2-methoxyethyl chloroformate

• ChemBase ID: 139608
• Molecular Formular: C4H7ClO3
• Molecular Mass: 138.54958
• Monoisotopic Mass: 138.00837176
• SMILES: COCCOC(=O)Cl
• Canonical SMILES: COCCOC(=O)Cl
• InChI: InChI=1S/C4H7ClO3/c1-7-2-3-8-4(5)6/h2-3H2,1H3
• InChIKey: NDYYWMXJZWHRLZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methoxyethyl chloroformate
• IUPAC Traditional name: 2-methoxyethyl chloroformate
• Synonyms: (2-Methoxyethoxy)carbonyl chloride; (Chloro)(2-methoxyethoxy)methanone; 2-Methoxyethyl carbonochloridate; Chloroformic acid 2-methoxyethyl ester; 2-Methoxyethyl chloroformate; 2-甲氧基氯甲酸乙酯

Database IDs

• CAS Number: 628-12-6
• EC Number: 211-026-9
• MDL Number: MFCD00058932
• PubChem SID: 162233856; 24881382
• PubChem CID: 69400

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.88229954
• LogD (pH = 7.4): 0.88229954
• Log P: 0.88229954
• Molar Refractivity: 29.1693 cm^3
• Polarizability: 11.621042 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 157-158 °C(lit.)
• Flash Point: 136.4 °F; 58 °C
• Density: 1.192 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.4200(lit.)

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 2920
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS02; GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H226-H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2920 8/PG 2
• Storage Temperature: 2-8°C

Product Information

• Linear Formula: CH3OCH2CH2OCOCl

DETAILS

Sigma Aldrich - 592293

Packaging
5, 25, 250 mL in glass bottle
Application
Reactant for:
• Preparation of N-bridged bicyclic sulfonamides as inhibitors of γ-secretase1
• Preparation of dimethoxyethyl azodicarboxylate via amidation/oxidation and application to Mitsunobu reaction2
• Regioselective, stereoselective, and kinetically-controlled nickel-catalyzed cyanoesterification of allenes chloroformates and TMSCN3
• Preparation of amino carboxamidobenzothiazoles as Lck inhibitors4
• Preparation of nonracemic spirooxindoles using a stereoselective three-component coupling reaction as the key step and using acylation reactions to add structural diversity5