DL-2-Hydroxy-2-phenylessigsure

Mandelic Acid

HCID 1292CAS 611-72-3

Grundinformationen

Standard-SMILES
O=C(O)C(O)c1ccccc1
InChIKey
IWYDHOAUDWTVEP-UHFFFAOYSA-N
Summenformel
C8H8O3
Durchschnittliche Molmasse
152,15 g/mol
Monoisotopische Masse
152,04734411

Namen und Bezeichner

Bevorzugter Name
Mandelic Acid
IUPAC
2-hydroxy-2-phenylacetic acid
Lokaler Name
DL-2-Hydroxy-2-phenylessigsure
Englischer Name
DL-Mandelic acid
Summenformel
C8H8O3
Molmasse
152.15

Namen und Synonyme

MANDELIC ACIDdl-Mandelic acid2-hydroxy-2-phenylacetic acid90-64-2Phenylglycolic acidParamandelic acidAmygdalic acidUromalineRacemic mandelic acidPhenylhydroxyacetic acid(RS)-Mandelic acidalpha-Hydroxyphenylacetic acid
Weitere Namen anzeigen
DL-MandelicaciDL-MANDELSAEURE SDL-AMYGDALIC ACIDMANDELIC ACID, DL-RARECHEM AL BO 1098TIMTEC-BB SBB007730(R)(S)-MANDELICACIDMANDELIC(D,L-) ACID
Acido mandelicoKyselina mandlovaBenzeneacetic acid, alpha-hydroxy-alpha-Hydroxybenzeneacetic acidNSC-7925NH496X0UJXDTXSID6023234CHEBI:35825

Datenbank-Bezeichner

CAS
611-72-3、90-64-2
PubChem CID
1292
DTXSID
DTXSID6023234
ChEMBL
CHEMBL1609
ChEBI
CHEBI:35825
UNII
NH496X0UJX
EC Number
202-007-6、210-277-1
Nikkaji
J2.433.033H、J2.433.034F、J3.918G

Eigenschaften

Berechnete Struktureigenschaften

XLogP
0,6
Polarare Oberfläche (TPSA)
57,5 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
2
Schwere Atome
11

Experimentelle und physikochemische Eigenschaften

Density · 2 Einträge

1.3 @25 °C

1.3 @25 °C

Boiling Point320 °C @760 [mm Hg]
Melting Point119 °C
Vapor Pressure0.0000164 [mmHg]
Physical Description · 2 Einträge

Liquid

Solid; Darkens and decomposes after prolonged light exposure; [Merck Index] White crystalline powder with a faint sweet odor; [Fisher Scientific MSDS]

Kovats Retention Index1487

Physikochemische Eigenschaften

Schmelzpunkt
119 · 119-121 °C(lit.)
Siedepunkt
234.6 °C · 234.6°C (rough estimate)
Dichte
1.289 · 1.2890
Brechungsindex
1.4945 · 1.4945 (estimate)
pka
3.85 · 3.85(at 25℃)
Wasserlöslichkeit
172.5 g/L · 172.5g/L(24 ºC)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 25.3% (66 of 261) of reports.

Danger

H302 (23.4%): Harmful if swallowed [Warning Acute toxicity, oral];H315 (23.8%): Causes skin irritation [Warning Skin corrosion/irritation];H318 (72.8%): Causes serious eye damage [Danger Serious eye damage/eye irritation];H335 (23.4%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 261 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 66 of 261 reports by companies.;There are 9 notifications provided by 195 of 261 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: Benzeneacetic acid, .alpha.-hydroxy-

Benzeneacetic acid, .alpha.-hydroxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzeneacetic acid, .alpha.-hydroxy- 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)

Status: Active Update: 01-10-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/19362

Benzeneacetic acid, .alpha.-hydroxy-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Benzeneacetic acid, .alpha.-hydroxy-: Human health tier I assessment;IMAP assessments - Benzeneacetic acid, .alpha.-hydroxy-: Environment tier I assessment
Hazards SummaryCauses gastritis and other liver changes in oral lethal-dose studies of rabbits; [RTECS] An irritant; Chronic exposure may cause kidney injury and digestive tract abnormalities; [Fisher Scientific MSDS]
Hazard Classes and Categories · 2 Einträge

Acute Tox. 4 (50.5%);Skin Irrit. 2 (86.5%);Eye Dam. 1 (54.1%);Eye Irrit. 2 (44.1%);STOT SE 3 (85.6%)

Acute Tox. 4 (23.4%);Skin Irrit. 2 (23.8%);Eye Dam. 1 (72.8%);STOT SE 3 (23.4%)

Sicherheit und Schutzausrüstung

Protective Action Criteria (PAC) · 6 Einträge

25 [mg/m3]

270 [mg/m3]

1600 [mg/m3]

25 [mg/m3]

270 [mg/m3]

1600 [mg/m3]

Toxikologische Informationen

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.

Regulatorische Informationen

Regulatory Information · 4 Einträge

Chemical: Benzeneacetic acid, .alpha.-hydroxy-

Benzeneacetic acid, .alpha.-hydroxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzeneacetic acid, .alpha.-hydroxy- 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)

Status: Active Update: 01-10-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/19362

Benzeneacetic acid, .alpha.-hydroxy-: Does not have an individual approval but may be used under an appropriate group standard

Sicherheitsdaten

wgk
3
hs_code
29181980
RTECS-Nr.
OO6300000
risk_code
21/22
safety_code
22-24/25

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 4 Einträge

J - Antiinfectives for systemic use;J01 - Antibacterials for systemic use;J01X - Other antibacterials;J01XX - Other antibacterials;J01XX06 - Mandelic acid

B - Blood and blood forming organs;B05 - Blood substitutes and perfusion solutions;B05C - Irrigating solutions;B05CA - Antiinfectives;B05CA06 - Mandelic acid

QB - Blood and blood forming organs;QB05 - Blood substitutes and perfusion solutions;QB05C - Irrigating solutions;QB05CA - Antiinfectives;QB05CA06 - Mandelic acid

QJ - Antiinfectives for systemic use;QJ01 - Antibacterials for systemic use;QJ01X - Other antibacterials;QJ01XX - Other antibacterials;QJ01XX06 - Mandelic acid

Verwendung und Herstellung

UsesUsed as a urinary antiseptic; [Merck Index]
U.S. Production2023: 75,000 - <500,000 lb;2022: 75,000 - <500,000 lb;2021: 75,000 - <500,000 lb;2020: <75,000 lb
Industry UsesIntermediate
Use ClassificationCosmetics -> Antimicrobial
General Manufacturing Information · 2 Einträge

All Other Chemical Product and Preparation Manufacturing

Benzeneacetic acid, .alpha.-hydroxy-: ACTIVE

Anwendungen · 1 Eintrag

BeschreibungDL-Mandelic acid is a chemical compound belonging to the family of alpha hydroxy acids (AHAs). It is a racemic mixture containing equal amounts of the D and L enantiomers of Mandelic acid. It is commonly used in skincare products for its exfoliating and antibacterial properties. DL-Mandelic Acid is useful in suppressing pigmentation, treating inflammatory non-cystic acne, and rejuvenating photoaged skin. Moreover, it has proven useful in preparing the skin for laser peeling and helping the skin heal after laser surgery. This product appears as a white crystal substance.

Vor- und nachgelagerte Produkte

Anbieter50 Anbieter

Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
河北创之源生物科技有限公司13012111162

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