tert-Butyl 2-iodoacetate
- Product Name
- tert-Butyl 2-iodoacetate
- CAS No.
- 49827-15-8
- Chemical Name
- tert-Butyl 2-iodoacetate
- Synonyms
- tert-Butyl Iodoacetate;tert-butyl 2-iodoacetate;IODO-ACETIC ACID TERT-BUTYL ESTER;Acetic acid, 2-iodo-, 1,1-dimethylethyl ester
- CBNumber
- CB01011308
- Molecular Formula
- C6H11IO2
- Formula Weight
- 242.05
- MOL File
- 49827-15-8.mol
tert-Butyl 2-iodoacetate Property
- Boiling point:
- 206.4±13.0 °C(Predicted)
- Density
- 1.614±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C(protect from light)
- Appearance
- Light yellow to brown Liquid
- InChI
- InChI=1S/C6H11IO2/c1-6(2,3)9-5(8)4-7/h4H2,1-3H3
- InChIKey
- QYPDJIDQEZDFLS-UHFFFAOYSA-N
- SMILES
- C(OC(C)(C)C)(=O)CI
Safety
- RIDADR
- 2810
- HazardClass
- 6.1
- PackingGroup
- Ⅲ
- HS Code
- 2915907098
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H227Combustible liquid
H301Toxic if swalloed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P370+P378In case of fire: Use … for extinction.
P403+P235Store in a well-ventilated place. Keep cool.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- B692065
- Product name
- tert-ButylIodoacetate
- Packaging
- 1g
- Price
- $140
- Updated
- 2021/12/16
- Product number
- 324991
- Product name
- tert-Butyl 2-iodoacetate - stabilized over Cu
- Packaging
- 5g
- Price
- $295
- Updated
- 2021/12/16
- Product number
- X6904
- Product name
- tert-Butyl2-iodoacetate
- Packaging
- 5g
- Price
- $441
- Updated
- 2021/12/16
- Product number
- 2123-H-00
- Product name
- tert-Butyl 2-Iodoacetate
- Packaging
- 5G
- Price
- $784
- Updated
- 2021/12/16
- Product number
- 324991
- Product name
- tert-Butyl 2-iodoacetate - stabilized over Cu
- Packaging
- 25g
- Price
- $995
- Updated
- 2021/12/16
tert-Butyl 2-iodoacetate Chemical Properties,Usage,Production
Uses
tert-Butyl Iodoacetate is used in the synthesis and biological evaluation of water-soluble derivative of potent V-ATPase inhibitor archazolid.
Synthesis
5292-43-3
49827-15-8
The general procedure for the synthesis of tert-butyl iodoacetate from tert-butyl bromoacetate was as follows: tert-butyl bromoacetate (6) (1.00 g, 5.13 mmol, 1.0 eq.) was slowly added dropwise to a pre-prepared solution of sodium iodide (1.15 g, 7.69 mmol, 1.5 eq.) in anhydrous acetone (30 mL). The reaction mixture was stirred continuously at room temperature for 150 min and the progress of the reaction was monitored by thin layer chromatography (TLC) [unfolding agent: petroleum ether/ethyl acetate = 2:1; Rf value of tert-butyl iodoacetate = 0.73] to confirm the complete conversion of the reaction. Subsequently, the reaction solution was filtered to remove insoluble impurities and the filtrate was concentrated by rotary evaporator. To the concentrated residue, pentane (15 mL) was added for washing and the filtrate was filtered again to remove the precipitate. Finally, the filtrate was concentrated under vacuum to afford the target product tert-butyl iodoacetate (1.01 g, 81% yield) as a light yellow oil.
References
[1] Patent: US5618808, 1997, A
[2] Angewandte Chemie - International Edition, 2010, vol. 49, # 15, p. 2738 - 2742
[3] Journal of Organic Chemistry, 2006, vol. 71, # 19, p. 7307 - 7314
[4] Journal of Labelled Compounds and Radiopharmaceuticals, 1997, vol. 39, # 6, p. 509 - 524
[5] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 24, p. 7735 - 7738
tert-Butyl 2-iodoacetate Preparation Products And Raw materials
Raw materials
Preparation Products
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