ChemicalBook > CAS DataBase List > (tert-Butoxycarbonylmethyl)triphenylphosphanium bromide

(tert-Butoxycarbonylmethyl)triphenylphosphanium bromide

Product Name
(tert-Butoxycarbonylmethyl)triphenylphosphanium bromide
CAS No.
59159-39-6
Chemical Name
(tert-Butoxycarbonylmethyl)triphenylphosphanium bromide
Synonyms
(2-(tert-Butoxy)-2-oxoethyl)triphenylphosphonium bromide;NSC 82468;carbo-tert-butoxymethyl triphenylphosp;59159-39-6;(Boc-methyl)triphenylphosphonium Bromide;T-butoxycarbonylMethyltriphenylphosphoniuMbroMide;tert-Butoxycarbonylmethyltriphenylphosphoniumbrom;carbo-tert-butoxymethyl triphenylphosphonium bromide;(tert-Butoxycarbonylmethyl)triphenylphosphanium bromide;(TERT-BUTOXYCARBONYLMETHYL)TRIPHENYLPHOSPHONIUM BROMIDE
CBNumber
CB8388977
Molecular Formula
C24H26BrO2P
Formula Weight
457.34
MOL File
59159-39-6.mol
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(tert-Butoxycarbonylmethyl)triphenylphosphanium bromide Property

Melting point:
178 °C (dec.)(lit.)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
soluble in Methanol
form 
powder to crystal
color 
White to Almost white
BRN 
4631405
CAS DataBase Reference
59159-39-6(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39
WGK Germany 
3
HS Code 
29319019
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
369047
Product name
(tert-Butoxycarbonylmethyl)triphenylphosphonium bromide
Purity
98%
Packaging
50g
Price
$184.1
Updated
2025/07/31
Sigma-Aldrich
Product number
369047
Product name
(tert-Butoxycarbonylmethyl)triphenylphosphonium bromide
Purity
98%
Packaging
10g
Price
$75.6
Updated
2023/06/20
TCI Chemical
Product number
B3928
Product name
(tert-Butoxycarbonylmethyl)triphenylphosphonium Bromide
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$97
Updated
2025/07/31
TRC
Product number
B657120
Product name
(Boc-methyl)triphenylphosphoniumBromide
Packaging
500mg
Price
$60
Updated
2021/12/16
Ark Pharm
Product number
AK167441
Product name
(2-(tert-Butoxy)-2-oxoethyl)triphenylphosphoniumbromide
Purity
97%
Packaging
10g
Price
$35
Updated
2021/12/16
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(tert-Butoxycarbonylmethyl)triphenylphosphanium bromide Chemical Properties,Usage,Production

Uses

Reactant for:

  • Rhodium-catalyzed asymmetric hydrogenation reactions
  • Wittig reaction
  • Wittig methylenation
  • Preparation of N-(phenylmethyl)-cis-pyrrolidinediacetic acid esters via double aza-Michael addition reaction
  • Stereoselective preparation of of α-fluoro-α,β-unsaturated esters via deprotonation, followed by fluorination and stereoselective Wittig olefination with aldehydes
  • Wittig chain extension reactions

reaction suitability

reaction type: C-C Bond Formation

Synthesis

5292-43-3

603-35-0

59159-39-6

Example 3: The general procedure for the synthesis of (tert-butoxycarbonylmethyl)triphenylphosphonium bromide from tert-butyl bromoacetate and triphenylphosphine is as follows: In another embodiment, the functionalized lactone comprises a carboxylate protecting group as shown in Fig. 1. 10. Ylide synthesis was carried out using the following reagents and conditions: (a) triphenylphosphine (PPh3), benzene (C6H6), reaction time 12 h at room temperature (rt); (b) 20% aqueous sodium hydroxide solution (NaOH, aq), reaction time 5 h at room temperature.

References

[1] Patent: US2007/265243, 2007, A1. Location in patent: Page/Page column 4
[2] Bioorganic and Medicinal Chemistry, 2001, vol. 9, # 1, p. 199 - 209
[3] Phosphorus, Sulfur and Silicon and the Related Elements, 2008, vol. 183, # 5, p. 1188 - 1208
[4] Patent: US2007/43088, 2007, A1. Location in patent: Page/Page column 5
[5] Organic Process Research and Development, 2009, vol. 13, # 4, p. 710 - 715

(tert-Butoxycarbonylmethyl)triphenylphosphanium bromide Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from (tert-Butoxycarbonylmethyl)triphenylphosphanium bromide manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
(Tert-Butoxycarbonylmethyl)triphenylphosphanium bromide 59159-39-6
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
(Tert-Butoxycarbonylmethyl)triphenylphosphanium bromide 59159-39-6
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
(tert-Butoxycarbonylmethyl)triphenylphosphanium bromide 59159-39-6
Price
US $6.68/KG
Min. Order
1KG
Purity
97%-99%
Supply Ability
1kg-1000kg
Release date
2020-01-09

59159-39-6, (tert-Butoxycarbonylmethyl)triphenylphosphanium bromideRelated Search:


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  • (TERT-BUTOXYCARBONYLMETHYL)TRIPHENYLPHOSPHONIUM BROMIDE
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  • 2-(1,1-dimethylethoxy)-2-oxoethyl]triphenyl-Phosphonium bromide (1:1)
  • 59159-39-6
  • CH33CO2CCH2PC6H53Br
  • Synthetic Reagents
  • Wittig Reagents
  • Olefination
  • C-C Bond Formation
  • C-C Bond Formation
  • Olefination
  • Wittig Reagents