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280933

(Triphenylphosphoranylidene)acetaldehyde

Name: (Triphenylphosphoranylidene)acetaldehyde
Brand: ALDRICH

95%

Synonym(s):

(Formylmethylene)triphenylphosphorane

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About This Item

Linear Formula:

HCOCH=P(C₆H₅)₃

CAS Number:

2136-75-6

Molecular Weight:

304.32

UNSPSC Code:

12352114

NACRES:

NA.22

PubChem Substance ID:

24856960

EC Number:

218-375-6

Beilstein/REAXYS Number:

523797

MDL number:

MFCD00006994

Assay:

95%

Form:

solid

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Properties

Quality Level

200

assay

95%

form

solid

reaction suitability

reaction type: C-C Bond Formation

mp

185-188 °C (lit.)

functional group

aldehyde, phosphine

SMILES string

[H]C(=O)C=P(c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/C20H17OP/c21-16-17-22(18-10-4-1-5-11-18,19-12-6-2-7-13-19)20-14-8-3-9-15-20/h1-17H

InChI key

CQCAYWAIRTVXIY-UHFFFAOYSA-N

Description

Application

Wittig reagent for the conversion of aldehydes and ketones to two-carbon homologated, α,β-unsaturated carbonyl compounds.

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

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

Hazard Classifications

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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First total synthesis and structural reassignment of (-)-aplysiallene.

Jian Wang et al.

Organic letters, 9(18), 3703-3706 (2007-08-19)

The first total synthesis of (-)-aplysiallene has been completed in 16 steps and features a key sequential Mukaiyama aerobic oxidative cyclization to prepare the fused bis-THF core. The original stereochemical assignment has been revised as shown.

Total synthesis of borrelidin.

Tohru Nagamitsu et al.

The Journal of organic chemistry, 72(8), 2744-2756 (2007-03-16)

The total synthesis of borrelidin has been achieved. The best feature of our synthetic route is macrocyclization at C11-C12 for the construction of an 18-membered ring after esterification between two segments. A detailed examination of the macrocyclization led us to

Global Trade Item Number

SKU	GTIN
280933-25G	04061826212370
280933-5G	04061826212394