697761
(R,R)-DIPAMP
95%
Synonym(s):
(R,R)-1,2-Bis[(2-methoxyphenyl)(phenylphosphino)]ethane, (R,R)-1,2-Ethanediylbis[(2-methoxyphenyl)phenylphosphine], (R,R)-Ethylenebis[(2-methoxyphenyl)phenylphosphine], [(1R,2R)-(−)-Bis[(2-methoxyphenyl)phenylphosphino]ethane]
About This Item
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Product Name
(R,R)-DIPAMP, 95%
InChI
1S/C28H28O2P2/c1-29-25-17-9-11-19-27(25)31(23-13-5-3-6-14-23)21-22-32(24-15-7-4-8-16-24)28-20-12-10-18-26(28)30-2/h3-20H,21-22H2,1-2H3/t31-,32-/m1/s1
SMILES string
COc1ccccc1P(CCP(c2ccccc2)c3ccccc3OC)c4ccccc4
InChI key
QKZWXPLBVCKXNQ-ROJLCIKYSA-N
assay
95%
form
solid
optical activity
[α]22/D −81°, c = 1 in chloroform
mp
102-106 °C (lit.)
functional group
phosphine
Quality Level
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Related Categories
1 of 4
This Item | 697753 | 295817 | 693065 |
|---|---|---|---|
| assay 95% | assay 95% | assay 97% | assay - |
| functional group phosphine | functional group phosphine | functional group phosphine | functional group phosphine |
| form solid | form solid | form solid | form crystals |
| Quality Level 100 | Quality Level 100 | Quality Level 100 | Quality Level 100 |
| mp 102-106 °C (lit.) | mp 101-105 °C (lit.) | mp 239-241 °C (lit.) | mp 239-241 °C (lit.) |
| optical activity [α]22/D −81°, c = 1 in chloroform | optical activity [α]22/D +82, c = 1 in chloroform | optical activity [α]19/D +233°, c = 0.3 in toluene | optical activity [α]20/D +222°, c = 0.5% in benzene |
Application
- As a catalyst in the enantioselective [3+2] cycloaddition of γ-substituted allenoates with β-perfluoroalkyl enones[1] and 3-butynoates with electron-deficient olefins[2] to yield substituted cyclopentenes.
- To prepare its rhodium metal complexes, which are used as catalysts in asymmetric hydrogenation reactions.[3][4]
signalword
Warning
hcodes
Hazard Classifications
Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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