Description

2-Bromo-1,1-dimethoxyethane (CAS No. 7252-83-7) is a highly versatile brominated acetal compound with the molecular formula C₄H₉BrO₂. This organobromine reagent is widely utilized in organic synthesis, particularly as a key intermediate in the preparation of heterocyclic compounds, pharmaceuticals, and agrochemicals. Its unique structure, featuring a reactive bromine substituent adjacent to a dimethoxy acetal group, enables selective alkylation and cyclization reactions under controlled conditions. The product is supplied as a clear to pale yellow liquid with a purity of ≥97%, stabilized with 0.2% potassium carbonate to prevent decomposition. Proper storage at 2-8°C under inert atmosphere ensures optimal shelf life. Suitable for use in Grignard reactions, nucleophilic substitutions, and as a precursor for protecting group chemistry. Handle with appropriate PPE due to potential lachrymatory effects and moisture sensitivity.

Properties

• CAS Number: 7252-83-7
• Complexity: 36.7
• IUPAC Name: 2-bromo-1,1-dimethoxy-ethane
• InChI: InChI=1S/C4H9BrO2/c1-6-4(3-5)7-2/h4H,3H2,1-2H3
• InChI Key: FUSFWUFSEJXMRQ-UHFFFAOYSA-N
• Exact Mass: 167.97859
• Molecular Formula: C4H9BrO2
• Molecular Weight: 169.02
• SMILES: COC(CBr)OC
• Topological: 18.5
• Monoisotopic Mass: 167.97859
• Synonyms: 2-Bromo-1,1-dimethoxyethane, Ethane, 2-bromo-1,1-dimethoxy-, EINECS 230-669-6, NSC 73700, DTXSID2064608, FUSFWUFSEJXMRQ-UHFFFAOYSA-, DTXCID1047318, 230-669-6, fusfwufsejxmrq-uhfffaoysa-n, inchi=1/c4h9bro2/c1-6-4(3-5)7-2/h4h,3h2,1-2h3, 7252-83-7, Bromoacetaldehyde dimethyl acetal, 1-Bromo-2,2-dimethoxyethane, 2,2-Dimethoxyethyl bromide, Dimethylbromoacetal, 2,2-Dimethoxybromoethane, 2-Bromoacetaldehyde dimethyl acetal, Acetaldehyde, bromo-, dimethyl acetal, MFCD00000213, 2-bromo-1,1-dimethoxy-ethane, Bromoacetoaldehyde Dimethyl Acetal, bromoacetaldehyde dimethylacetal, NSC-73700, 1-bromo-2,2dimethoxyethane, 7BKM28RJ5D, 1,1-dimethoxy-2-bromoethane, bromacetaldehyde dimethylacetal, SCHEMBL136821, 2-bromoethanal dimethyl acetal, bromoacetaldehyde-dimethylacetal, bromacetaldehyde dimethyl acetal, 1,1-dimethoxy-2-bromo-ethane, 2-bromo-1,1-dimethoxy ethane, bromoacetoaldehyde dimethylacetal, bromoacetaldehyde dimethyl acetai, SCHEMBL18138881, bromo-acetoaldehyde dimethylacetal, 2-bromanyl-1,1-dimethoxy-ethane, 2-bromoacetaldehyde dimethylacetal, 2-bromoacetaldehyde-dimethylacetal, bromo-acetaldehyde dimethyl acetal, 2-bromo-1, 1bis(methyloxy)ethane, NSC73700, 2-Bromo-1,1-dimethoxyethane, 0.2% potassium carbonate as stabilizer, 2-Bromo-1,1-dimethoxyethane, 97%, AKOS006223686, BROMOACETALDEYDE DIMETHYL ACETAL, AC-2029, CS-W018536, PB47370, AS-13212, DB-027829, B1097, NS00037379, EN300-68332, P16529, A837557, F0001-1847, Bromoacetaldehyde dimethyl acetal 0.2% potassium carbonate as stabilizer

2-Bromo-1,1-dimethoxyethane serves as a crucial building block in medicinal chemistry for constructing pyrimidine and purine analogs. The compound demonstrates particular utility in Vilsmeier-Haack reactions for formylating aromatic systems. Industrial applications include its use as an alkylating agent in polymer modification and as a starting material for synthesizing photoactive compounds. Researchers employ this reagent in multi-step syntheses of antiviral and anticancer drug candidates due to its ability to introduce masked aldehyde functionalities.

Safety and Hazards

GHS Hazard Statements

• H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
• H315 (47.4%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (97.4%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (44.9%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501

Hazard Classes and Categories

• Flam. Liq. 3 (100%)
• Skin Irrit. 2 (47.4%)
• Eye Irrit. 2 (97.4%)
• STOT SE 3 (44.9%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.