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

• ChemBase ID: 139645
• Molecular Formular: C24H22O4
• Molecular Mass: 374.42908
• Monoisotopic Mass: 374.15180918
• SMILES: COCOc1ccc2ccccc2c1c1c2ccccc2ccc1OCOC
• Canonical SMILES: COCOc1ccc2c(c1c1c(OCOC)ccc3c1cccc3)cccc2
• InChI: InChI=1S/C24H22O4/c1-25-15-27-21-13-11-17-7-3-5-9-19(17)23(21)24-20-10-6-4-8-18(20)12-14-22(24)28-16-26-2/h3-14H,15-16H2,1-2H3
• InChIKey: YIAQRNNJNMLGTP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(methoxymethoxy)-1-[2-(methoxymethoxy)naphthalen-1-yl]naphthalene
• IUPAC Traditional name: 2-(methoxymethoxy)-1-[2-(methoxymethoxy)naphthalen-1-yl]naphthalene
• Synonyms: (R)-2,2'-Bis(methoxymethoxy)-1,1'-binaphthyl; (1R)-2,2’-Bis(methoxymethoxy)-1,1'-binaphthalene; (R)-(+)-2,2’-Bis(methoxymethoxy)-1,1'-binaphthalenyl; (S)-(-)-2,2'-Bis(methoxymethoxy)-1,1'-binaphthyl; 2,2′-Bis(methoxymethoxy)-1,1′-binaphthalene; (R)-(+)-2,2′-Bis(methoxymethoxy)-1,1′-binaphthalene; (S)-(-)-2,2′-Bis(methoxymethoxy)-1,1′-binaphthalene; (R)-(+)-2,2'-Bis(methoxymethoxy)-1,1'-binaphthyl; (S)-(-)-2,2'-双(甲氧甲氧基)-1,1'-联萘; 2,2′-双(甲氧基甲氧基)-1,1′-联萘; (R)-(+)-2,2′-双(甲氧基甲氧基)-1,1′-联萘; (S)-(-)-2,2′-双(甲氧基甲氧基)-1,1′-联萘; (R)-(+)-2,2'-双(甲氧基甲氧基)-1,1'-联萘

Database IDs

• CAS Number: 142128-92-5; 74292-20-9; 173831-50-0
• MDL Number: MFCD03788935
• PubChem SID: 162233893
• PubChem CID: 10959708

CALCULATED PROPERTIES

• LogD (pH = 5.5): 5.410333
• LogD (pH = 7.4): 5.410333
• Log P: 5.410333
• Molar Refractivity: 108.727 cm^3
• Polarizability: 46.56004 Å^3
• Polar Surface Area: 36.92 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false
• H Acceptors: 4
• H Donor: 0

PROPERTIES

Physical Property

• Melting Point: 100-104 °C(lit.); 101-105 °C(lit.); 101-105°C; 92-96 °C(lit.)
• Optical Rotation: [α]20/D +92°, c = 1% in chloroform; [α]20/D -90°, c = 1% in chloroform; +94.5 (C=1 in THF)

Safety Information

• European Hazard Symbols: Nature polluting (N); Irritant (Xi)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 41-50/53
• Safety Statements: 25-26-36/39-60-61; 26-39-60-61
• TSCA Listed: 否
• GHS Pictograms: GHS05; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H318-H410
• GHS Precautionary statements: P273-P280-P305 + P351 + P338-P501
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3

Product Information

• Purity: 97%
• Linear Formula: (CH3OCH2OC10H6)2

DETAILS

Sigma Aldrich - 631574

Application
3- or 3,3′-di-substituted products can be obtained easily via ortho-metallation and subsequent treatment with an electrophile to give the corresponding BINOL derivatives.1
Packaging
250 mg in glass bottle

Sigma Aldrich - 631655

Packaging
1 g in glass bottle

Sigma Aldrich - 631582

Application
3- or 3,3′-di-substituted products can be obtained easily via ortho-metallation and subsequent treatment with an electrophile to give the corresponding BINOL derivatives.1
Packaging
250 mg in glass bottle

Toronto Research Chemicals - B488500

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)