dihydroxyacetophenone (mixed isomers)
2,2-dihydroxy-1-phenylethanone
 
Notes:
None found
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      Product(s):
      28631-86-9 3',4'-Dihydroxyacetophenone
       
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      Product(s):
      04-21550 DIHYDROXYACETOPHENONE
       
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CAS Number: 28631-86-9Picture of molecule3D/inchi
Nikkaji Web: J888.400E
Beilstein Number: 2437741
CoE Number: 11884
XlogP3: 0.50 (est)
Molecular Weight: 152.14936000
Formula: C8 H8 O3
NMR Predictor: Predict (works with chrome or firefox)
EFSA/JECFA Comments: JECFA evaluated a mixture of dihydroxyacetophenones. 23-25% 2,3-isomer; 19-22% 2,4-isomer; 19-20% 2,5-isomer; 20-21% 3,4-isomer and 15-18% 3,5-isomer. (EFSA)
Category: flavoring agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
JECFA Food Flavoring: 729  dihydroxyacetophenone (mixed isomers)
DG SANTE Food Flavourings: 07.135  2,2-dihydroxyacetophenone
FEMA Number: 3662 dihydroxyacetophenone (mixed isomers)
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):28631-86-9 ; DIHYDROXYACETOPHENONE
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Physical Properties:
Appearance: yellow crystals (est)
Assay: 96.00 to 100.00 % sum of isomers
Additional Assay Information: mix of 1-(x,y-dihydroxyphenyl) ethanones
Food Chemicals Codex Listed: No
Melting Point: 90.00 to  92.00 °C. @ 760.00 mm Hg
Boiling Point: 265.00 to  266.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.005000 mmHg @ 25.00 °C. (est)
Flash Point: 263.00 °F. TCC ( 128.33 °C. )
logP (o/w): 1.163 (est)
Soluble in:
 alcohol
 water, slightly
 water, 6.943e+004 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
Odor Type: green
 
 vegetable  green  fatty  nutty  
Odor Description:
at 10.00 % in dipropylene glycol. 
vegetable green fatty nut
 
 vegetable  green  fatty  nutty  earthy  powdery  
Odor Description:
Vegetative, green, fatty and nutty with earthy, powdery nuances
Mosciano, Gerard P&F 21, No. 3, 51, (1996)
 
 
Flavor Type: green
 
 green  vegetable  fatty  nutty  mushroom  peanut  
Taste Description:
at 40.00 ppm.  
Green, vegetative, fatty and nutty with mushroom and peanut nuances
Mosciano, Gerard P&F 21, No. 3, 51, (1996)
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
3',4'-Dihydroxyacetophenone
Parchem
dihydroxyacetophenone
Penta International
DIHYDROXYACETOPHENONE
Chemical Sources Association
Need This Item for Flavor/Food?: You can contact the CSA
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: flavoring agents
Recommendation for dihydroxyacetophenone (mixed isomers) usage levels up to:
 not for fragrance use.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.012 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 0.10 (μg/capita/day)
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: 13
Click here to view publication 13
 average usual ppmaverage maximum ppm
baked goods: --
beverages(nonalcoholic): --
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: --
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: --
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: -0.20000
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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Safety References:
European Food Safety Athority(EFSA): Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...
European Food Safety Authority (EFSA) reference(s):
Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) related to Flavouring Group Evaluation 22 (FGE.22): Ring-substituted phenolic substances from chemical groups 21 and 25 (Commission Regulation (EC) No 1565/2000 of 18 July 2000)
View page or View pdf
Flavouring Group Evaluation 58 (FGE.58) Consideration of phenol derivatives evaluated by JECFA (55th meeting) structurally related to ring substituted phenolic substances evaluated by EFSA in FGE.22 (2006) (Commission Regulation (EC) No 1565/2000 of 18 July 2000) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
View page or View pdf
Scientific Opinion on Flavouring Group Evaluation 22, Revision 1 (FGE.22Rev1): Ring-substituted phenolic substances from chemical groups 21 and 25
View page or View pdf
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 99611
National Institute of Allergy and Infectious Diseases: Data
 2,2-dihydroxy-1-phenylethanone
Chemidplus: 0028631869
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References:
 2,2-dihydroxy-1-phenylethanone
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 28631-86-9
Pubchem (cid): 99611
Pubchem (sid): 135253470
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS): View
HMDB (The Human Metabolome Database): Search
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
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Potential Blenders and core components note
 
For Odor
aldehydic
aldehydic
 octanal (aldehyde C-8)FL/FR
 undecanalFL/FR
 dibutyl sulfideFL/FR
 dipropyl disulfideFL/FR
 ferula assa-foetida gum oilFL/FR
 methyl furfuryl disulfideFL/FR
balsamic
 guaiyl acetateFL/FR
caramellic
2-isobutyl-3-methyl pyrazineFL/FR
 fenugreek absoluteFL/FR
chocolate
2,5-dimethyl pyrazineFL/FR
2,4,5-trimethyl thiazoleFL/FR
 methyl heptenoneFL/FR
2-tetradecenalFL/FR
coumarinic
 phthalideFL/FR
earthy
1-octen-3-olFL/FR
ethereal
 ethyl pyruvateFL/FR
2-methyl valeraldehydeFL/FR
3-decen-2-oneFL/FR
(E,Z)-2,6-dodecadienalFL/FR
 methyl 2-hexenoateFL/FR
6-methyl-5-hepten-2-one propylene glycol acetalFL/FR
5-methyl-5-hexen-2-oneFL/FR
2-nonenalFL/FR
(E)-2-nonenalFL/FR
2-octenalFL/FR
floral
 hexyl nonanoateFL/FR
(Z)-rose oxideFL/FR
fruity
isoamyl octanoateFL/FR
2-heptyl butyrateFL/FR
 hexanal propylene glycol acetalFL/FR
 methyl 2-methyl butyrateFL/FR
 methyl 3-nonenoateFL/FR
 octen-1-yl cyclopentanoneFL/FR
2-pentyl furanFL/FR
 tropical thiazoleFL/FR
(E)-2-undecenalFL/FR
green
 acetaldehyde butyl phenethyl acetalFL/FR
isobutyl methyl ketoneFL/FR
2-isobutyl pyrazineFL/FR
2-isobutyl thiazoleFL/FR
 cilantro leaf oilFL/FR
 cortex pyridineFL/FR
 cucumber essenceFL/FR
 dodecanal dimethyl acetalFL/FR
 ethyl (E)-2-hexenoateFL/FR
 galbanum decatrieneFL/FR
 geranium thiazoleFL/FR
 heptanal (aldehyde C-7)FL/FR
 heptanal cyclic propylene acetalFL/FR
1-heptanolFL/FR
3-heptanoneFL/FR
2-heptenalFL/FR
(Z)-4-heptenalFL/FR
2-heptyl furanFL/FR
 hexanal (aldehyde C-6)FL/FR
(Z)-4-hexen-1-olFL/FR
(Z)-2-hexen-1-olFL/FR
(Z)-3-hexen-1-yl (E)-crotonateFL/FR
(Z)-3-hexen-1-yl formateFL/FR
(Z)-3-hexen-1-yl lactateFL/FR
(Z)-3-hexen-1-yl phenyl acetateFL/FR
(Z)-3-hexen-1-yl pyruvateFL/FR
(Z)-3-hexen-1-yl tiglateFL/FR
(Z)-3-hexenalFL/FR
4-hexenolFL/FR
 hexyl hexanoateFL/FR
(Z)-leaf acetalFL/FR
 melon nonenoateFL/FR
 methyl heptine carbonateFL/FR
 nerol oxideFL/FR
(E,Z)-2,6-nonadien-1-olFL/FR
(E,Z)-3,6-nonadien-1-olFL/FR
(Z,Z)-3,6-nonadien-1-olFL/FR
2,6-nonadien-1-olFL/FR
(E,Z)-2,6-nonadien-1-yl acetateFL/FR
(E,Z)-2,6-nonadienalFL/FR
(E)-2-nonen-1-olFL/FR
(Z)-2-nonen-1-olFL/FR
2-octen-1-olFL/FR
(E)-2-octen-1-yl acetateFL/FR
1-penten-3-olFL/FR
isopropyl decanoateFL/FR
herbal
3-butylidene phthalideFL/FR
3-octyl acetateFL/FR
2-pentyl acetateFL/FR
melon
(Z)-6-nonen-1-olFL/FR
isopropyl tiglateFL/FR
musty
3-acetyl-2,5-dimethyl furanFL/FR
 cocoa butenalFL/FR
 hazelnut pyrazineFL/FR
 menthofuranFL/FR
nutty
2-acetyl-3-ethyl pyrazineFL/FR
2-acetyl-3-methyl pyrazineFL/FR
2,3-dimethyl pyrazineFL/FR
4,5-dimethyl-2-ethyl-3-thiazolineFL/FR
2-methyl pyrazineFL/FR
2-methyl thio-3,5 or 6-methyl pyrazineFL/FR
2-methyl-3-(methyl thio) pyrazineFL/FR
 vinyl sulfurolFL/FR
popcorn
2-acetyl pyridineFL/FR
spicy
 cumin seed absoluteFL/FR
 cumin seed oilFL/FR
sulfurous
 benzothiazoleFL/FR
 dimethyl disulfideFL/FR
 dimethyl sulfideFL/FR
 grapefruit menthaneFL/FR
 lychee mercaptan acetateFL/FR
 methyl 3-(methyl thio) propionateFL/FR
3-(methyl thio) hexanolFL/FR
tonka
6-amyl-alpha-pyroneFL/FR
vegetable
1-furfuryl pyrroleFL/FR
 mesityl oxideFL/FR
 methionalFL/FR
 tetrahydrofurfuryl alcoholFL/FR
waxy
9-decenoic acidFL/FR
 heptyl octanoateFL/FR
 methyl octanoateFL/FR
2,4-nonadien-1-olFL/FR
 propyl decanoateFL/FR
2-tridecanoneFL/FR
woody
alpha-farneseneFL/FR
alpha-farnesene isomerFL/FR
yeasty
2-octen-4-oneFL/FR
 
For Flavor
 
No flavor group found for these
isobutyl mercaptanFL
2-isobutyl pyrazineFL/FR
2-(2-butyl)-4,5-dimethyl-3-thiazolineFL
9-decen-2-oneFL
2,5-diethyl-4-methyl thiazoleFL
 diisopropyl sulfideFL
 dimethyl dihydrocyclopentapyrazineFL
6,7-dimethyl dihydrocyclopentapyrazineFL
 epoxy-2-decenalFL
2-ethyl-4,5-dimethyl oxazoleFL
 furfuryl hexanoateFL
 guaiyl acetateFL/FR
(E,E)-2,4-heptadien-1-olFL
 heptanal cyclic propylene acetalFL/FR
2-heptenalFL/FR
2-heptyl butyrateFL/FR
 hexanal butane-2,3-diol acetalFL
(Z)-3-hexen-1-yl (E)-crotonateFL/FR
(E)-4-hexenalFL
2-hexenalFL
 hexyl (E)-2-hexenoateFL
 hexyl nonanoateFL/FR
 methyl 2-hexenoateFL/FR
6-methyl octanalFL
2-methyl thiazoleFL
4-(methyl thio) butanolFL
2-methyl-3-(methyl thio) pyrazineFL/FR
6-methyl-5-hepten-2-one propylene glycol acetalFL/FR
2-methyl-5-methoxythiazoleFL
2-methyl-6-propoxypyrazineFL
2-octenalFL/FR
isopropyl decanoateFL/FR
 propyl decanoateFL/FR
2-propyl pyridineFL
2-isopropyl pyridineFL
2-isopropyl-3-(methyl thio) pyrazineFL
2-tetradecenalFL/FR
(±)-3-(methyl thio) heptanalFL
aldehydic
 octanal (aldehyde C-8)FL/FR
alliaceous
 allyl thiopropionateFL
 cyclopentyl mercaptanFL
 dipropyl disulfideFL/FR
 ferula assa-foetida gum oilFL/FR
2-methyl thioacetaldehydeFL
3-tetrahydrothiophenoneFL
 tropical thiazoleFL/FR
apple
(E,Z)-2,6-nonadien-1-olFL/FR
caramellic
 fenugreek absoluteFL/FR
 fenugreek distillatesFL
celery
3-butylidene phthalideFL/FR
citrus
 cilantro leaf oilFL/FR
coffee
 difurfuryl etherFL
 methyl furfuryl disulfideFL/FR
2-isopropyl pyrazineFL
corn
2-acetyl pyridineFL/FR
coumarinic
 phthalideFL/FR
creamy
6-amyl-alpha-pyroneFL/FR
dairy
2-pentyl acetateFL/FR
ethereal
5-methyl-5-hexen-2-oneFL/FR
fatty
2,4-decadienalFL
(E,E)-2,4-heptadienalFL
2-heptyl furanFL/FR
2,4-nonadien-1-olFL/FR
2,4-nonadienalFL
(E,E)-2,4-nonadienalFL
(Z)-2-nonen-1-olFL/FR
2-nonenalFL/FR
2-octen-1-olFL/FR
(E)-2-octenoic acidFL
2-tridecanoneFL/FR
fruity
isoamyl octanoateFL/FR
 ethyl (E)-2-hexenoateFL/FR
2,4-hexadien-1-olFL
 hexanal propylene glycol acetalFL/FR
 hexyl hexanoateFL/FR
 methyl (E)-3-nonenoateFL
 methyl 2-methyl butyrateFL/FR
 methyl 3-nonenoateFL/FR
 octen-1-yl cyclopentanoneFL/FR
green
 acetaldehyde butyl phenethyl acetalFL/FR
isobutyl methyl ketoneFL/FR
2-isobutyl thiazoleFL/FR
2-isobutyl-3-methyl pyrazineFL/FR
 cocoa butenalFL/FR
 cortex pyridineFL/FR
 cucumber essenceFL/FR
 cynara scolymus leaf extractFL
3-decen-2-oneFL/FR
 dibutyl sulfideFL/FR
(E,Z)-2,6-dodecadienalFL/FR
 dodecanal dimethyl acetalFL/FR
alpha-farneseneFL/FR
alpha-farnesene isomerFL/FR
 galbanum decatrieneFL/FR
 geranium thiazoleFL/FR
 heptanal (aldehyde C-7)FL/FR
(E)-2-heptenalFL
(Z)-4-heptenalFL/FR
2,4-hexadienalFL
 hexanal (aldehyde C-6)FL/FR
(Z)-4-hexen-1-olFL/FR
(Z)-2-hexen-1-olFL/FR
(Z)-3-hexen-1-yl formateFL/FR
(Z)-3-hexen-1-yl lactateFL/FR
(Z)-3-hexen-1-yl phenyl acetateFL/FR
(Z)-3-hexen-1-yl pyruvateFL/FR
(Z)-3-hexen-1-yl tiglateFL/FR
(Z)-3-hexenalFL/FR
2-hexyl pyridineFL
 horseradish oilFL
(Z)-leaf acetalFL/FR
 melon nonenoateFL/FR
 methyl heptenoneFL/FR
 methyl heptine carbonateFL/FR
 methyl octanoateFL/FR
4-methyl thiazoleFL
3-(5-methyl-2-furyl) butanalFL
2-methyl-5-isopropyl pyrazineFL
 nerol oxideFL/FR
2,6-nonadien-1-olFL/FR
(E,Z)-3,6-nonadien-1-olFL/FR
(E,Z)-2,6-nonadien-1-yl acetateFL/FR
(E,Z)-2,6-nonadienalFL/FR
(E)-2-nonen-1-olFL/FR
(E)-2-nonenalFL/FR
2,4-octadienalFL
(E,E)-2,4-octadienalFL
(E)-2-octen-1-yl acetateFL/FR
3-octyl acetateFL/FR
4-penten-1-yl acetateFL
1-penten-3-olFL/FR
2-pentyl furanFL/FR
2-propyl pyrazineFL
isopropyl tiglateFL/FR
 propylene glycol acetone ketalFL
(Z)-rose oxideFL/FR
juicy
 lychee mercaptan acetateFL/FR
ketonic
3-heptanoneFL/FR
malty
 yeast thiazolineFL
meaty
 benzothiazoleFL/FR
3-mercapto-3-methyl butanolFL
metallic
4-hexenolFL/FR
3-(methyl thio) hexanolFL/FR
mushroom
1-octen-3-olFL/FR
musty
2,5-dimethyl pyrazineFL/FR
2-ethoxythiazoleFL
 hazelnut pyrazineFL/FR
 menthofuranFL/FR
nutty
3-acetyl-2,5-dimethyl furanFL/FR
2-acetyl-3-ethyl pyrazineFL/FR
2-acetyl-3-methyl pyrazineFL/FR
 arachis hypogaea fruit extractFL
3,5-diethyl-2-methyl pyrazineFL
2,3-dimethyl pyrazineFL/FR
4,5-dimethyl-2-ethyl-3-thiazolineFL/FR
2-methyl pyrazineFL/FR
2-methyl thio-3,5 or 6-methyl pyrazineFL/FR
 nutty thiazoleFL
 tetrahydrofurfuryl alcoholFL/FR
2,4,5-trimethyl thiazoleFL/FR
 vinyl sulfurolFL/FR
onion
2-methyl-1,3-dithiolaneFL
 propyl thioacetateFL
potato
 mesityl oxideFL/FR
radish
 horseradish flavorFL
roasted
 ethyl 3-(furfuryl thio) propionateFL
rummy
 ethyl pyruvateFL/FR
solvent
1-heptanolFL/FR
spicy
 cumin seed absoluteFL/FR
 cumin seed oilFL/FR
 jalapeno oleoresinFL
sulfurous
 broccoli flavorFL
 dimethyl disulfideFL/FR
 dimethyl sulfideFL/FR
 furfuryl methyl sulfideFL
 grapefruit menthaneFL/FR
 methyl 2-methyl-3-furyl disulfideFL
 methyl benzyl disulfideFL
 methyl thiomethyl butyrateFL
 potato butanoneFL
tomato
 methionalFL/FR
tropical
3-mercaptohexyl butyrateFL
vegetable
1-furfuryl pyrroleFL/FR
 methyl 3-(methyl thio) propionateFL/FR
2-methyl valeraldehydeFL/FR
2-octen-4-oneFL/FR
 radish isothiocyanateFL
waxy
9-decenoic acidFL/FR
 heptyl octanoateFL/FR
(Z,Z)-3,6-nonadien-1-olFL/FR
(Z)-6-nonen-1-olFL/FR
 undecanalFL/FR
(E)-2-undecenalFL/FR
 
Synonyms   Articles   Notes   Search   Top
Potential Uses:
 greenFL
 mushroomFL
 nutFL
 peanutFL
 vegetableFL
Synonyms   Articles   Notes   Search   Top
Occurrence (nature, food, other): note
 found in nature
Synonyms   Articles   Notes   Search   Top
Synonyms:
 acetophenone, 2,2-dihydroxy-
 dihydroxy 1-phenylethanone
2,2-dihydroxy-1-phenyl-ethanone
2,2-dihydroxy-1-phenylethanone
2,2-dihydroxy-1-phenylethanone (mixed isomers)
2,2-dihydroxyacetophenone
 dihydroxyphenyl ethanone (mixed isomers)
 dihydroxyphenyl methyl ketone (mixed isomers)
1-(x,y-dihydroxyphenyl) ethanones (mixed isomers)
 dioxyacetophenone (mixed isomers)
 ethanone, 2,2-dihydroxy-1-phenyl-
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