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(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
Molecular Weight:
374.43
MDL Number:
MFCD03788935
MOL File:
173831-50-0.mol
Last updated:2025-07-24 18:13:43
Product description Number Pack Size Price
(R)-(+)-2,2′-Bis(methoxymethoxy)-1,1′-binaphthalene 97% 631582 250mg $72.3
(R)-2,2'-Bis(methoxymethoxy)-1,1'-binaphthyl >98.0%(GC) B3202 1g $137
(R)-2,2'-Bis(methoxymethoxy)-1,1'-binaphthyl >98.0%(GC) B3202 5g $471
(R)-(+)-2,2'-Bis(methoxymethoxy)-1,1'-binaphthyl, 98% 08-0170 250mg $66
(R)-(+)-2,2'-Bis(methoxymethoxy)-1,1'-binaphthyl, 98% 08-0170 1g $193
More product size

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

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
UNSPSC Code 12352005
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS09
Signal word  Danger
Hazard statements  H318-H410
Precautionary statements  P273-P280-P305+P351+P338-P391-P501
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
NFPA 704
1
0 0

(R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL price More Price(31)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 631582 (R)-(+)-2,2′-Bis(methoxymethoxy)-1,1′-binaphthalene 97% 173831-50-0 250mg $72.3 2023-06-20 Buy
TCI Chemical B3202 (R)-2,2'-Bis(methoxymethoxy)-1,1'-binaphthyl >98.0%(GC) 173831-50-0 1g $137 2025-07-31 Buy
TCI Chemical B3202 (R)-2,2'-Bis(methoxymethoxy)-1,1'-binaphthyl >98.0%(GC) 173831-50-0 5g $471 2025-07-31 Buy
Strem Chemicals 08-0170 (R)-(+)-2,2'-Bis(methoxymethoxy)-1,1'-binaphthyl, 98% 173831-50-0 250mg $66 2024-03-01 Buy
Strem Chemicals 08-0170 (R)-(+)-2,2'-Bis(methoxymethoxy)-1,1'-binaphthyl, 98% 173831-50-0 1g $193 2024-03-01 Buy
Product number Packaging Price Buy
631582 250mg $72.3 Buy
B3202 1g $137 Buy
B3202 5g $471 Buy
08-0170 250mg $66 Buy
08-0170 1g $193 Buy

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

Chloromethyl methyl ether

107-30-2

1,1'-Bi-2-naphthol

602-09-5

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

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

135-19-3
173831-50-0
Synthesis of (R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL from 2-Naphthol

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

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Shanghai Daken Advanced Materials Co.,Ltd
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Aladdin Scientific
tp@aladdinsci.com United States 57505 58

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL pictures 2019-09-02 (R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL
173831-50-0
US $1.00 / KG 1KG 98% 1lg; 2kg; 5kg; 10kg; 100kg Career Henan Chemical Co

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

(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> 1,1'-Binaphthalene, 2,2'-bis(methoxymethoxy)-, (1R)- (R)-2,2'-Bis(methoxymethoxy)-1,1'-binaphthalene (R)-(+)-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