674605

(R)-3,3′-Bis[3,5-bis(trifluoromethyl)phenyl]-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate

95%

Manufacturer: Sigma Aldrich

CAS Number: 791616-62-1

Synonym(S): (11bR)-2,6-Bis[3,5-bis(trifluoromethyl)phenyl]-4-hydroxydinaphtho[2,1-d:1′,2′-f]-1,3,2-dioxaphosphepin 4-oxide, (R)-3,3′-Bis[3,5-bis(trifluoromethyl)phenyl]-1,1′-bi-2-naphthol cyclic monophosphate

Select a Size

Pack Size SKU Availability Price
100 MG 674605-100-MG In Stock ₹ 23,197.98

674605 - 100 MG

₹ 23,197.98

In Stock

Quantity

1

Base Price: ₹ 23,197.98

GST (18%): ₹ 4,175.636

Total Price: ₹ 27,373.616

Quality Level

100

Assay

95%

form

solid

optical activity

[α]20/D -220°, c = 1 in chloroform (typical)

mp

162-175 °C

SMILES string

OP1(=O)Oc2c(cc3ccccc3c2-c4c(O1)c(cc5ccccc45)-c6cc(cc(c6)C(F)(F)F)C(F)(F)F)-c7cc(cc(c7)C(F)(F)F)C(F)(F)F

InChI

1S/C36H17F12O4P/c37-33(38,39)21-9-19(10-22(15-21)34(40,41)42)27-13-17-5-1-3-7-25(17)29-30-26-8-4-2-6-18(26)14-28(32(30)52-53(49,50)51-31(27)29)20-11-23(35(43,44)45)16-24(12-20)36(46,47)48/h1-16H,(H,49,50)

InChI key

DQORDVSQWPKAQJ-UHFFFAOYSA-N

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Description

  • General description: (R)-3,3′-Bis[3,5-bis(trifluoromethyl)phenyl]-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate is a BINOL-based chiral phosphoric acid, which can efficiently catalyze the nucleophilic addition to imine substrates. [BINOL=1,1′-bi-2-naphthol]
  • Application: As a chiral Bronsted acid, BINOL- derived cyclic phosphoric acid (such as Akiyama chiral Bronsted acid) was also shown to be an efficient catalyst for the hydrophosphonylation of aldimines at room temperature.[1]

SAFETY INFORMATION

Pictograms

GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Compare Similar Items

Show Difference

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Sigma Aldrich

674605

95%...


Quality Level:
100

Assay:
95%

form:
solid

optical activity:
[α]20/D -220°, c = 1 in chloroform (typical)

mp:
162-175 °C

SMILES string:
OP1(=O)Oc2c(cc3ccccc3c2-c4c(O1)c(cc5ccccc45)-c6cc(cc(c6)C(F)(F)F)C(F)(F)F)-c7cc(cc(c7)C(F)(F)F)C(F)(F)F

InChI:
1S/C36H17F12O4P/c37-33(38,39)21-9-19(10-22(15-21)34(40,41)42)27-13-17-5-1-3-7-25(17)29-30-26-8-4-2-6-18(26)14-28(32(30)52-53(49,50)51-31(27)29)20-11-23(35(43,44)45)16-24(12-20)36(46,47)48/h1-16H,(H,49,50)

InChI key:
DQORDVSQWPKAQJ-UHFFFAOYSA-N

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Sigma Aldrich

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optical activity:
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SMILES string:
CN(C)\C(N(C)C)=C(\N(C)C)N(C)C

InChI:
1S/C10H24N4/c1-11(2)9(12(3)4)10(13(5)6)14(7)8/h1-8H3

InChI key:
CBXRMKZFYQISIV-UHFFFAOYSA-N

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CB1OC([C@@H]2CCCN12)(c3ccccc3)c4ccccc4

InChI:
1S/C18H20BNO/c1-19-20-14-8-13-17(20)18(21-19,15-9-4-2-5-10-15)16-11-6-3-7-12-16/h2-7,9-12,17H,8,13-14H2,1H3/t17-/m0/s1

InChI key:
VMKAFJQFKBASMU-KRWDZBQOSA-N

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674656

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[α]22/D +76.8°, c = 1 in toluene

mp:
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SMILES string:
[H][C@]12CCCN1B(C)OC2(c3ccccc3)c4ccccc4

InChI:
1S/C18H20BNO/c1-19-20-14-8-13-17(20)18(21-19,15-9-4-2-5-10-15)16-11-6-3-7-12-16/h2-7,9-12,17H,8,13-14H2,1H3/t17-/m1/s1

InChI key:
VMKAFJQFKBASMU-QGZVFWFLSA-N