benzoin
2-hydroxy-2-phenylacetophenone
 
Notes:
a white crystalline compound prepared by condensation of benzaldehyde in potassium cyanide and used in organic syntheses. this should not be confused with benzoin gum from styrax. Benzoin is an organic compound with the formula PhCH(OH)C(O)Ph. It is a hydroxy ketone attached to two phenyl groups. It appears as off-white crystals, with a light camphor-like odor. Benzoin is synthesized from benzaldehyde in the benzoin condensation. It is chiral and it exists as a pair of enantiomers: (R)-benzoin and (S)-benzoin. (Wikipedia) Flavouring ingredient Benzoin is an organic compound with the formula PhCH(OH)C(O)Ph. It is a hydroxy ketone attached to two phenyl groups. It appears as off-white crystals, with a light camphor-like odor. Benzoin is synthesized from benzaldehyde in the benzoin condensation. It is chiral and it exists as a pair of enantiomers: (R)-benzoin and (S)-benzoin. (Wikipedia)
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      B0079 Benzoin >98.0%(GC)
       
Synonyms   Articles   Notes   Search
CAS Number: 119-53-9Picture of molecule3D/inchi
Other: 579-44-2
ECHA EINECS - REACH Pre-Reg: 204-331-3
FDA UNII: L7J6A1NE81
Nikkaji Web: J20.621K
Beilstein Number: 0391839
MDL: MFCD00004496
CoE Number: 162
XlogP3: 2.10 (est)
Molecular Weight: 212.24804000
Formula: C14 H12 O2
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Also(can) Contains: (R)-benzoin
 (S)-benzoin
Category: flavor and fragrance 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: 836  benzoin
DG SANTE Food Flavourings: 07.028  benzoin
FEMA Number: 2132 benzoin
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):119-53-9 ; BENZOIN
FDA Regulation:
FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION
Subpart F--Flavoring Agents and Related Substances
Sec. 172.515 Synthetic flavoring substances and adjuvants.


FDA PART 73 -- LISTING OF COLOR ADDITIVES EXEMPT FROM CERTIFICATION
Subpart A--Foods
Sec. 73.100 Cochineal extract; carmine.
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Physical Properties:
Appearance: pale yellow crystalline monoclinic prisms (est)
Assay: 98.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 137.00 to  138.00 °C. @ 760.00 mm Hg
Melting Point: 132.00 to  137.00 °C. @ 760.00 mm Hg
Boiling Point: 194.00 °C. @ 12.00 mm Hg
Boiling Point: 344.00 °C. @ 760.00 mm Hg
Flash Point: 311.00 °F. TCC ( 154.80 °C. ) (est)
logP (o/w): 2.130
Soluble in:
 acetone
 alcohol
 water, 300 mg/L @ 25 °C (exp)
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Organoleptic Properties:
 
Odor Type: balsamic
 
Odor Strength: medium ,
recommend smelling in a 10.00 % solution or less
 
 balsamic  vanilla  medicinal  camphoreous  
Odor Description:
at 10.00 % in dipropylene glycol. 
balsamic vanilla medicinal camphoreous
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: perfuming agents
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Suppliers:
Aceto
Benzoin
Augustus Oils
Benzoin Powder
Services
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For experimental / research use only.
Benzoin
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For experimental / research use only.
Benzoin
EMD Millipore
For experimental / research use only.
Benzoin
Glentham Life Sciences
Benzoin
Parchem
Benzoin
Penta International
BENZOIN POWDER NATURAL
Penta International
BENZOIN POWDER
Santa Cruz Biotechnology
For experimental / research use only.
Benzoin
Sigma-Aldrich
For experimental / research use only.
Benzoin analytical standard
TCI AMERICA
For experimental / research use only.
Benzoin >98.0%(GC)
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Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
None - None found.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
 
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:
oral-rat LD50  10000 mg/kg
Food and Cosmetics Toxicology. Vol. 11, Pg. 871, 1973.

oral-mouse LD50  > 3000 mg/kg
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 15, Pg. 359, 1984.

Dermal Toxicity:
skin-rabbit LD50 8870 mg/kg
Food and Cosmetics Toxicology. Vol. 11, Pg. 871, 1973.

Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: flavor and fragrance agents
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for benzoin usage levels up to:
  2.0000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 6.20 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 21.00 (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: 3
Click here to view publication 3
 average usual ppmaverage maximum ppm
baked goods: -1.40000
beverages(nonalcoholic): -4.50000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -0.54000
fruit ices: -0.54000
gelatins / puddings: -0.10000
granulated sugar: --
gravies: --
hard candy: -2.00000
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: --
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Safety References:
Flavor & Extract Manufacturers Association (FEMA) reference(s):
The FEMA GRAS assessment of aromatic substituted secondary alcohols, ketones, and related esters used as flavor ingredients. View pdf
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):
Flavouring Group Evaluation 69, (FGE.69)[1] - Consideration of aromatic substituted secondary alcohols, ketones and related esters evaluated by JECFA (57th meeting) structurally related to aromatic ketones from chemical group 21 evaluated by EFSA in FGE.16 (2006) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf
EPI System: View
ClinicalTrials.gov: search
Daily Med: search
NIOSH International Chemical Safety Cards: search
Chemical Carcinogenesis Research Information System: Search
Cancer Citations: Search
Toxicology Citations: Search
Carcinogenic Potency Database: Search
EPA GENetic TOXicology: Search
EPA Substance Registry Services (TSCA): 119-53-9
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 8400
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 2
 2-hydroxy-1,2-diphenylethanone
Chemidplus: 0000119539
EPA/NOAA CAMEO: hazardous materials
RTECS: 119-53-9
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References:
 2-hydroxy-1,2-diphenylethanone
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 119-53-9
Pubchem (cid): 8400
Pubchem (sid): 134974550
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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
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C01408
HMDB (The Human Metabolome Database): HMDB32039
FooDB: FDB012830
YMDB (Yeast Metabolome Database): YMDB00336
Export Tariff Code: 2914.49.4000
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
For Odor
anisic
para-acetanisoleFL/FR
ortho-anisaldehydeFL/FR
balsamic
siam benzoin absoluteFL/FR
sumatra benzoin absoluteFL/FR
 benzoin absolute replacerFL/FR
sumatra benzoin gumFL/FR
siam benzoin resinFL/FR
sumatra benzoin resinFL/FR
 benzoin resin replacerFR
siam benzoin resinoidFL/FR
sumatra benzoin resinoidFL/FR
 benzoin resinoid replacerFR
1-benzoyl acetoneFL/FR
isobornyl formateFL/FR
 peru balsam oilFL/FR
 peru balsam replacerFR
 peru balsam resinoidFL/FR
camphoreous
dextro-camphorFL/FR
 melaleuca viridiflora leaf oilFR
chocolate
 vanillyl ethyl etherFL/FR
coumarinic
 coumaneFL/FR
creamy
para-vanillic acidFL/FR
para-vanillyl alcoholFL/FR
 veratraldehydeFL/FR
floral
para-cresyl laurateFL/FR
 heliotropinFL/FR
fruity
 vanilla carboxylateFL/FR
herbal
1,8-cineoleFL/FR
 eucalyptus globulus oilFL/FR
 eucalyptus oil replacerFR
 piperitoneFL/FR
 rosemary oleoresinFL/FR
white thyme oilFL/FR
 thyme oil (thymus zygis gracillis) spainFL/FR
red thyme oil spainFL/FR
 thymolFL/FR
minty
 menthoxypropane diolFL/FR
 vanillin menthoxypropane diol acetalFL/FR
naphthyl
2,4-dimethyl benzaldehydeFL/FR
1-methyl naphthaleneFL/FR
phenolic
 ethyl vanillateFL/FR
ortho-guaiacolFL/FR
powdery
para-anisyl acetateFL/FR
smoky
alpha-ethoxy-ortho-cresolFL/FR
spicy
para-anisyl formateFL/FR
 cardamom oil replacerFR
 dianthus ethoneFR
 elettaria cardamomum seed oilFL/FR
 elettaria cardamomum seed oil guatemalaFL/FR
(E)-para-methoxycinnamaldehydeFL/FR
para-methoxycinnamaldehydeFL/FR
4-methyl guaiacolFL/FR
 zingeroneFL/FR
sweet
 vanilla oleoresin baliFL/FR
 vanilla resinoidFL/FR
tonka
 coumarinFR
vanilla
 acetovanilloneFL/FR
ortho-dimethyl hydroquinoneFL/FR
 ethyl vanillinFL/FR
 ethyl vanillin isobutyrateFL/FR
 ethyl vanillin propylene glycol acetalFL/FR
 heliotropyl alcoholFL/FR
 methyl vanillateFL/FR
 propenyl guaetholFL/FR
 vanilla bean absolute (vanilla planifolia)FL/FR
 vanilla cresolFR
 vanillinFL/FR
 vanillin 2,3-butylene glycol acetalFL/FR
 vanillin propylene glycol acetalFL/FR
 vanillyl acetateFL/FR
 vanillyl butyl etherFL/FR
 vanillyl isobutyrateFL/FR
 vanillylidene acetoneFL/FR
woody
 guaiacyl acetateFL/FR
4-hydroxybenzaldehydeFL/FR
 
For Flavor
 
No flavor group found for these
1-benzoyl acetoneFL/FR
 coumaneFL/FR
ortho-dimethyl hydroquinoneFL/FR
alpha-ethoxy-ortho-cresolFL/FR
 glucoethyl vanillinFL
 heliotropyl alcoholFL/FR
 menthoxypropane diolFL/FR
(E)-para-methoxycinnamaldehydeFL/FR
4-methoxysalicylaldehydeFL
3-methyl cyclohexanoneFL
 methyl vanillateFL/FR
 vanillin menthoxypropane diol acetalFL/FR
 vanillyl butyl etherFL/FR
anisic
para-acetanisoleFL/FR
ortho-anisaldehydeFL/FR
balsamic
 benzoin absolute replacerFL/FR
sumatra benzoin gumFL/FR
siam benzoin resinFL/FR
sumatra benzoin resinFL/FR
siam benzoin resinoidFL/FR
sumatra benzoin resinoidFL/FR
 peru balsamFL
 peru balsam oilFL/FR
 peru balsam resinoidFL/FR
 vanillylidene acetoneFL/FR
cherry
 heliotropinFL/FR
para-methoxycinnamaldehydeFL/FR
coconut
6-methyl coumarinFL
creamy
 divanillinFL
 ethyl vanillateFL/FR
4-hydroxybenzaldehydeFL/FR
para-vanillic acidFL/FR
para-vanillyl alcoholFL/FR
 veratraldehydeFL/FR
fruity
para-anisyl acetateFL/FR
 vanilla carboxylateFL/FR
herbal
 eucalyptus globulus oilFL/FR
 rosemary oleoresinFL/FR
white thyme oilFL/FR
 thyme oil (thymus zygis gracillis) spainFL/FR
red thyme oil spainFL/FR
medicinal
dextro-camphorFL/FR
minty
1,8-cineoleFL/FR
 piperitoneFL/FR
naphthyl
2,4-dimethyl benzaldehydeFL/FR
1-methyl naphthaleneFL/FR
nutty
 furfural acetoneFL
phenolic
 thymolFL/FR
powdery
 powdery ketoneFL
rummy
 vanillyl ethyl etherFL/FR
spicy
para-anisyl formateFL/FR
sumatra benzoin absoluteFL/FR
siam benzoin absoluteFL/FR
 elettaria cardamomum seed oilFL/FR
 elettaria cardamomum seed oil guatemalaFL/FR
 zingeroneFL/FR
sweet
 vanilla oleoresin baliFL/FR
 vanilla resinoidFL/FR
vanilla
 acetovanilloneFL/FR
 ethyl vanillinFL/FR
 ethyl vanillin isobutyrateFL/FR
 ethyl vanillin propylene glycol acetalFL/FR
4-methyl guaiacolFL/FR
 propenyl guaetholFL/FR
 vanilla bean absolute (vanilla planifolia)FL/FR
 vanillinFL/FR
 vanillin 2,3-butylene glycol acetalFL/FR
 vanillin propylene glycol acetalFL/FR
 vanillyl acetateFL/FR
 vanillyl isobutyrateFL/FR
waxy
para-cresyl laurateFL/FR
woody
isobornyl formateFL/FR
ortho-guaiacolFL/FR
 guaiacyl acetateFL/FR
 
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Potential Uses:
 vanillaFL
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
(±)-benzoin
(RS)-benzoin
 benzoyl phenyl carbinol
bitter almond oil camphor
1,2-diphenyl-1-hydroxy-2-ethanone
 ethanone, 2-hydroxy-1,2-diphenyl-
(±)-2-hydroxy-1,2-diphenyl ethan-1-one
(1)-2-hydroxy-1,2-diphenyl ethan-1-one
2-hydroxy-1,2-diphenyl ethanone
2-hydroxy-1,2-diphenyl-ethanone
2-hydroxy-1,2-diphenylethan-1-one
(±)-2-hydroxy-1,2-diphenylethanone
2-hydroxy-1,2-diphenylethanone
2-hydroxy-2-phenyl acetophenone
(±)-2-hydroxy-2-phenylacetophenone
2-hydroxy-2-phenylacetophenone
2-hydroxy-2-pheylacetophenone
a-hydroxy-a-phenylacetophenone
alpha-hydroxy-alpha-phenyl acetophenone
a-hydroxybenzyl phenyl ketone
alpha-hydroxybenzyl phenyl ketone
 ketone, a-hydroxybenzyl phenyl
 nisso cure MB
 phenyl benzoyl carbinol
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