Reaction
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

Reaction
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;(S)-SEGPHOS(R);(S)-SEGPHOS(R) >=94%;(S)-(-)-SEGPHOS(regR);(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;(S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,98%;(S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%
CBNumber
CB31180993
Molecular Formula
C38H28O4P2
Formula Weight
610.57
MOL File
210169-54-3.mol
More
Less

(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
More
Less

Safety

WGK Germany 
3
HS Code 
2932.99.7000
More
Less

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.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
693006
Product name
(S)-SEGPHOS?
Purity
≥94%
Packaging
100mg
Price
$49.3
Updated
2024/03/01
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
$60
Updated
2024/03/01
TCI Chemical
Product number
S0929
Product name
(S)-(-)-SEGPHOS[R]
Purity
>99.0%(HPLC)
Packaging
1g
Price
$177
Updated
2024/03/01
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
More
Less

(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. 

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

More
Less

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

Belgium 1 China 93 Germany 1 India 3 Japan 3 Switzerland 1 United Kingdom 2 United States 13 Global 117
TCI EUROPE N.V.
Tel
--
Fax
--
Email
sales@tcieurope.be
Country
Belgium
ProdList
2200
Advantage
66
More
Less

View Lastest Price from (S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%(S)-SEGPHOS manufacturers

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
Career Henan Chemical Co
Product
(S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%(S)-SEGPHOS 210169-54-3
Price
US $3.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100kg
Release date
2019-07-10

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) (S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%(S)-SEGPHOS (R)-DIFLUORPHOS(TM) Diacetato[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]ruthenium(II) 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) 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 Dimethylammonium dichlorotri(μ-chloro)bis[(R)-(+)-5,5μ-bis[di(3,5-xylyl)phosphino]-4,4μ-bi-1,3-benzodioxole]diruthenate(II) 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,min.98%(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)-Segphos
  • 210169-54-3
  • C38H28O4P2
  • Chiral Phosphine
  • Segphos Series