Ethyl mandelate (HCID 13050)

Names & identifiers

Preferred name: Ethyl mandelate
IUPAC: ethyl 2-hydroxy-2-phenylacetate
English name: ETHYL MANDELATE
Molecular formula: C10H12O3
Molecular weight: 180.2

Names & synonyms

ETHYL MANDELATE774-40-3Ethyl phenylglycolateMandelic acid, ethyl esterMandelsaeureaethylesterDTXSID6057829Benzeneacetic acid, alpha-hydroxy-, ethyl esterNSC-5307HB863RG3P8DTXCID7031618(+-)-Ethyl mandelateRefChem:596255

Show more names

Mandelate ethylDL-ETHYL MANDELATE(±)-Ethyl mandelateETHYL MANDELATE 97%EthylDL-Mandelate>ETHYL PHENYLGLYCOLATEEthyl DL-mandelate,97%l-hydroxyphenylacetate

CHEBI:78407212-263-0ethyl 2-hydroxy-2-phenylacetate4358-88-7DL-MANDELIC ACID ETHYL ESTER(+)-Ethyl MandelateEthyl dl-mandelateEthyl hydroxy(phenyl)acetate

Database identifiers

CAS: 10606-72-1、4358-88-7、774-40-3
PubChem CID: 13050
DTXSID: DTXSID6057829
ChEMBL: CHEMBL165662
ChEBI: CHEBI:38750
UNII: HB863RG3P8
EC Number: 212-263-0、610-127-9
Nikkaji: J48.639F

Properties

Computed structural properties

XLogP: 1.5
Topological polar surface area: 46.5 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 4
Heavy atoms: 13
Formal charge: 0
Complexity: 162

Experimental & physicochemical properties

Vapor Pressure0.00026 [mmHg]

Physical DescriptionMelting point = 35 deg C; [ChemIDplus] Colorless liquid; [Alfa Aesar MSDS]

Physicochemical properties

Melting point: 37 °C · 37 °C
Boiling point: 253 · 253-255 °C(lit.)
Density: 1.115 g/mL · 1.115 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.512(lit.)
Flash point: 230 °F · >230 °F
storage temp.: 30 °C · Store below +30°C.
solubility: soluble in Methanol
form: powder to lump to clear liquid
pka: 12.33 · 12.33±0.20(Predicted)
color: White or Colorless to Light yellow
FreezingPoint: 23 to · 23.0 to 27.0 ℃
InChI: InChI=1S/C10H12O3/c1-2-13-10(12)9(11)8-6-4-3-5-7-8/h3-7,9,11H,2H2,1H3
InChIKey: SAXHIDRUJXPDOD-UHFFFAOYSA-N
SMILES: C(OCC)(=O)C(C1=CC=CC=C1)O
CAS DataBase Reference: 774 · 774-40-3(CAS DataBase Reference)
UNSPSC Code: 12352108 · 12352108
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 319 · H319
Precautionary statements: 264 · P264-P280i-P305+P351+P338-P337+P313
Hazard Codes: Xi
Risk Statements: 36 · 36
Safety Statements: 37 · 37/39-26
WGK Germany: 2 · 2
RTECS: 7397000 · OO7397000
HS Code: 2918 · 2918 19 98
Storage Class: 10 · 10 - Combustible liquids
Hazard Classifications: 2 · Eye Irrit. 2

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H318 (86.4%): Causes serious eye damage [Danger Serious eye damage/eye irritation]；H319 (13.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, P305+P354+P338, P317, and P337+P317 (click each P-code to see the statement)

Aggregated GHS information provided per 44 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；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.

Hazard information

Regulatory InformationEthyl mandelate: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryA severe eye irritant; [RTECS] A strong eye irritant; [Alfa Aesar MSDS]

Hazard Classes and CategoriesEye Dam. 1 (86.4%)；Eye Irrit. 2 (13.6%)

Regulatory information

Regulatory InformationEthyl mandelate: Does not have an individual approval but may be used under an appropriate group standard

Safety data

wgk: 2
rtecs: OO7397000
hs_code: 2918 19 98
risk_code: 36
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 37/39-26
Storage Class: 10 - Combustible liquids
Hazard statements: H319
Hazard Classifications: Eye Irrit. 2
Precautionary statements: P264-P280i-P305+P351+P338-P337+P313

Chemistry & industry

Applications · 1 item

UsesEthyl Mandelate is used as a reagent in the synthesis of several organic compounds including that of volatile methylsiloxanes which have the potential to be a more environmentally sustainable alternative as solvents in chemical synthesis to non-polar organic solvents. It was found to act as a substrate for (S)-mandelate dehydrogenase which is a flavin mononucleotide dependent enzyme that oxidises (S)-mandelate to benzoylformate.