Welcome to LookChem.com Sign In|Join Free

CAS

  • or

768-93-4

Post Buying Request

768-93-4 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

768-93-4 Usage

Chemical Properties

solid

Uses

1-Iodoadamantane is suitable reagent used to evaluate the rate constants for the reduction of haloadamantanes by SmI2 in presence of hexamethylphosphoramide (HMPA) and H2O by GC/MS-analyzed method. It may be used as iodine atom donor for probing the intermediacy of radical to investigate the chemistry of highly reactive, strained systems such as propellane. It may be used as starting reagent in the synthesis of N-(1-adamantyl)acetamide via nucleophilic substitution. It may be employed in the free-radical carbonylation reactions with alkenes.

Synthesis Reference(s)

The Journal of Organic Chemistry, 48, p. 2766, 1983 DOI: 10.1021/jo00164a026

General Description

1-Iodoadamantane is a haloadamantane. Voltammetric reduction of 1-iodoadamantane at a silver cathode in tetrahydrofuran (THF) and acetonitrile (ACN) is reported to involve a single electron forming a mixture of monomeric and dimeric products. The photoinduced reaction of 1-iodoadamantane in DMSO is reported to afford substitution products on C3, C6, and C8, 1-adamantanol, 1-adamantyl 2-naphthyl ether, and adamantine. The photostimulated reaction of the phthalimide anion with 1-iodoadamantane is reported to yield 3-(1-adamantyl) phthalimide and 4-(1-adamantyl) phthalimide, along with the reduction product adamantane. 1-Iodoadamantane is reported to undergoe photostimulated reaction with the enolate anion of acetone, acetophenone and propiophenone to give admantane and the substitution products.

Purification Methods

Dissolve the iodide in Et2O, shake with aqueous NaHSO3, aqueous K2CO3, and H2O, dry (Na2SO4), evaporate and recrystallise it from MeOH at -70o (to avoid alcoholysis) to give white crystals. [Schleyer & Nicholas J Am Chem Soc 83 2700 1961, lit m of 151-152.5o is incorrect.] Also purify by recrystallisation from pet ether (40-60oC) followed by rigorous drying and repeated sublimation. [Beilstein 5 IV 470.]

Check Digit Verification of cas no

The CAS Registry Mumber 768-93-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,6 and 8 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 768-93:
(5*7)+(4*6)+(3*8)+(2*9)+(1*3)=104
104 % 10 = 4
So 768-93-4 is a valid CAS Registry Number.
InChI:InChI=1/C10H15I/c11-10-4-7-1-8(5-10)3-9(2-7)6-10/h7-9H,1-6H2

768-93-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Aldrich

  • (377198)  1-Iodoadamantane  98%

  • 768-93-4

  • 377198-5G

  • 1,579.50CNY

  • Detail

768-93-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-IODOADAMANTANE

1.2 Other means of identification

Product number -
Other names Adamantane,1-iodo

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:768-93-4 SDS

768-93-4Relevant articles and documents

Selective C-F bond activation: Substitution of unactivated alkyl fluorides using YbI3

Traeff, Annika M.,Janjetovic, Mario,Ta, Linda,Hilmersson, Goeran

supporting information, p. 12073 - 12076 (2013/12/04)

F makes the break: The carbon-fluorine single bond is quite strong, thus making aliphatic C-F bond scission unusually challenging. A new methodology utilizing YbI3 leads to the conversion of a C-F bond into a C-I bond, and is compatible with various functional groups. The reaction is exceptionally selective towards alkyl fluorides and proceeds under mild conditions. Copyright

Mechanistic Definition of Trimethylstannylation of 1,3-Dihaloadamantanes: Delocalized Radical Anions as Possible Intermediates

Adcock, William,Clark, Christopher I.

, p. 7341 - 7349 (2007/10/02)

A series of 1,3-dihaloadamantanes (3, X = Y = halogens) have been synthesized, characterized, and treated with (trimethylstannyl) alkali reagents (Me3SnM, M = Li or Na) in the absence and presence of tert-butylamine (TBA) and dicyclohexylphosphine (DCPH).The product distributions of these reactions have been established by 13C and 119Sn NMR spectroscopy and vapour-phase chromatographic analyses.The substitution via an SRN1-type pathway is shown to be a significant reaction for several of the derivatives of 3 (X = F, Y = Br or I; X = Cl, Y = Br or I; X = Y = Br) but not for the bromo iodide or diiodide (3, X = Br, Y = I and X = Y =I).For the latter two compounds, the formation of 1,3-dehydroadamantane or propellane 8 is the predominant reaction product while tin substitution is insignificant.Propellane 8 formation is also a significant reaction product for some of the other dihalo derivatives of 3 (X = Cl, Y = I and X = Y = Br) but not for others (3, X = F, Y = Br or I and X = Cl, Y = Br).The mechanism of formation of 8 is perplexing in light of the trapping experiments in the presence of TBA and DCPH.A possible pathway is proposed in wich the key intermediate is a delocalized radical anion.

Decarboxylative Iodination: A Convenient Synthesis of Bridgehead Iodides

Abeywickrema, Ramyani S.,Della, Ernest W.

, p. 4226 - 4229 (2007/10/02)

-

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 768-93-4