0
Home Cart 0 Sign in  

[ CAS No. 49827-15-8 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

type HazMat fee
Excepted Quantity Free
Inaccessible (Haz class 6.1), Domestic USD 41.00
Inaccessible (Haz class 6.1), International USD 64.00
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 83.00
Accessible (Haz class 3, 4, 5 or 8), International USD 133.00
2D
Chemical Structure| 49827-15-8
Chemical Structure| 49827-15-8
Structure of 49827-15-8 *Storage: {[proInfo.prStorage]}

Quality Control of [ 49827-15-8 ]

Related Doc. of [ 49827-15-8 ]

SDS

Product Details of [ 49827-15-8 ]

CAS No. :49827-15-8MDL No. :MFCD09833728
Formula : C6H11IO2 Boiling Point : -
Linear Structure Formula :-InChI Key :N/A
M.W :242.05Pubchem ID :11021060
Synonyms :

Computed Properties of [ 49827-15-8 ]

TPSA : 26.3 H-Bond Acceptor Count : 2
XLogP3 : 1.8 H-Bond Donor Count : 0
SP3 : 0.83 Rotatable Bond Count : 3

Safety of [ 49827-15-8 ]

Signal Word:DangerClass6.1
Precautionary Statements:P210-P264-P270-P280-P301+P312+P330-P302+P352+P312-P305+P351+P338-P332+P313-P337+P313-P361+P364-P370+P378-P403+P235-P405-P501UN#:2810
Hazard Statements:H227-H301-H311+H331-H315-H319-H335Packing Group:
GHS Pictogram:

Application In Synthesis of [ 49827-15-8 ]

  • Upstream synthesis route of [ 49827-15-8 ]
  • Downstream synthetic route of [ 49827-15-8 ]

[ 49827-15-8 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 5292-43-3 ]
  • [ 49827-15-8 ]
YieldReaction ConditionsOperation in experiment
100% With sodium iodide In acetone EXAMPLE 11
tert-Butyliodoacetate
A mixture of 9.90 mL (0.61M) of tert-butyl bromoacetate (Source: Aldrich Chemical Co.) and 10.1 g (0.67M) sodium iodide (Nal) was refluxed in acetone for 3 hours.
The mixture was cooled to room temperature and filtered.
The resulting filtrate was evaporated to yield a solid residue which was suspended in ether.
The ether suspension was washed with water and saturated sodium chloride (NaCl).
The resulting ether solution was dried with MgSO4 and evaporated to yield 15 g (100percent yield) of product as a yellow oil. TLC (7:3 hexanes: ethyl acetate) rF=0.57.
1 H NMR (CDCl3) δ3.5 (s, 2H) 1.4 (s, 9H).
81% With sodium iodide In acetone at 25℃; for 2.50 h; Tert-butyl bromoacetate (6)(1.00 g, 5.13 mmol, 1.0 eq) was added dropwise to a solution of sodium iodide (1.15 g, 7.69 mmol, 1.5 eq) in dry acetone (30 mL). After stirring for 150 min at r.t., TLC-monitoring showed complete conversion [PE/EE 2:1; Rf(tert-butyl iodoacetate) = 0.73]. The solution was filtered, concentrated and treated with pentane (15 mL). The precipitate was filtered and the solution was concentrated in vacuo to yield tert-butyl iodoacetate (1.01 g, 81 percent) as a pale yellow oil.
77% With sodium iodide In acetone for 4.00 h; Inert atmosphere To a dry 500 ml reaction flask was added sodium iodide (30 g, 0.2 mol), 200 ml of acetone, and tert-butyl bromoacetate (14.6 ml, 0.1 mol) was added with stirring under argon atmosphere for 4 h. The reaction mixture was cooled to room temperature, filtered and the filtrate was concentrated under reduced pressure. The residue was dissolved in 200 ml of water and extracted with ethyl acetate (200 ml of X3). The combined organic layers were washed with 10percent sodium thiosulfate (200 ml), saturated brine ), Dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. Then, the product was distilled under reduced pressure to give 18.6 g of a pale yellow liquid in 77percent yield.
77% With sodium iodide In acetone for 4.00 h; Reflux To a dry 500 ml reaction flask was added sodium iodide (30 g, 0.2 mol)200 ml of acetone,Tert-Butyl bromoacetate (14.6 ml, 0.1 mol) was added with stirring,Under argon, the reaction was refluxed for 4 h,After cooling to room temperature, the filtrate was concentrated under reduced pressure. The residue was dissolved in 200 ml of water and extracted with ethyl acetate (200 ml x 3). The organic phases were combined and then washed with 10percent sodium thiosulfate (200 ml)Saturated brine (200 ml), dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The product was evaporated under reduced pressure and 18.6 g of a pale yellow liquid in 77percent yield.

Reference: [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
[6] Patent: CN104341276, 2016, B. Location in patent: Paragraph 0029-0031
[7] Patent: CN104418707, 2017, B. Location in patent: Paragraph 0053-0055
[8] Journal of Organic Chemistry, 2018, vol. 83, # 11, p. 6162 - 6170
  • 2
  • [ 107-59-5 ]
  • [ 49827-15-8 ]
Reference: [1] Tetrahedron, 1992, vol. 48, # 40, p. 8601 - 8614
[2] Organic Letters, 2002, vol. 4, # 14, p. 2357 - 2360
[3] Patent: US5521103, 1996, A
[4] European Journal of Medicinal Chemistry, 2016, vol. 118, p. 193 - 207
  • 3
  • [ 153851-06-0 ]
  • [ 49827-15-8 ]
Reference: [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1993, # 23, p. 3007 - 3010
  • 4
  • [ 1207973-75-8 ]
  • [ 49827-15-8 ]
Reference: [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1993, # 23, p. 3007 - 3010
  • 5
  • [ 70030-41-0 ]
  • [ 49827-15-8 ]
  • [ 153851-08-2 ]
Reference: [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1993, # 23, p. 3007 - 3010
[2] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1993, # 23, p. 3007 - 3010
Historical Records

Related Functional Groups of
[ 49827-15-8 ]

Aliphatic Chain Hydrocarbons

Chemical Structure| 50595-15-8

[ 50595-15-8 ]

tert-Butyl 2-hydroxyacetate

Similarity: 0.67

Chemical Structure| 671802-00-9

[ 671802-00-9 ]

tert-Butyl 3-(2-hydroxyethoxy)propanoate

Similarity: 0.61

Chemical Structure| 32864-38-3

[ 32864-38-3 ]

tert-Butyl ethyl malonate

Similarity: 0.61

Chemical Structure| 541-16-2

[ 541-16-2 ]

Di-tert-Butyl malonate

Similarity: 0.61

Chemical Structure| 15026-17-2

[ 15026-17-2 ]

4-(tert-Butoxy)-4-oxobutanoic acid

Similarity: 0.61

Esters

Chemical Structure| 50595-15-8

[ 50595-15-8 ]

tert-Butyl 2-hydroxyacetate

Similarity: 0.67

Chemical Structure| 169751-72-8

[ 169751-72-8 ]

tert-Butyl 14-hydroxy-3,6,9,12-tetraoxatetradecan-1-oate

Similarity: 0.65

Chemical Structure| 671802-00-9

[ 671802-00-9 ]

tert-Butyl 3-(2-hydroxyethoxy)propanoate

Similarity: 0.61

Chemical Structure| 32864-38-3

[ 32864-38-3 ]

tert-Butyl ethyl malonate

Similarity: 0.61

Chemical Structure| 541-16-2

[ 541-16-2 ]

Di-tert-Butyl malonate

Similarity: 0.61