489492

(1S-cis)-3-Bromo-3,5-cyclohexadiene-1,2-diol

0.2 g/mL in 0.1 M phosphate buffer, 96%

• Sinônimo(s): (1S,2S)-3-Bromo-3,5-cyclohexadiene-1,2-diol
• Fórmula empírica (Notação de Hill): C₆H₇BrO₂
• Número CAS: 130792-45-9
• Peso molecular: 191.02
• Número MDL: MFCD00216512
• Código UNSPSC: 12352002
• ID de substância PubChem: 24872488
• NACRES: NA.22

Propriedades

• Nível de qualidade: 100
• Ensaio: 96%
• atividade óptica: [α]22/D +20°, c = 1 in methanol
• concentração: 0.2 g/mL in 0.1 M phosphate buffer
• pH: 8.5(adjusted to)
• pf: 90-94 °C (lit.)
• grupo funcional: bromo; hydroxyl
• temperatura de armazenamento: −20°C
• cadeia de caracteres SMILES: O[C@H]1C=CC=C(Br)[C@H]1O
• InChI: 1S/C6H7BrO2/c7-4-2-1-3-5(8)6(4)9/h1-3,5-6,8-9H/t5-,6+/m0/s1
• chave InChI: KLPGXZKAVBGFGF-NTSWFWBYSA-N

Descrição

Descrição geral

(1S-cis)-3-Bromo-3,5-cyclohexadiene-1,2-diol is a chiral cis-dienediol employed as a key building block for the preparation of varieties of natural products. It can undergo few chemical reactions like cycloadditions, sigmatropic rearrangements, electrophilic additions, and oxidative cleavage.[1][2]

forma física

A suspension in phosphate buffer.

Reconstituição

To recover the pure product from the suspension:
(1)Thaw the frozen suspension and filter the solid. (2) Rinse bottle with a few milliliters of base-washed (aqueous Na₂CO₃) ethyl acetate. (3) Use the rinsing to wash the solid. (4) Collect solid. (5) To further collect more product from the filtrate: extract filtrate with equal volumes of base-washed (aqueous Na₂CO₃) ethyl acetate (repeat three times). (6) Dry the ethyl acetate extract over MgSO₄. (7) Evaporate the solvent - DO NOT HEAT! (8) Combine solids collected from the suspension and the filtrate. Pure crystals should be stored at -78° C. A suspension of the product in phosphate buffer is stable at 0° C.

Informações de segurança

• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable
• Equipamento de proteção individual: Eyeshields, Gloves, type N95 (US)