ChemicalBook > CAS DataBase List > (R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL

(R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL

Reaction

Product Name: (R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL
CAS No.: 173831-50-0
Chemical Name: (R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL
Synonyms: SF120007;-2,2'-Bis(methoxymethoxy);(R)-(+)-2,2'-Bis(methoxymethox;(R)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAP&;2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL;2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHALENE;R-2,2'-Bis(methoxymethoxyl)-1,1'-binaphthyl;(S)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL;(R)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL;1,1'-Binaphthalene, 2,2'-bis(MethoxyMethoxy)-
CBNumber: CB3368103
Molecular Formula: C24H22O4
Formula Weight: 374.43
MOL File: 173831-50-0.mol

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(R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL Property

Melting point:: 92-96 °C(lit.)
alpha: +85° (c 0.22, CHCl3)
Boiling point:: 477.8±45.0 °C(Predicted)
Density: 1.182±0.06 g/cm3(Predicted)
storage temp.: Inert atmosphere,Room Temperature
solubility: soluble in Toluene
form: Powder
color: white
optical activity: [α]20/D +92°, c = 1% in chloroform

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Safety

Hazard Codes: Xi,N
Risk Statements: 41-50/53
Safety Statements: 26-39-60-61-36/39-25
RIDADR: UN 3077 9/PG 3
WGK Germany: 3
HS Code: 29093090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H318Causes serious eye damage

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 631582
Product name: (R)-(+)-2,2′-Bis(methoxymethoxy)-1,1′-binaphthalene
Purity: 97%
Packaging: 250mg
Price: $72.3
Updated: 2023/06/20

TCI Chemical

Product number: B3202
Product name: (R)-2,2'-Bis(methoxymethoxy)-1,1'-binaphthyl
Purity: >98.0%(GC)
Packaging: 1g
Price: $137
Updated: 2025/07/31

TCI Chemical

Product number: B3202
Product name: (R)-2,2'-Bis(methoxymethoxy)-1,1'-binaphthyl
Purity: >98.0%(GC)
Packaging: 5g
Price: $471
Updated: 2025/07/31

Strem Chemicals

Product number: 08-0170
Product name: (R)-(+)-2,2'-Bis(methoxymethoxy)-1,1'-binaphthyl, 98%
Packaging: 250mg
Price: $66
Updated: 2024/03/01

Strem Chemicals

Product number: 08-0170
Product name: (R)-(+)-2,2'-Bis(methoxymethoxy)-1,1'-binaphthyl, 98%
Packaging: 1g
Price: $193
Updated: 2024/03/01

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(R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL Chemical Properties,Usage,Production

Reaction

Starting material for the preparation of a variety of 3,3'-substituted binaphthols.

Chemical Properties

Colorless solid

Uses

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.

Uses

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

Synthesis

107-30-2

602-09-5

173831-50-0

Sodium hydride (NaH, 1.92 g, 80 mmol) was slowly added to N,N-dimethylformamide (DMF, 30 mL) under ice bath conditions. Subsequently, a tetrahydrofuran (THF, 50 mL) solution of 1,1'-bi-2-naphthol (BINOL, 10 g, 34 mmol) was added slowly dropwise to the above mixture for 20 min. after 30 min, chloromethyl methyl ether (6.4 g, 80 mmol) was added slowly dropwise for the same period of time. The reaction process was monitored by thin layer chromatography (TLC). The reaction mixture was extracted with chloroform and water after stirring for 1 h. The organic layer was separated to obtain the crude product. The crude product was further purified by silica gel column chromatography with petroleum ether/ethyl acetate (5:1, v/v) as eluent. Finally, (R)-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl was obtained in 90% yield. The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3): δ 7.95-7.93 (d, J = 9.6 Hz, 2H), 7.87-7.85 (d, J = 8.4 Hz, 2H), 7.58-7.56 (d, J = 9.6 Hz, 2H), 7.35-7.31 (m, 2H), 7.23-7.14 (m, 4H ), 5.08-4.96 (q, J = 6.8 Hz, 4H), 3.13 (s, 6H).

References

[1] Organic Letters, 2004, vol. 6, # 16, p. 2701 - 2704
[2] Tetrahedron Asymmetry, 2002, vol. 13, # 19, p. 2161 - 2166
[3] Chemistry - A European Journal, 2018, vol. 24, # 48, p. 12607 - 12612
[4] Chemistry Letters, 1995, # 12, p. 1113 - 1114
[5] Organic Preparations and Procedures International, 1995, vol. 27, # 6, p. 685 - 690

(R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from (R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL manufacturers

Career Henan Chemical Co

Product: (R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL 173831-50-0
Price: US $1.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1lg; 2kg; 5kg; 10kg; 100kg
Release date: 2019-08-31

173831-50-0, (R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYLRelated Search:

(R)-(+)-2,2'-Dimethoxy-1,1'-binaphthalene p-Anisaldehyde 1,1'-BINAPHTHYL (R)-(+)-6,6'-DIBROMO-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL (R)-(+)-6,6'-DIBROMO-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL (R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL (R)-(+)-6,6'-DIBROMO-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL 2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL-3,3'-DIYLDIBORONIC ACID (R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL

(R)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAP&

(R)-(+)-2,2'-Bis(methoxymethoxy)-1,1'-binaphthyl,98%

2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHALENE

2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL

(R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHALENE

(R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL

(R)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL

(S)-(-)-2,2'-BIS(METHOXYMETHOXY)-1,1-BINAPHTHALENE

(S)-(-)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL

(S)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL

(R)-(+)-2,2'-Bis(methoxymethox

(1R)-2,2'-Bis(MethoxyMethoxy)-1,1'-binaphthalene

-2,2'-Bis(methoxymethoxy)

(R)-2,2'-Bis(methoxymethoxy)-1,1'-binaphthyl, 99%e.e.

1,1'-Binaphthalene, 2,2'-bis(MethoxyMethoxy)-

R-2,2'-Bis(methoxymethoxyl)-1,1'-binaphthyl

SF120007

(R)-2,2'-Bis(methoxymethoxy)-1,1'-binaphthyl&gt

1,1'-Binaphthalene, 2,2'-bis(methoxymethoxy)-, (1R)-

(R)-2,2'-Bis(methoxymethoxy)-1,1'-binaphthalene

(<i>R</i>)-(+)-2,2′-Bis(methoxymethoxy)-1,1′-binaphthalene

(R)-(+)-2,2′-Bis(methoxymethoxy)-1,1′-binaphthalene, CAS 173831-50-0

173831-50-0

CH3OCH2OC10H62

Privileged Ligands

Asymmetric Synthesis

BINOLs

Chiral Catalysts, Ligands, and Reagents

BINOL Series

Chiral Oxygen

BINOLs

Chiral Catalysts, Ligands, and Reagents

Privileged Ligands and Complexes

Aromatics

Chiral Reagents

Intermediates & Fine Chemicals

Pharmaceuticals

Other Ligands

Catalysis and Inorganic Chemistry

Chemical Synthesis