2-bromo-1,1-diethoxyethane

• ChemBase ID: 85606
• Molecular Formular: C6H13BrO2
• Molecular Mass: 197.07022
• Monoisotopic Mass: 196.00989166
• SMILES: BrCC(OCC)OCC
• Canonical SMILES: BrCC(OCC)OCC
• InChI: InChI=1S/C6H13BrO2/c1-3-8-6(5-7)9-4-2/h6H,3-5H2,1-2H3
• InChIKey: LILXDMFJXYAKMK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-bromo-1,1-diethoxyethane
• IUPAC Traditional name: 2-bromo-1,1-diethoxyethane
• Synonyms: NSC 8036; Bromoacetaldehyde Diethyl Acetal; 2-Bromo-1,1-diethoxy-ethane; 1,1-Diethoxy-2-bromoethane; 1-Bromo-2,2-diethoxyethane; Bromacetal; α-Bromoacetaldehyde Diethyl Acetal; 2-bromo-1,1-diethoxyethane; 2-Bromo-1,1-diethoxyethane; 2-Bromoacetaldehyde diethyl acetal; Bromoacetal; Bromoacetaldehyde diethyl acetal; BROMOACETAL; 溴乙缩醛二乙醇; 2-溴-1,1-二乙氧基乙烷; 溴乙缩醛; 溴乙醛缩二乙醇

Database IDs

• CAS Number: 2032-35-1
• EC Number: 217-989-1
• MDL Number: MFCD00000214
• Beilstein Number: 635754
• PubChem SID: 24847591; 24849880; 162072722
• PubChem CID: 74852

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.967053
• LogD (pH = 7.4): 1.967053
• Log P: 1.967053
• Molar Refractivity: 40.6176 cm^3
• Polarizability: 16.008902 Å^3
• Polar Surface Area: 18.46 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Colourless Oil
• Boiling Point: 66-67 °C/18 mmHg(lit.); 66-67°C/18mm; 66-67°C/18mm
• Flash Point: 149 °F; 51°C; 61°C(142°F); 65 °C
• Density: 1.270; 1.31; 1.31 g/mL at 25 °C(lit.)
• Refractive Index: 1.439; 1.4390; n20/D 1.439(lit.); n20/D 1.440

Safety Information

• Storage Warning: Flammable/Toxic/Irritant/Light Sensitive/Moisture Sensitive/Store under Argon/Keep Cold; Moisture Sensitive
• European Hazard Symbols: Toxic (T)
• UN Number: 1992; UN2810
• German water hazard class: 3
• Hazard Class: 3; 6.1
• Packing Group: 3; II
• Risk Statements: 22-23-36/37/38; 22-23-36/38
• Safety Statements: 26-36/37-45
• TSCA Listed: 是
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315-H319-H330; H301-H330-H315-H319-H335-H227
• GHS Precautionary statements: P260-P284-P301 + P310-P305 + P351 + P338-P310; P280H-P305+P351+P338-P309-P310
• 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% (GC); 97%; 98%
• Grade: technical
• Contains: ~0.2% potassium carbonate as stabilizer
• Linear Formula: BrCH2CH(OC2H5)2

DETAILS

MP Biomedicals - 05205358

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 123986

Application
Synthetic building block1,2
General description
May darken in storage
Packaging
1 kg in glass bottle
5, 100, 500 g in glass bottle

Sigma Aldrich - 16061

Other Notes
Precursor of bromoacetaldehyde, a useful reagent for the modification of adenine and cytidine derivatives1

REFERENCES

• Precursor of the easily-polymerized ketene diethyl acetal, by dehydrobromination with KO-t-Bu: Org. Synth. Coll., 3, 506 (1965).
• Useful intermediate for the preparation of other ɑ-heterosubstituted acetaldehyde acetals, e.g. the corresponding thiol by reaction with sodium polysulfide and reductive cleavage with Na in liquid ammonia: Org. Synth. Coll., 4, 295 (1963).