6-bromo-1-[6-bromo-2-(methoxymethoxy)naphthalen-1-yl]-2-(methoxymethoxy)naphthalene

• ChemBase ID: 134860
• Molecular Formular: C24H20Br2O4
• Molecular Mass: 532.2212
• Monoisotopic Mass: 529.97283312
• SMILES: COCOc1ccc2cc(ccc2c1c1c2ccc(cc2ccc1OCOC)Br)Br
• Canonical SMILES: COCOc1ccc2c(c1c1c(OCOC)ccc3c1ccc(c3)Br)ccc(c2)Br
• InChI: InChI=1S/C24H20Br2O4/c1-27-13-29-21-9-3-15-11-17(25)5-7-19(15)23(21)24-20-8-6-18(26)12-16(20)4-10-22(24)30-14-28-2/h3-12H,13-14H2,1-2H3
• InChIKey: UPLLZDVWXACTEG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-bromo-1-[6-bromo-2-(methoxymethoxy)naphthalen-1-yl]-2-(methoxymethoxy)naphthalene
• IUPAC Traditional name: 6-bromo-1-[6-bromo-2-(methoxymethoxy)naphthalen-1-yl]-2-(methoxymethoxy)naphthalene
• Synonyms: (1R)-6,6'-dibromo-2,2'-bis(methoxymethoxy)-1,1'-binaphthalene; (R)-(+)-6,6'-Dibromo-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl; (R)-6,6'-Dibromo-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl; (R)-(+)-6,6′-Dibromo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene; (S)-(-)-6,6′-Dibromo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene; (r)-(+)-6,6'-dibromo-2,2'-bis(methoxymethoxy)-1,1'-biNaphthalene; (R)-(+)-6,6′-二溴-2,2′-双(甲氧基甲氧基)-1,1′-联萘; (S)-(-)-6,6′-二溴-2,2′-双(甲氧基甲氧基)-1,1′-联萘

Database IDs

• CAS Number: 211560-97-3; 179866-74-1
• MDL Number: MFCD03788936
• PubChem SID: 162229136; 24882431
• PubChem CID: 10839989

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 6.9478383
• LogD (pH = 7.4): 6.9478383
• Log P: 6.9478383
• Molar Refractivity: 123.9726 cm^3
• Polarizability: 51.720333 Å^3
• Polar Surface Area: 36.92 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 129-133 °C(lit.)
• Optical Rotation: [α]20/D +19.5°, c = 1% in chloroform; [α]20/D -18, c = 1 in chloroform

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 41
• Safety Statements: 25-26-36/39
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H318-H413
• GHS Precautionary statements: P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Linear Formula: (CH3OCH2OC10H5Br)2

DETAILS

Sigma Aldrich - 631590

Packaging
250 mg in glass bottle

Sigma Aldrich - 631604

Packaging
250 mg in glass bottle

Toronto Research Chemicals - D425075

An intermediate in the symmetric synthesis of BINOL-terpyridine ligands.

REFERENCES

• Rajaram, A., et al.: Org. Lett., 8, 2019 (2006)
• Wong, K., et al.: Coord. Chem. Rev., 251, 2477 (2006)