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Benzoin

HCID 8400
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Grundinformationen

CAS
119-53-9
Standard-SMILES
O=C(c1ccccc1)C(O)c1ccccc1
InChIKey
ISAOCJYIOMOJEB-UHFFFAOYSA-N
Summenformel
C14H12O2
Durchschnittliche Molmasse
212,24 g/mol
Monoisotopische Masse
212,08372962

Überblick

Benzoin is an off-white to yellow-white crystalline solid with an odor of camphor. Slightly acrid taste. When broken the fresh surfaces have a milky-white color. (NTP, 1992)

Namen und Bezeichner

Bevorzugter Name
Benzoin
IUPAC
2-hydroxy-1,2-diphenylethanone
Lokaler Name
Benzoin
Englischer Name
Benzoin
Summenformel
C14H12O2
Molmasse
212.24

Namen und Synonyme

BENZOIN119-53-92-Hydroxy-1,2-diphenylethanone2-Hydroxy-2-phenylacetophenoneBenzoylphenylcarbinolDL-BENZOINEthanone, 2-hydroxy-1,2-diphenyl-Phenylbenzoyl carbinol(+-)-Benzoinalpha-Hydroxy-alpha-phenylacetophenonealpha-Hydroxybenzyl phenyl ketoneAerozoin
Weitere Namen anzeigen
FEMA 2132BENZOIN SUMATRABenzoin, 99.5%Benzoin, ARBENZOIN GUMBENZOIN GUM SIAMA-HYDROXYBENZYL PHENYL KETONEA-HYDROXY-A-PHENYLACETOPHENONE
desyl alcoholPhenyl-alpha-hydroxybenzyl ketoneFEMA No. 2132NCI-C50011(RS)-BenzoinHydroxy-2-phenyl acetophenoneWy 42956DTXSID1020144

Datenbank-Bezeichner

CAS
119-53-9、579-44-2、8050-35-9、9000-05-9
PubChem CID
8400
DTXSID
DTXSID1020144
ChEMBL
CHEMBL190677
ChEBI
CHEBI:17682
UNII
L7J6A1NE81
EC Number
204-331-3、209-441-5
Nikkaji
J20.621K

Eigenschaften

Berechnete Struktureigenschaften

XLogP
2,1
Polarare Oberfläche (TPSA)
37,3 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
3
Schwere Atome
16
Formalladung
0
Komplexität
225

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Other Aromatic Compounds
LogP · 2 Einträge

2.130

2.13

OdorSWEET NON-DESCRIPT ODOR
TasteSWEET NON-DESCRIPT TASTE
Food AdditivesFLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 2 Einträge

1.31 at 68 °F (NTP, 1992) - Denser than water; will sink

1.31 g/cm³

Flavoring AgentsEU Flavoring substances
Color/Form · 2 Einträge

PALE YELLOW CRYSTALS

WHITE CRYSTALS

Solubility · 6 Einträge

less than 0.1 mg/mL at 64 °F (NTP, 1992)

SOL IN 3335 PARTS WATER, MORE SOL IN HOT WATER; SOL IN 5 PARTS PYRIDINE; ACETONE; SOL IN BOILING ALC; SLIGHTLY SOL IN ETHER /DL-FORM/

SOL IN HOT METHANOL; SOL IN HOT ALCOHOL; ACETONE /D & L-FORMS/

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 68.8% (308 of 448) of all reports.

H412 (30.8%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

P273, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 448 reports by companies from 4 notifications to the ECHA C&L Inventory.

Not Classified

Gefahrenhinweise

Regulatory Information · 5 Einträge

Chemical: Ethanone, 2-hydroxy-1,2-diphenyl-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Ethanone, 2-hydroxy-1,2-diphenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanone, 2-hydroxy-1,2-diphenyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

REACH registered substance: Benzoin (EC: 204-331-3)

Ethanone, 2-hydroxy-1,2-diphenyl-: Does not have an individual approval but may be used under an appropriate group standard

Fire Hazards · 2 Einträge

Flash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)

Combustible.

Fire PotentialSLIGHT, WHEN HEATED...
Health HazardsSYMPTOMS: Symptoms of exposure to this compound may include irritation of the skin, eyes and mucous membranes. It may also cause contact dermatitis.
Hazards SummaryAn irritant; [ICSC] May cause skin and eye irritation; May be harmful if ingested, inhaled, or absorbed through the skin; Oral LD50 (rat) = 10,000 mg/kg; [MSDSonline]

Chemie und Industrie

Pharmakologische Informationen

Protein BindingNo pharmacokinetic data available.
Biological Half-LifeNo pharmacokinetic data available.
Metabolism/Metabolites · 2 Einträge

No pharmacokinetic data available.

BENZOIN YIELDS HYDROBENZOIN & MESO-HYDROBENZOIN IN CURVULARIA. ACKLIN, W ET AL, CROAT CHEM ACTA, 37, 11 (1965). /FROM TABLE/

Absorption, Distribution and Excretion · 4 Einträge

No pharmacokinetic data available.

No pharmacokinetic data available.

No pharmacokinetic data available.

No pharmacokinetic data available.

Cellular LocationsMembrane

Verwendung und Herstellung

Uses · 4 Einträge

Used as a flavor, antiseptic, photopolymerization catalyst, and in organic syntheses [HSDB]

Using Disinfectants or Biocides [Category: Clean]

IN ORGANIC SYNTHESES

PRINCIPLY AS A FLAVOR INGREDIENT; ANTISEPTIC; PHOTOPOLYMERIZATION CATALYST; INT FOR ALPHA-BENZOIN OXIME (ANALYT REAGENT FOR METALS), WETTING AGENTS, EMULSIFYING AGENTS, STILBESTROL PRODUCTS

U.S. Exports(1975) No Data
U.S. Imports(1975) No Data
U.S. Production · 3 Einträge

2023: 1,000,000 - <2,500,000 lb

(1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS

(1975) PROBABLY GREATER THAN 4.5X10+5 GRAMS

Consumer UsesNot Known or Reasonably Ascertainable

Zugehörige Reaktionen

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SOL IN PYRIDINE /D-FORM/

0.3 mg/mL at 25 °C

Solubility in water, g/100ml: 0.03

Boiling Point · 4 Einträge

651 °F at 760 mmHg (NTP, 1992)

194.00 °C. @ 12.00 mm Hg

at 102.4kPa: 344 °C

194 °C (12 mm Hg)

Melting Point · 5 Einträge

279 °F (NTP, 1992)

134-138

MP:133-4 °C /D & L FORMS/

137 °C

137 °C

Vapor Pressure · 2 Einträge

1 MM HG @ 135.6 °C

Vapor pressure, Pa at 136 °C: 133

Physikochemische Eigenschaften

Schmelzpunkt
134 · 134-138 °C(lit.)
Siedepunkt
194 °C12 · 194 °C12 mm Hg(lit.)
Dichte
1.31 · 1.31
Dampfdruck
1.3 hPa · 1.3 hPa (136 °C)
FEMA
2132 · 2132 | BENZOIN
Flammpunkt
181 · 181
storage temp.
30 °C · Store below +30°C.
Löslichkeit
0.3 g/l · 0.3g/l
Aggregatzustand
Powder
pka
12.28 · 12.28±0.20(Predicted)
Farbe
Off-white to very slightly yellow
Geruch (Odor)
agreeable vanilla-like odor
Geruchsart
balsamic
Wasserlöslichkeit
Soluble in chlorine. Slightly soluble in water, ethanol and ether.
Merck
14 · 14,1093
JECFA Number
836 · 836
BRN
391839 · 391839
Henry's Law Constant
2.2 · 2.2×105 mol/(m3Pa) at 25℃, Abraham and Jr. (2019)
Stabilität
Stable. Combustible. Incompatible with strong oxidizing agents.
InChI
1S/C14H12O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13,15H
InChIKey
ISAOCJYIOMOJEB-UHFFFAOYSA-N
SMILES
OC(c1ccccc1)C(=O)c2ccccc2
LogP
1.84 · 1.84-2.13 at 25℃
CAS Datenbank
119 · 119-53-9(CAS DataBase Reference)
NIST chemische Informationen
2 · Ethanone, 2-hydroxy-1,2-diphenyl-(119-53-9)
EPA chemische Informationen
Benzoin (119-53-9)
FDA Requirements121.1164, LIMITATIONS: SYNTHETIC FLAVOR; 8.390, LIMITATIONS: DILUENT IN INKS FOR MARKING FRUITS & VEGETABLES. PRODUCT SPECIFICATIONS APPLY.
Reactive GroupAlcohols and Polyols
Special ReportsDHEW/NCI; Bioassay of Benzoin for Possible Carcinogenicity (1980) Technical Rpt Series No. 204 DHEW Pub No. (NIH) 80-1760
Reactivity ProfileBENZOIN is sensitive to heat and light. This chemical is incompatible with oxidizers. It reduces Fehling's solution. (NTP, 1992)
Air and Water ReactionsInsoluble in water.
Hazard Classes and Categories · 2 Einträge

Aquatic Chronic 3 (30.8%)

Not Classified

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. A water spray may also be used. (NTP, 1992)

Use water spray, powder.

First Aid Measures · 3 Einträge

Fresh air, rest.

Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

First Aid · 1 Eintrag

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 Eintrag

SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Spillage DisposalSweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting.
Eye PreventionWear safety spectacles.
Inhalation RiskEvaporation at 20 °C is negligible; a nuisance-causing concentration of airborne particles can, however, be reached quickly.
Skin PreventionProtective gloves.
Ingestion PreventionWash hands before eating.
Inhalation PreventionUse local exhaust or breathing protection.
Effects of Short Term ExposureMay cause mechanical irritation.
Personal Protective Equipment (PPE) · 1 Eintrag

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Toxikologische Informationen

Signs and Symptoms · 3 Einträge

Cough. Sore throat.

Redness.

Redness.

Ongoing Test Status · 1 Eintrag

The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=119-53-9]

Natural Pollution SourcesNOT REPORTED FOUND IN NATURE.
Carcinogen Classification · 6 Einträge

Benzoin

TR-204: Bioassay of Benzoin for Possible Carcinogenicity (CASRN 119-53-9) (1980 )

02/15/80

No Evidence

No Evidence

No Evidence

Non-Human Toxicity Excerpts · 2 Einträge

Benzoin was found to be negative when tested for mutagenicity using the Salmonella/microsome preincubation assay, using the standard protocol approved by the National Toxicology Program (NTP). Benzoin was tested in as many as 5 Salmonella typhimurium strains (TA1535, TA1537, TA97, TA98, and TA100) in the presence and absence of rat and hamster liver S-9, at doses of 0.033, 0.0333, 0.100, 0.333, 0.3333, 0.667, 1.000, and 3.3333 mg/plate. The highest ineffective dose tested in any S. typhimurium strain was 3.3333 mg/plate. Precipitate was observed in most cultures at the high dose and also some clearing of the background bacterial lawn was also seen.

... Levels of Evidence of Carcinogenicity: Male Rats: Negative; Female Rats: Negative; Male Mice: Negative; Female Mice: Negative.

National Toxicology Program Studies · 1 Eintrag

A bioassay of benzoin for possible carcinogenicity was conducted by incorporating the test chemical in diets of F344 rats and B6C3F1 mice. ... Groups of 50 male rats were fed diets containing 125 or 250 ppm benzoin for 104 wk, and similar groups of female rats received feed containing 250 or 500 ppm. Groups of 50 mice if each sex were fed diets containing 2,500 or 5,000 ppm benzoin for 104 wk. Groups of 50 untreated rats and mice of each sex were used as matched controls. ... Under the conditions of this bioassay, benzoin was not carcinogenic in F344 rats or B6C3F1 mice. Levels of Evidence of Carcinogenicity: Male Rats: Negative; Female Rats: Negative; Male Mice: Negative; Female Mice: Negative.

Regulatorische Informationen

FDA Requirements121.1164, LIMITATIONS: SYNTHETIC FLAVOR; 8.390, LIMITATIONS: DILUENT IN INKS FOR MARKING FRUITS & VEGETABLES. PRODUCT SPECIFICATIONS APPLY.

Sicherheitsdaten

wgk
2
tsca
TSCA listed
hs_code
2914400090
RTECS-Nr.
DI1590000
risk_code
20/21/22-36/37/38
Toxizität
LD50 orally in Rabbit: 10000 mg/kg LD50 dermal Rabbit 8870 mg/kg
hazard_code
Xn
safety_code
24/25-36-26
Speicherklasse
11 - Combustible Solids
Giftige Stoffe Daten
119-53-9(Hazardous Substances Data)
Industry Uses
Surfactant (surface active agent)
Methods of Manufacturing · 2 Einträge

REACTION OF POTASSIUM CYANIDE AND BENZALDEHYDE (BENZOIN CONDENSATION)

PREPD BY TREATING AN ALCOHOLIC SOLN OF BENZALDEHYDE WITH AN ALKALI CYANIDE: ADAMS, MARVEL, ORG SYN VOL 1, PAGE 33 (1921); COLL VOL I, 88; ARNOLD, FUSON, J AM CHEM SOC 58, 1295 (1936); LF FIESER, ORGANIC EXPERIMENTS (DC HEALTH & CO, BOSTON, 1964), PAGES 211-214.

Household ProductsInformation on 2 consumer products that contain Benzoin in the following categories is provided:
Use Classification · 2 Einträge

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information · 5 Einträge

Oil and Gas Drilling, Extraction, and Support activities

Ethanone, 2-hydroxy-1,2-diphenyl-: ACTIVE

REPORTED USES: NON-ALCOHOLIC BEVERAGES: 4.5 PPM; ICE CREAM, ICES, ETC: 0.54 PPM; CANDY 2.0 PPM; BAKED GOODS 1.4 PPM, GELATINS & PUDDINGS: 0.10 PPM.

SWEET FLAVORS, VANILLA, BUTTERSCOTCH. /FROM TABLE/

FEMA NUMBER: 2132

Anwendungen · 2 Einträge

OccurrenceBenzoin is a resin from the trees of genus Styrax.

Verwendenbenzoin is a fragrant essential oil with bactericidal, anti-irritation, and anti-itching properties. It is considered a good ingredient for reducing skin redness and is a preservative of fats. Although its primary constituent is benzoic acid, it also contains canillin and an oily aromatic liquid. This balsamic resin is extracted by cutting deeply into the trunks of trees that grow primarily in Indonesia and Thailand.

Vor- und nachgelagerte Produkte

Nachgelagerte Produkte

4,5-Diphenyl-2-imidazolethiolBenzil2-(2-Chlorphenyl)-4,5-diphenyl-1H-imidazol2,3-Diphenylchinoxalin2-(1-Methylethoxy)-1,2-diphenylethan-1-on"6,7-diphenyl-2-sulfanylidene-1H-pteridin-4-oneTetraphenylcyclopentadienon2,4,5-TriphenylimidazolPyridine, 4-(4,5-diphenyl-1H-imidazol-2-yl)-

Ergänzende Hinweise

DefinitionChEBI: A ketone that consists of acetophenone bearing hydroxy and phenyl substituents at the alpha-position. The parent of the class of benzoins.