ethyl 2-(methylsulfanyl)acetate

• ChemBase ID: 110463
• Molecular Formular: C5H10O2S
• Molecular Mass: 134.1967
• Monoisotopic Mass: 134.04015056
• SMILES: CCOC(=O)CSC
• Canonical SMILES: CSCC(=O)OCC
• InChI: InChI=1S/C5H10O2S/c1-3-7-5(6)4-8-2/h3-4H2,1-2H3
• InChIKey: MDIAKIHKBBNYHF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2-(methylsulfanyl)acetate
• IUPAC Traditional name: ethyl 2-(methylsulfanyl)acetate
• Synonyms: ETHYL α-(METHYLTHIO)ACETATE; Ethyl α-(methylthio)acetate; (Methylthio)acetic acid ethyl ester; Ethyl (methylthio)acetate; (甲硫基)乙酸乙酯; (甲硫基)乙酸乙酯; 甲硫基乙酸乙酯

Database IDs

• CAS Number: 4455-13-4
• EC Number: 224-700-2
• MDL Number: MFCD00009182
• Beilstein Number: 1744999
• PubChem SID: 162096988; 24852589; 24901902
• PubChem CID: 78199
• FEMA ID: 3835
• Flavis Number: 12.122

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.8929309
• LogD (pH = 7.4): 0.8929309
• Log P: 0.8929309
• Molar Refractivity: 34.6416 cm^3
• Polarizability: 13.787119 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: colorless
• Boiling Point: 176°C; 70-72 °C/25 mmHg(lit.); 70-72 °F/12 mmHg
• Flash Point: 138.2 °F; 59 °C; 59°C(138°F)
• Density: 1.043 g/mL at 25 °C; 1.043 g/mL at 25 °C(lit.); 1.06
• Refractive Index: 1.4600; n20/D 1.459(lit.)
• Organoleptic: apricot; sweet; vegetable; ethereal; wine-like; alliaceous (onion, garlic); coffee

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Irritant (Xi)
• UN Number: 3272; UN3272
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3; III
• Risk Statements: 36/37; 36/37/38
• Safety Statements: 26; 26-36
• TSCA Listed: 否
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H226-H315-H319-H335; H226-H319-H335
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3272 3/PG 3

Product Information

• Purity: ≥98%; 98%
• Linear Formula: CH3SCH2CO2C2H5

DETAILS

MP Biomedicals - 05215125

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 209716

Packaging
25 g in glass bottle

Sigma Aldrich - W383503

Biochem/physiol Actions
Odor at 1.0%
Taste at 1-2 ppm
General description
Natural Occurrence: Apple and melon.
Packaging
1 kg in glass bottle
1 sample in glass bottle
100 g in glass bottle
5 kg in steel drum

REFERENCES

• In the presence of chlorine or t-butyl hypochlorite, substituted anilines give ortho-substituted derivatives via a base-promoted Sommelet-Hauser type rearrangement of an intermediate azasulfonium salt: J. Am. Chem. Soc., 96, 5512 (1974):
  
• The products are used in the synthesis of oxindoles; see, e.g.: J. Heterocycl. Chem., 28, 1525 (1991).
• Under photochemical conditions, alkenes are converted to the homologated saturated ethyl esters: Tetrahedron Lett., 38, 7829 (1997).