364878

1-Bromocarbonyl-1-methylethyl acetate

≥95.0%

• Synonym(s): α-Acetoxyisobutyryl bromide, 2-Acetoxy-2-methylpropionyl bromide
• Linear Formula: CH₃COOC(CH₃)₂COBr
• CAS Number: 40635-67-4
• Molecular Weight: 209.04
• Beilstein/REAXYS Number: 2432585
• MDL number: MFCD00040923
• UNSPSC Code: 12352100
• PubChem Substance ID: 24862463
• NACRES: NA.22

Properties

• assay: ≥95.0%
• refractive index: n20/D 1.457 (lit.)
• bp: 75-77 °C/12 mmHg (lit.)
• density: 1.431 g/mL at 25 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: CC(=O)OC(C)(C)C(Br)=O
• InChI: 1S/C6H9BrO3/c1-4(8)10-6(2,3)5(7)9/h1-3H3
• InChI key: OOKAXSHFTDPZHP-UHFFFAOYSA-N

Description

General description

1-Bromocarbonyl-1-methylethyl acetate (α-Acetoxyisobutyryl bromide) participates in the conversion of adenosine to trans-3′(2′)-bromo-2′(3′)-acetates, via glycosyl cleavage.

application

1-Bromocarbonyl-1-methylethyl acetate (α-Acetoxyisobutyryl bromide) may be used:

• in the chemoenzymatic synthesis of (1R,2S)-1,2-epoxy-1,2-dihydroacridine (acridine 1,2-oxide)
• in the synthesis of protected 3′-deoxyadenosine and 3′-deoxyguanosine
• as reagent for deoxygenation of vicinal diols, as well as in the preparation of 2′,3′-dideoxycytidine and other dideoxy and deoxynucleosides from the corresponding ribo series.

Safety Information

• pictograms: GHS05,GHS07
• signalword: Danger
• hcodes: H314,H335
• pcodes: P261 - P271 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Eye Dam. 1 - Skin Corr. 1B - STOT SE 3
• target_organs: Respiratory system
• supp_hazards: EUH014
• Storage Class: 8A - Combustible corrosive hazardous materials
• wgk_germany: WGK 3
• flash_point_f: 235.4 °F - closed cup
• flash_point_c: 113 °C - closed cup
• ppe: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter