR |
| sweet |
tonka bean absolute replacer FR |
| tonka |
coumarin FR |
dihydrocoumarin replacer FR |
| woody |
cedarwood oil western red FR |
4- hydroxybenzaldehyde FL/FR |
| For Flavor |
| No flavor group found for these |
para- anisyl propionate FL/FR |
butyrophenone FL/FR |
chocolate pyrazine A FL/FR |
chocolate pyrazine B FL |
ethyl 2-phenyl-3-furoate FL |
4- ethyl benzaldehyde FL/FR |
5- ethyl-2-thiophene carboxaldehyde FL |
2,4- heptadien-1-ol FL |
(E,E)-2,4- heptadien-1-ol FL |
2- hexenal FL |
hexyl propionate FL/FR |
(E)-para- methoxycinnamaldehyde FL/FR |
methyl (E)-cinnamate FL/FR |
methyl 2-hydroxy-4-methyl valerate FL |
methyl furfuracrylate FL |
4- methyl salicylaldehyde FL |
2- methyl-3-(methyl thio) pyrazine FL/FR |
2- methyl-3-ethoxypyrazine FL/FR |
(R)-gamma- octalactone FL/FR |
phenyl acetaldehyde diethyl acetal FL/FR |
iso quinoline FL |
tolualdehyde glyceryl acetal FL/FR |
para- tolualdehyde propylene glycol acetal FL/FR |
viridiflorol FL/FR |
|
almond extract FL |
| almond |
| almond |
bitter almond oil replacer FL/FR |
| anisic |
para- acetanisole FL/FR |
ortho- anisaldehyde FL/FR |
| aromatic |
laevo- perillaldehyde FL/FR |
| balsamic |
(E)- benzyl tiglate FL/FR |
ethyl cinnamate FL/FR |
fir needle oil siberia FL/FR |
| berry |
heptyl isobutyrate FL/FR |
raspberry ketone methyl ether FL/FR |
| bitter |
dibenzyl ketone FL/FR |
3,4- dihydroxybenzaldehyde FL |
methyl ethoxypyrazine FL |
| brown |
furfural FL/FR |
5- methyl furfural FL/FR |
| buttery |
3,4- hexane dione FL/FR |
| caramellic |
almond toffee crunch flavor FL |
almond toffee flavor FL |
| cherry |
heliotropin FL/FR |
para- methoxycinnamaldehyde FL/FR |
thenaldehyde FL |
| chocolate |
chocolate almond fudge flavor FL |
chocolate toffee almond flavor FL |
mocha almond fudge flavor FL |
| citrus |
linalool FL/FR |
blood orange oil italy FL/FR |
sweet orange peel oil c.p. brazil FL/FR |
| cocoa |
2- methyl furan FL |
| cookie |
almond cookie flavor FL |
| creamy |
4- hydroxybenzaldehyde FL/FR |
para- methyl acetophenone FL/FR |
| estery |
ethyl acetoacetate FL/FR |
| ethereal |
allyl 2-ethyl butyrate FL/FR |
| floral |
bois de rose oil brazil FL/FR |
citronellyl acetate FL/FR |
linalyl acetate FL/FR |
methyl phenyl acetate FL/FR |
| fruity |
allyl cyclohexyl propionate FL/FR |
allyl hexanoate FL/FR |
allyl isovalerate FL/FR |
bitter almond flavor FL |
bitter almond oil FL/FR |
amaretto flavor FL |
iso amyl 2-methyl butyrate FL/FR |
iso amyl acetate FL/FR |
amyl butyrate FL/FR |
para- anisyl acetate FL/FR |
benzaldehyde FL/FR |
benzyl acetate FL/FR |
benzyl alcohol FL/FR |
benzyl formate FL/FR |
benzyl propionate FL/FR |
bread thiophene FL/FR |
maraschino cherry flavor FL |
cherry laurel oil FL |
cherry oxyacetate FL/FR |
cherry pentenoate FL/FR |
cherry pit flavor FL |
cherry propanol FL/FR |
cinnamyl isobutyrate FL/FR |
cinnamyl isovalerate FL/FR |
(E)- cinnamyl isovalerate FL/FR |
cyclohexyl cinnamate FL/FR |
dibenzyl ether FL/FR |
diethyl malonate FL/FR |
dimethyl anthranilate FL/FR |
ethyl benzoyl acetate FL/FR |
ethyl butyrate FL/FR |
ethyl heptanoate FL/FR |
ethyl methyl-para-tolyl glycidate FL/FR |
2,4- hexadien-1-ol FL |
4- hydroxybenzyl alcohol FL/FR |
lilac acetaldehyde FL/FR |
3- methyl-2-butenal FL/FR |
propyl isobutyrate FL/FR |
rhodinyl propionate FL/FR |
rose butanoate FL/FR |
tiglaldehyde FL/FR |
meta- tolualdehyde FL/FR |
tolualdehydes (mixed o,m,p) FL/FR |
iso valeraldehyde propylene glycol acetal FL/FR |
| fusel |
3- methyl-2-butanol FL |
| green |
acetaldehyde ethyl phenethyl acetal FL/FR |
iso amyl isovalerate FL/FR |
benzaldehyde dimethyl acetal FL/FR |
cassis pentanone FL/FR |
cyclohexyl formate FL/FR |
dihydromyrcenol FL/FR |
ethyl (E,Z)-2,4-decadienoate FL/FR |
heptanal dimethyl acetal FL/FR |
(Z)-3- hexen-1-yl 2-methyl butyrate FL/FR |
(Z)-3- hexen-1-yl acetate FL/FR |
(Z)-3- hexen-1-yl butyrate FL/FR |
hexyl 2-methyl butyrate FL/FR |
linalool oxide FL/FR |
phenyl acetaldehyde diisobutyl acetal FL/FR |
| honey |
ethyl phenyl acetate FL/FR |
phenethyl acetate FL/FR |
| jammy |
maltyl isobutyrate FL/FR |
| minty |
laevo- carvone FL/FR |
| naphthyl |
2,4- dimethyl benzaldehyde FL/FR |
2'- hydroxyacetophenone FL/FR |
para- methyl anisole FL/FR |
| nutty |
2- acetyl furan FL/FR |
3- acetyl-2,5-dimethyl thiophene FL |
almond distillates FL |
roasted almond distillates FL |
almond flavor FL |
almond hazelnut flavor FL |
almond isolates FL |
2- benzofuran carboxaldehyde FL/FR |
roasted chestnut almond flavor FL |
3,5(6)- cocoa pyrazine FL |
3,5- cocoa pyrazine FL/FR |
coffee furanone FL/FR |
1- ethyl-2-acetyl pyrrole FL |
2- methoxy-3-methyl pyrazine FL/FR |
nutty cyclohexenone FL/FR |
prunus amygdalus amara seed extract FL/FR |
| phenolic |
methyl benzoate FL/FR |
phenyl pyruvic acid FL/FR |
| powdery |
ortho- acetanisole FL/FR |
acetophenone FL/FR |
powdery ketone FL |
| solvent |
cyclohexyl acetate FL/FR |
| spicy |
benzyl cinnamate FL/FR |
cassia bark oil china FL/FR |
methyl cinnamate FL/FR |
para- tolualdehyde FL/FR |
| sulfurous |
buchu mercaptan FL/FR |
methyl 2-(methyl thio) butyrate FL |
methyl thiomethyl butyrate FL |
| sweet |
2- acetyl-3-methyl thiophene FL |
| tropical |
passiflora acetate FL/FR |
| waxy |
iso amyl butyrate FL/FR |
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| | benzal glyceral acetal | | | benzal glycerin | | | benzal glyceryl acetal | | | benzaldehyde 1,2,3-propane triol cyclic acetal | | | benzaldehyde 1,2,3-propanetriol cyclic acetal | | | benzaldehyde cyclic acetal with 1,2,3-propane triol | | | benzaldehyde cyclic acetal with glycerol | | | benzaldehyde glyceral acetal | | | benzaldehyde glycerl acetal | | | benzaldehyde glycerol acetal | | | benzaldehyde glycerol cyclic acetal | | | benzaldehyde glyceryl 1,3-cyclic acetal | | | benzaldehyde glyceryl acetal | | | benzaldehyde glycrol acetal | | | benzaldehyde glycryl acetal fcc | | | benzaldehyde, cyclic acetal with 1,2,3-propanetriol | | | benzaldehyde, cyclic acetal with glycerol | | | benzalglycerin | | | benzyl glyceryl acetal | | | benzylidene glycerol | | (Z)-1,3-O- | benzylidene glycerol | | | benzylideneglycerol | | (Z)-5- | hydroxy-2-phenyl-1,3-dioxane | | (Z)-4- | hydroxymethyl-2-phenyl-m-dioxolane | | (Z)-4- | hydroxymethyl-2-phenyl-meta-dioxolane | | (Z)-4- | phenyl but-3-ene-1,2,3-triol | | (Z)-2- | phenyl-1,3-dioxolane-4-methanol | | (Z)-2- | phenyl-meta-dioxan-5-ol | | (Z)-4- | phenylbut-3-ene-1,2,3-triol |
Articles:
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