methyl prop-2-ynoate

• ChemBase ID: 37173
• Molecular Formular: C4H4O2
• Molecular Mass: 84.07336
• Monoisotopic Mass: 84.02112937
• SMILES: C(#C)C(=O)OC
• Canonical SMILES: COC(=O)C#C
• InChI: InChI=1S/C4H4O2/c1-3-4(5)6-2/h1H,2H3
• InChIKey: IMAKHNTVDGLIRY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl prop-2-ynoate
• IUPAC Traditional name: propiolic acid, methyl ester
• Synonyms: Methyl propiolate; Methyl propiolate; Methyl prop-2-ynoate; Methyl acetylenecarboxylate; Methyl propiolate; Propiolic acid methyl ester; 乙炔基羧酸甲酯; 丙炔酸甲酯

Database IDs

• CAS Number: 922-67-8
• EC Number: 213-083-5
• MDL Number: MFCD00008572
• Beilstein Number: 605462
• PubChem SID: 24887913; 161000480; 24850388
• PubChem CID: 13536

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.5611971
• LogD (pH = 7.4): 0.5611971
• Log P: 0.5611971
• Molar Refractivity: 20.5531 cm^3
• Polarizability: 7.812082 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 78 - 81°C
• Boiling Point: 103-105 °C(lit.); 98-101°C; 98-101°C
• Flash Point: 10°C; 10°C(50°F); 16 °C; 60.8 °F
• Density: 0.945 g/mL at 25 °C(lit.); 1.016
• Refractive Index: 1.4080; n20/D 1.408(lit.); n20/D 1.409
• Hydrophobicity(logP): -0.077

Safety Information

• Storage Warning: Highly Flammable/Irritant/Lachrymatory; IRRITANT
• RTECS: UE0050000
• European Hazard Symbols: Flammable (F); Irritant (Xi)
• UN Number: 3272; UN3272
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 11-36/37/38; R:36/37/38
• Safety Statements: 16-26-33-37; 26-36; S:20-25-26-37/39
• TSCA Listed: false; 否
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H315-H319-H335
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P210-P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3272 3/PG 2

Product Information

• Purity: ≥97.0% (GC); 95%; 97%; 98%; 99%
• Grade: purum
• Linear Formula: HC≡CCO2CH3

DETAILS

MP Biomedicals - 05215482

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 171859

Application
N-3 protecting reagent for uridines and thymidines.1
Used in a one-pot, four-component synthesis of 1,2,3,5-benzenetetracarboxylates promoted by Ph3P.
Packaging
2.5, 10, 50 g in glass bottle

REFERENCES

• For the conjugate addition of nitro-compounds, catalyzed by F^-, see Nitroethane, A10855. For further reactions of propiolate esters, see Ethyl propiolate, A15068.