bromo(methoxy)methane

• ChemBase ID: 75252
• Molecular Formular: C2H5BrO
• Molecular Mass: 124.9645
• Monoisotopic Mass: 123.95237678
• SMILES: O(CBr)C
• Canonical SMILES: COCBr
• InChI: InChI=1S/C2H5BrO/c1-4-2-3/h2H2,1H3
• InChIKey: JAMFGQBENKSWOF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bromo(methoxy)methane
• IUPAC Traditional name: methane, bromomethoxy-
• Synonyms: Bromo(methoxy)methane; Bromomethyl methyl ether; Bromomethyl methyl ether; bromo(methoxy)methane; BMME; Methoxymethyl bromide; 溴甲基甲基醚; 溴甲基甲醚

Database IDs

• CAS Number: 13057-17-5
• MDL Number: MFCD00000171
• Beilstein Number: 1730853
• PubChem SID: 24849953; 162040170
• PubChem CID: 83093

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.6137889
• LogD (pH = 7.4): 0.6137889
• Log P: 0.6137889
• Molar Refractivity: 20.4685 cm^3
• Polarizability: 8.11769 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 86-87°C; 87 °C(lit.)
• Flash Point: 26°C(78°F); 27 °C; 80.6 °F
• Density: 1.531; 1.531 g/mL at 25 °C(lit.)
• Refractive Index: 1.4520-1.4600; n20/D 1.456(lit.)
• Hydrophobicity(logP): 0.565

Safety Information

• Storage Warning: Harmful/Flammable/Moisture Sensitive
• European Hazard Symbols: X; Harmful (Xn)
• UN Number: 1992; UN1992
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3; II
• Risk Statements: 10-20/21/22-36/37/38-40
• Safety Statements: 16-26-36/37; 26-36/37
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS06; GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H226-H312-H315-H319-H332-H335-H351; H331-H302-H312-H315-H319-H335-H226-H351
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P261-P280-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 1992 3/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: 90%; 95%; tech. 90%
• Grade: technical grade
• Linear Formula: BrCH2OCH3

DETAILS

Sigma Aldrich - 161756

Packaging
5, 25 g in glass bottle

REFERENCES

• Reagent for protection of OH groups as their methoxymethyl (MOM) ethers. The group can be introduced in the presence of a base such as N-ethyldiisopropylamine: Tetrahedron Lett., 26, 6461 (1986); 30, 1971 (1989). Aryl acetates are converted directly into aryl methoxymethyl ethers in the presence of NaOMe in DMF: Synth. Commun., 29, 2217 (1999).
• A method for the ɑ-methylenation of lactones involves alkylation of the ɑ-lithio derivative, followed by elimination of methanol: J. Am. Chem. Soc., 102, 3964 (1980).
• For a review of the use of ɑ-monohalo ethers in synthesis, see: Synthesis, 1 (1995).