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ChemicalBook > CAS DataBase List > (S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%(S)-SEGPHOS

(S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%(S)-SEGPHOS

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Product Name
(S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%(S)-SEGPHOS
CAS No.
210169-54-3
Chemical Name
(S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%(S)-SEGPHOS
Synonyms
(S)-(-)-SEGPHOS;(±)-SegPhos;(S)-SEGPHOS(R);(S)-SEGPHOS(R) >=94%;(S)-(-)-SEGPHOS(regR);(S)-(-)-SEGPHOS(S)-(-)-SEGPHOS;(S)-SEGPHOS?;-bi-1,3-benzodioxole,(S)-(-)-SEGPHOS;(S)-5,5'-Bis(diphenylphosphino)-4,4'-bibenzodioxole;(S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole
CBNumber
CB31180993
Molecular Formula
C38H28O4P2
Formula Weight
610.57
MOL File
210169-54-3.mol
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(S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%(S)-SEGPHOS Property

Melting point:
231-235 °C
Boiling point:
715.4±60.0 °C(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
form 
Powder
color 
off-white
optical activity
[α]20/D -11°, c = 0.5 in chloroform
InChIKey
RZZDRSHFIVOQAF-UHFFFAOYSA-N
SMILES
C1(C2OCOC=2C=CC=1P(C1C=CC=CC=1)C1=CC=CC=C1)C1C2OCOC=2C=CC=1P(C1=CC=CC=C1)C1=CC=CC=C1
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Safety

WGK Germany 
3
HS Code 
2932.99.7000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
693006
Product name
(S)-SEGPHOS?
Purity
≥94%
Packaging
100mg
Price
$50.8
Updated
2025/07/31
Sigma-Aldrich
Product number
693006
Product name
(S)-SEGPHOS?
Purity
≥94%
Packaging
50mg
Price
$31.6
Updated
2023/06/20
TCI Chemical
Product number
S0929
Product name
(S)-(-)-SEGPHOS[R]
Purity
>99.0%(HPLC)
Packaging
200mg
Price
$57
Updated
2025/07/31
TCI Chemical
Product number
S0929
Product name
(S)-(-)-SEGPHOS[R]
Purity
>99.0%(HPLC)
Packaging
1g
Price
$168
Updated
2025/07/31
Strem Chemicals
Product number
15-0137
Product name
(S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole, min. 98% (S)-(-)-SEGPHOS(R)
Packaging
250mg
Price
$48
Updated
2024/03/01
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(S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%(S)-SEGPHOS Chemical Properties,Usage,Production

Reaction

  1. Biaryl bisphosphine ligand with narrow dihedral angle. The SEGPHOS® ligand has been applied to a variety of metal catalyzed reactions. In many cases, yields and enantioselectivities, exceed results obtained earlier using BINAP.
  2. As ruthenium complex, SEGPHOS® generally gives higher levels of chiral induction in asymmetric hydrogenations of α,β,and γ-functionalized ketones. See ruthenium complexes 44-0096, 44-0518, 44-0168.
  3. Used in Rh-catalyzed transformations such as: (a) 1,4-addition of boronic acids to coumarins,4 (b) addition of titanium reagents to imines, (c) cotrimerization of alkenes and acetylenes, (d) double [2+2+2] cycloaddition,11 (e) indanone formation.12a,b
  4. Used in Pd-catalyzed transformations such as: (a) cycloaddition of 1,6-enyne, (b) arylative cyclization of allenyl aldehydes with boronic acids,13 (c) synthesis of chromans.
  5. Used in Cu-catalyzed transformations such as: (a) nitroso Diels-Alder, (b) reductive aldol condensation, (c) conjugate reduction of unsaturated sulfones,15 and phophonates.
  6. Iridium-catalyzed asymmetric hydrogenation of quinolines activated by chloroformates. 

Chemical Properties

(S)-(-)-5,5'-bis(diphenylphosphine)-4,4'-di-1,3-benzodioxide has certain stability and rigidity, and can undergo reduction and coupling reactions.

Uses

(S)-(-)-SEGPHOS? is a chelating ligand used to prepare coordination complex catalysts, such as its use in Pd catalysts for the enantioselective synthesis of spiro- or benzofused hetereocycles with exocyclic olefins via enantioselective intramolecular dearomative Heck reaction of indoles, benzofurans, pyrroles and furans.

(S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%(S)-SEGPHOS Preparation Products And Raw materials

Raw materials

Preparation Products

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(S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%(S)-SEGPHOS Suppliers

Belgium 1 China 103 Germany 1 India 3 Japan 3 Switzerland 1 United Kingdom 2 United States 13 Global 127
TOKYO CHEMICAL INDUSTRY CO., LTD.
Tel
03-36680489
Fax
03-3668-0520
Email
Sales-JP@TCIchemicals.com
Country
Japan
ProdList
28387
Advantage
80
TCI Japan
Tel
--
Fax
--
Email
@TCIchemicals.com
Country
Japan
ProdList
2741
Advantage
58
TAKASAGO INTERNATIONAL CORPORATION
Tel
--
Fax
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Email
finechemicals@takasago.com
Country
Japan
ProdList
203
Advantage
75
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View Lastest Price from (S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%(S)-SEGPHOS manufacturers

Shenzhen Nexcon Pharmatechs Ltd.
Product
(S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%(S)-SEGPHOS 210169-54-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
2000
Release date
2025-07-29
ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
(±)-SegPhos 210169-54-3
Price
US $2.00-5.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2025-06-24
XINXIANG RUNYU MATERIAL CO., LTD.
Product
(S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%(S)-SEGPHOS 210169-54-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
0.99
Supply Ability
500kg
Release date
2021-11-30

210169-54-3, (S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%(S)-SEGPHOSRelated Search:

(R)-SEGPHOS N-[(1R,2R)-1,2-Diphenyl-2-(2-(4-Methylbenzyloxy)ethylaMino)-ethyl]-4-Methylbenzene sulfonaMide(chloro)rutheniuM(II) (R,R)-Ts-DENEB 1333981-84-2 Chloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl} [(2R)-(-)-1-(4-Methoxyphenyl)- 1 (4-Methoxyphenyl-kC)-3- Methyl-1,2-butanediaMine]rutheniuM(II) (R)-RUCY XylBINAP (S)-(+)-5,5'-Bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole,min.98%(S)-DTBM-SEGPHOS Dichloro{(S)-(-)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}[(2S)-(+)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine]ruthenium(II) (R)-5,5'-Bis(diphenylphosphino)-2,2,2',2'-tetrafluoro-4,4'-bi-1,3-benzodioxole (S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%(S)-SEGPHOS Diacetato{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}ruthenium(II) (S)-(-)-5,5'-Bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole,min.98%(S)-DM-SEGPHOS Diacetato[(S)-(-)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole]ruthenium(II) Diacetato[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]ruthenium(II) Dimethylammonium dichlorotri(μ-chloro)bis[(R)-(+)-5,5μ-bis[di(3,5-xylyl)phosphino]-4,4μ-bi-1,3-benzodioxole]diruthenate(II) Dichloro{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}[(2R)-(-)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine]ruthenium(II) Chloro[(R)-(-)5,5μ-bis[bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-4,4μ-bi-1,3-benzodioxole](p-cymene)ruthenium(II) chloride (S)-(-)-2,2'-BIS[3'',4''-METHYLENEOXYPHENYLPHOSPHINO]-5,6-5',6'-DIMETHYLENEOXY-BIPHENYL Dichloro{(S)-(-)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}[(1S,2S)-(-)-1,2-diphenylethylenediamine]ruthenium(II) Dichloro{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}[(1R,2R)-(+)-1,2-diphenylethylenediamine]ruthenium(II) Chloro{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}(p-cymene)ruthenium(II)chloride

  • (S)-(-)-4,4'-Bis(diphenylphosphino)-3,3'-bi(1,2-methylenedioxybenzene)
  • (S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%(S)-SEGPHOS
  • (S)-(-)-SEGPHOS
  • Phosphine,1,1'-[(4S)-[4,4'-bi-1,3-benzodioxole]-5,5'-diyl]bis[1,1-diphenyl-
  • (S)-5,5'-Bis(diphenylphosphino)-4,4'-bibenzodioxole
  • (S)-SEGPHOS(R)
  • (S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,(S)-(-)-SEGPHOS
  • (S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,98%
  • -bi-1,3-benzodioxole,(S)-(-)-SEGPHOS
  • (S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole, min. 98% (S)-(-)-SEGPHOS(R)
  • (S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min,(S)-SEGPHOS
  • 1,1'-[(4S)-[4,4'-Bi-1,3-benzodioxole]-5,5'-diyl]bis[1,1-diphenylphosphine]
  • (S)-(-)-SEGPHOS(regR)
  • (S)-SEGPHOS(R) >=94%
  • (S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole, min. 98%
  • (S)-(-)-SEGPHOS(S)-(-)-SEGPHOS
  • (S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%
  • (S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole
  • (S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole [(S)-Segphos
  • 1,1'-[(4S)-[4,4'-Bi-1,3-benzodioxole]-5,5'-diyl]bis[1,1-diphenylphosphine
  • (<i>S</i>)-SEGPHOS<sup>?</sup>
  • (±)-SegPhos
  • (S)-SEGPHOS / (S)-(?)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole
  • 210169-54-3
  • C38H28O4P2
  • Chiral Phosphine
  • Segphos Series