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Benzyl (triphenylphosphoranylidene)acetate

Product Name
Benzyl (triphenylphosphoranylidene)acetate
CAS No.
15097-38-8
Chemical Name
Benzyl (triphenylphosphoranylidene)acetate
Synonyms
benzyl 2-(triphenyl-;LABOTEST-BB LT00452383;BENZYL (TRIPHENYLPHOSPHORANYLIDENE)ACETATE;(BenzyloxycarbonylMethylene)triphenylphosph;Benzyl 2-(triphenylphosphoranylidene)acetate;Benzyl(triphenylphosphoranylidene)acetate 97%;3-phenyl-2-triphenylphosphoranylidenepropanoate;Benzyl (triphenylphosphoranylidene)acetate, 97 %;(BenzyloxycarbonylMethylene)triphenylphosphorane;Phenylmethyl 2-(triphenylphosphoranylidene)acetate
CBNumber
CB7383647
Molecular Formula
C27H23O2P
Formula Weight
410.44
MOL File
15097-38-8.mol
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Benzyl (triphenylphosphoranylidene)acetate Property

Melting point:
120-122 °C(lit.)
Boiling point:
571.1±43.0 °C(Predicted)
Density 
1.19±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
Powder
color 
White to off-white
InChI
InChI=1S/C27H23O2P/c28-27(29-21-23-13-5-1-6-14-23)22-30(24-15-7-2-8-16-24,25-17-9-3-10-18-25)26-19-11-4-12-20-26/h1-20,22H,21H2
InChIKey
INKMLGJBBDRIQR-UHFFFAOYSA-N
SMILES
C(OCC1=CC=CC=C1)(=O)C=P(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1
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Safety

Hazard Codes 
Xn
Risk Statements 
36/37/38-20/21/22
Safety Statements 
36/37/39-26-22-24/25
WGK Germany 
3
HS Code 
29319019
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
419206
Product name
Benzyl(triphenylphosphoranylidene)acetate
Purity
97%
Packaging
5g
Price
$69.72
Updated
2025/07/31
Sigma-Aldrich
Product number
419206
Product name
Benzyl(triphenylphosphoranylidene)acetate
Purity
97%
Packaging
25g
Price
$165.2
Updated
2025/07/31
TCI Chemical
Product number
P2980
Product name
Benzyl (Triphenylphosphoranylidene)acetate
Packaging
5G
Price
$67
Updated
2025/07/31
TCI Chemical
Product number
P2980
Product name
Benzyl (Triphenylphosphoranylidene)acetate
Packaging
25G
Price
$200
Updated
2025/07/31
TRC
Product number
B316153
Product name
Benzyl(Triphenylphosphoranylidene)acetate
Packaging
500mg
Price
$60
Updated
2021/12/16
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Benzyl (triphenylphosphoranylidene)acetate Chemical Properties,Usage,Production

Chemical Properties

white to off-white powder

Uses

Reactant for:

  • Tributylphosphine-mediated vinylogous Wittig reactions
  • Synthesis of 1,2-dioxanes for antitrypanosomal activity
  • Organocatalytic Michael-type reactions / Wittig reactions of phosphorus ylides and unsaturated ketones
  • Stereoselective phosphine-catalyzed cycloaddition to form spirocyclopenteneoxindoles
  • Enantioselective synthesis of pantothenic acid
  • Preparation of phosphorus ylides from phosphoranes and acetic anhydride

reaction suitability

reaction type: C-C Bond Formation

Synthesis

78385-36-1

15097-38-8

The general procedure for the synthesis of (benzyloxycarbonylmethylene)triphenylphosphonium bromide from benzyloxycarbonylmethylene)triphenylphosphonium bromide was as follows: (2-(benzyloxy)-2-oxoethyl)triphenylphosphonium bromide (2.00 g, 4.07 mmol) and NaOH (0.081 g, 2.035 mmol) were dissolved in CH2Cl2 (20 mL), and the reaction was stirred for 1 hr at 25 °C . After completion of the reaction, the reaction mixture was diluted with CH2Cl2 (50 mL) and washed with deionized water (30 mL). The organic layer was separated and concentrated to afford benzyl 2-(triphenylphosphoranylidene)acetate (1.5 g, 3.25 mmol, 80% yield). The product was characterized by 1H NMR (400 MHz, CDCl3): δ 7.60-7.65 (m, 6H), 7.51-7.54 (m, 4H), 7.42-7.46 (m, 6H), 7.20 (s, 4H), 5.00 (s, 2H), 2.96 (s, 1H); LC-MS(ESI) m/z 411.1 (M + H) +.

References

[1] Heterocycles, 2007, vol. 73, # C, p. 751 - 768
[2] Patent: US2018/99931, 2018, A1. Location in patent: Paragraph 2180
[3] Organic Letters, 2005, vol. 7, # 19, p. 4289 - 4291
[4] Patent: WO2006/17542, 2006, A1. Location in patent: Page/Page column 42-43
[5] Chemistry - A European Journal, 2009, vol. 15, # 47, p. 12926 - 12928

Benzyl (triphenylphosphoranylidene)acetate Preparation Products And Raw materials

Raw materials

Preparation Products

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Benzyl (triphenylphosphoranylidene)acetate Suppliers

Acros Organics
Tel
--
Fax
--
Email
info@acros.com
Country
Belgium
ProdList
6772
Advantage
81
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View Lastest Price from Benzyl (triphenylphosphoranylidene)acetate manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
Benzyl (triphenylphosphoranylidene)acetate 15097-38-8
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
Benzyl (triphenylphosphoranylidene)acetate 15097-38-8
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-08
Career Henan Chemical Co
Product
Benzyl (triphenylphosphoranylidene)acetate 15097-38-8
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
Customized
Release date
2019-07-03

15097-38-8, Benzyl (triphenylphosphoranylidene)acetateRelated Search:


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  • Benzyl 2-(triphenylphosphoranylidene)acetate
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  • 15097-38-8
  • C6H53PCHCO2CH2C6H5
  • C27H23O2P
  • Synthetic Reagents
  • C-C Bond Formation
  • Olefination
  • Wittig Reagents
  • C-C Bond Formation
  • Olefination
  • Wittig Reagents