(R)-(+)-1,1′-Bi(2-naphthol)

• Catalog No.: 246948
• CAS Number: 18531-94-7
• M. F.: C20H14O2
• M. W.: 286.32396
• Purity: 99%

SYNONYMS

• Title: (R)-(+)-1,1′-联(2-萘酚)
• IUPAC name: 1-(2-hydroxynaphthalen-1-yl)naphthalen-2-ol
• IUPAC Traditional name: 1,1'-bi-2-naphthol
• Synonyms: (+)-2,2′-二羟基-1,1′-联萘; (R)-BINOL; (+)-2,2′-Dihydroxy-1,1′-dinaphthyl; (R)-(+)-1,1′-Binaphthalene-2,2′-diol; (R)-(+)-1,1′-联萘-2,2′-二醇

DATABASE IDS

• CAS Number: 18531-94-7
• Beilstein Number: 3616837
• MDL Number: MFCD00004068
• PubChem SID: 24854837

PROPERTIES

• Linear Formula: HOC10H6C10H6OH
• Optical Purity: ee: 99% (HPLC)
• Purity: 99%
• Melting Point: 208-210 °C(lit.)
• Optical Rotation: [α]21/D +34°, c = 1 in THF
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H319
• European Hazard Symbols: Toxic (T)
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• GHS Precautionary statements: P301 + P310-P305 + P351 + P338
• RID/ADR: UN 2811 6.1/PG 3
• Risk Statements: 25-36
• RTECS: DU3106100
• Safety Statements: 26-45
• Hazard Class: 6.1
• UN Number: 2811
• Packing Group: 3
• German water hazard class: 3

DETAILS

Description (English)

Packaging
1, 5 g in glass bottle
10 g in poly bottle
Application
A chiral auxiliary used in the catalytic asymmetric oxidation of sulfides to sulfoxides.1 Chiral lanthanide triflates formed from binaphthol serve as catalysts for asymmetric Diels-Alder reactions.2,3 Derivatives of binaphthol have recently found use in asymmetric Claisen rearrangements4 and asymmetric epoxidations.5 The lithium aluminum hydride derivative of these diols (BINAP-H) has been used extensively for the reduction of ketones.6
Chiral binapthol imminium salt precursor. Salts were used for an asymmetric epoxidation of olefins.

Description (简体中文)

包装
1, 5 g in glass bottle
10 g in poly bottle
Application
手性联萘酚亚胺鎓盐前体。此盐用于烯烃的不对称环氧化反应。
用于将硫化物不对称催化氧化为亚砜的手性助剂。1由联萘酚形成的手性镧系元素三氟甲磺酸酯用作不对称 Diels-Alder 反应的催化剂。2,3近来发现联萘酚的衍生物可用于不对称 Claisen 重排4和不对称环氧化反应。5这些二醇 (BINAP-H) 的氢化铝锂衍生物已广泛应用于酮类的还原。6