tert-butyl 2-(triphenyl-λ5-phosphanylidene)acetate

• ChemBase ID: 150789
• Molecular Formular: C24H25O2P
• Molecular Mass: 376.427861
• Monoisotopic Mass: 376.15921667
• SMILES: CC(C)(C)OC(=O)C=P(c1ccccc1)(c1ccccc1)c1ccccc1
• Canonical SMILES: O=C(C=P(c1ccccc1)(c1ccccc1)c1ccccc1)OC(C)(C)C
• InChI: InChI=1S/C24H25O2P/c1-24(2,3)26-23(25)19-27(20-13-7-4-8-14-20,21-15-9-5-10-16-21)22-17-11-6-12-18-22/h4-19H,1-3H3
• InChIKey: ZWZUFQPXYVYAFO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 2-(triphenyl-λ^5-phosphanylidene)acetate
• IUPAC Traditional name: tert-butyl 2-(triphenyl-λ^5-phosphanylidene)acetate
• Synonyms: tert-Butyl(triphenylphosphoranylidene)acetate; (tert-Butoxycarbonylmethylene)triphenylphosphorane; tert-Butyl (triphenylphosphoranylidene)acetate; (Carbo-tert-butoxymethylene)triphenylphosphorane; 三苯基磷乙酸叔丁酯; (叔丁氧基羰基亚甲基)三苯基磷烷

Database IDs

• CAS Number: 35000-38-5
• EC Number: 412-880-7
• MDL Number: MFCD00075545
• Beilstein Number: 2759875
• PubChem SID: 162244949; 24863043
• PubChem CID: 256127

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 6.7294
• LogD (pH = 7.4): 6.7294
• Log P: 6.7294
• Molar Refractivity: 112.2547 cm^3
• Polarizability: 44.309113 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 146-150°C; 152-155 °C(lit.)

Safety Information

• European Hazard Symbols: Nature polluting (N); Toxic (T)
• UN Number: 3464; UN2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2; III
• Risk Statements: 25-36-43-48/22-51/53
• Safety Statements: 1/2-26-36/37/39-45-61; 26-36/37/39-45-61
• TSCA Listed: 否
• GHS Pictograms: GHS06; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H317-H319-H373-H411; H301-H319-H317-H373-H411
• GHS Precautionary statements: P260-P301+P310-P305+P351+P338-P302+P352-P405-P501A; P273-P280-P301 + P310-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 3464 6.1/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: 98%
• Linear Formula: (C6H5)3P=CHCO2C(CH3)3

DETAILS

Sigma Aldrich - 369799

Packaging
5, 25 g in glass bottle
Application
Wittig reagent used in the synthesis of aldose reductase inhibitors,1 a podophyllotoxin derivative,2 and tautomycin.3Versatile Wittig reagent used in medicinal chemistry.4