295817

(R)-(+)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene

97%

Manufacturer: Sigma Aldrich

CAS Number: 76189-55-4

Synonym(S): (R)-(+)-(1,1′-Binaphthalene-2,2′-diyl)bis(diphenylphosphine), (R)-(+)-BINAP

Select a Size

Pack Size SKU Availability Price
1 G 295817-1-G In Stock ₹ 7,036.25
5 G 295817-5-G In Stock ₹ 13,531.25

295817 - 1 G

₹ 7,036.25

In Stock

Quantity

1

Base Price: ₹ 7,036.25

GST (18%): ₹ 1,266.525

Total Price: ₹ 8,302.775

Quality Level

100

Assay

97%

form

solid

optical activity

[α]19/D +233°, c = 0.3 in toluene

optical purity

ee: 99% (HPLC)

mp

239-241 °C (lit.)

SMILES string

c1ccc(cc1)P(c2ccccc2)c3ccc4ccccc4c3-c5c(ccc6ccccc56)P(c7ccccc7)c8ccccc8

InChI

1S/C44H32P2/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38/h1-32H

InChI key

MUALRAIOVNYAIW-UHFFFAOYSA-N

Other Options

Image Product Name Manufacturer Price Range
B1406-5G
(R)-(+)-BINAP, TCI America™
TCI America ₹ 25,881.90
50-901-09794
Strem, An Ascensus Company CAS# 76189-55-4. 5g. (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 98% (R)-(+)-BINAP. MFCD00010805
Strem, An Ascensus Company ₹ 29,569.54
693065
(R)-BINAP
Sigma Aldrich ₹ 2,684.60 - ₹ 9,547.65
CS-W018481
(R)-BINAP
ChemScene ₹ 1,454.52 - ₹ 90,180.24
AI56086
76189-55-4 | (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene
A2B Chem ₹ 427.80 - ₹ 3,251.28

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Description

  • General description: (R)-(+)-BINAP is a chiral diphosphine ligand that exhibits high enantioselectivity and reactivity in various organic reactions.[1](R)-(+)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene is an axially dissymmetric bis(triaryl)phosphine ligand for asymmetric reactions.[2]
  • Application: Useful ligand for transition metal catalyzed asymmetric reactions, including hydrogenation[3] and disilylation.[4] 2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl and its rhodium and ruthenium derivatives are highly selective homogeneous catalysts used for the reduction of aryl ketones,[5] β-keto esters,[6] and α-amino ketones.[7] They have also been used for asymmetric hydrogenation[8] and hydroformylation of olefins,[9] asymmetric Heck reactions,[10] and asymmetric isomerizations of allyls.[11][12]Complex with Ag(I) used to catalyze an asymmetric aldol reaction between alkenyl trichloroacetates and aldehydes.[13] Also used with Ag(I) to catalyze an enantioselective hetero-Diels-Alder reaction of azo compounds.[14]

SAFETY INFORMATION

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Quality Level:
100

Assay:
97%

form:
solid

optical activity:
[α]19/D +233°, c = 0.3 in toluene

optical purity:
ee: 99% (HPLC)

mp:
239-241 °C (lit.)

SMILES string:
c1ccc(cc1)P(c2ccccc2)c3ccc4ccccc4c3-c5c(ccc6ccccc56)P(c7ccccc7)c8ccccc8

InChI:
1S/C44H32P2/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38/h1-32H

InChI key:
MUALRAIOVNYAIW-UHFFFAOYSA-N

Img

Sigma Aldrich

295825

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100

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form:
solid

optical activity:
[α]19/D −233°, c = 0.3 in toluene

optical purity:
ee: 99% (HPLC)

mp:
238-240 °C (lit.)

SMILES string:
__

InChI:
1S/C44H32P2/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38/h1-32H

InChI key:
MUALRAIOVNYAIW-UHFFFAOYSA-N

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SMILES string:
CC(=O)CC(=O)OCc1ccccc1

InChI:
1S/C11H12O3/c1-9(12)7-11(13)14-8-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3

InChI key:
WOFAGNLBCJWEOE-UHFFFAOYSA-N