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Iodoacetamide

Iodoacetamide structure

CAS No:
144-48-9
Formula:
C2H4INO
Chemical Name:
Iodoacetamide
Synonyms:
Acetamide,2-iodo-;Acetamide,iodo-;2-Iodoacetamide;α-Iodoacetamide;Iodoacetamide;Monoiodoacetamide;Surauto;NSC 9581;Deltop
Categories:
Organic Chemistry > Amides

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Description

yellow-brown crystals

An alkylating sulfhydryl reagent. Its actions are similar to those of iodoacetate.

Iodoacetamide Basic Attributes

Molecular Weight：

184.96

Exact Mass：

184.96

BRN：

1739080

EC Number：

205-630-1

UNII：

ZRH8M27S79

NSC Number：

9581

DSSTox ID：

DTXSID9020742

HScode：

29241900

Characteristics

PSA：

43.1

XLogP3：

-0.2

Appearance：

White to pale yellow or beige crystalline

Density：

2.1103 (estimate)

Melting Point：

94.5 °C

Boiling Point：

297.1±23.0 °C(Predicted)

Flash Point：

133.5±22.6 °C

Refractive Index：

1.602

Water Solubility：

H2O: 0.5 M at 20 °C, clear, colorless

Storage Conditions：

2-8°C

Safety Information

Packing level：

III

Hazard category：

6.1

Transport codes：

UN 2811 6.1/PG 3

wgk germany：

hazard class code：

25-42/43-43-36/37/38-53

safety instructions：

22-36/37-45-37/39-26-24

RTECS Number：

AC4200000

Marks：

Stability/Shelf Life：

Stable, but light sensitive. Incompatible with strong oxidizing agents, strong bases, reducing agents, acids.

Precautionary statement(s)：

P261-P280-P301 + P310-P342 + P311

Hazard Statements：

H301-H317-H334-H413

Drug Information

MeSH：

Highly reactive chemicals that introduce alkyl radicals into biologically active molecules and thereby prevent their proper functioning. Many are used as antineoplastic agents, but most are very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. They have also been used as components in poison gases. (See all compounds classified as Alkylating Agents.)|Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)

MeSH Entry Terms：

Iodoacetamide

Iodoacetamide Use and Manufacturing

Methods of Manufacturing

Derived from the reaction of chloroacetamide and sodium iodide. Chloroacetamide, anhydrous acetone, and anhydrous sodium iodide were refluxed on the bath for 15h. Cool to room temperature, filter out sodium chloride, recover acetone, pour it into ice water of sodium bisulfate after cooling slightly, and then neutralize to pH 6 with saturated sodium sulfate solution. Cool to crystallize and filter to obtain a crude product. The crude product is recrystallized with water to obtain the finished product.

Uses

Alkylation reagents for histidine and cysteine in proteomics are used for peptide sequencing and enzyme inhibitors. Also used in organic synthesis.

Manufacturing Info：

Acetamide, 2-iodo-: ACTIVE

Computed Properties

Molecular Weight:184.96
XLogP3:-0.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:184.93376
Monoisotopic Mass:184.93376
Topological Polar Surface Area:43.1
Heavy Atom Count:5
Complexity:44.9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Ethanol

Acetone

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