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23074-42-2

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23074-42-2 Usage

Chemical Properties

white granular powder

Uses

1-Adamantanecarbonitrile was used as starting reagent for the synthesis of adamantyl-l,3,4-oxathiazol-2-one.

Synthesis Reference(s)

The Journal of Organic Chemistry, 45, p. 5239, 1980 DOI: 10.1021/jo01314a003Synthesis, p. 1140, 1985 DOI: 10.1055/s-1985-31453

General Description

1-Adamantanecarbonitrile reacts with W2(OCMe3)6 to yield W(CAd)(OCMe3)3 (Ad=1-adamantyl).

Check Digit Verification of cas no

The CAS Registry Mumber 23074-42-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,3,0,7 and 4 respectively; the second part has 2 digits, 4 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 23074-42:
(7*2)+(6*3)+(5*0)+(4*7)+(3*4)+(2*4)+(1*2)=82
82 % 10 = 2
So 23074-42-2 is a valid CAS Registry Number.
InChI:InChI=1/C11H15N/c12-7-11-4-8-1-9(5-11)3-10(2-8)6-11/h8-10H,1-6H2

23074-42-2 Well-known Company Product Price

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  • Alfa Aesar

  • (A14352)  Adamantane-1-carbonitrile, 97%   

  • 23074-42-2

  • 1g

  • 391.0CNY

  • Detail
  • Alfa Aesar

  • (A14352)  Adamantane-1-carbonitrile, 97%   

  • 23074-42-2

  • 5g

  • 971.0CNY

  • Detail
  • Alfa Aesar

  • (A14352)  Adamantane-1-carbonitrile, 97%   

  • 23074-42-2

  • 25g

  • 3884.0CNY

  • Detail

23074-42-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name adamantane-1-carbonitrile

1.2 Other means of identification

Product number -
Other names F1928-0022

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:23074-42-2 SDS

23074-42-2Relevant articles and documents

Reactions of 1,3-dehydroadamantane with inorganic oxygen-free acids

Butov,Mokhov,Burmistrov,Saad,Pitushkin

, p. 1276 - 1278 (2014)

A convenient and efficient procedure has been developed for the synthesis of 1-azidoadamantane, 1-adamantyl isocyanate, and 1-adamantyl isothiocyanate by reaction of 1,3-dehydroadamantane with hydrazoic, isocyanic, and isothiocyanic acids, respectively, under mild conditions. The reaction of 1,3-dehydroadamantane with hydrogen cyanide under analogous conditions gives adamantane-1-carbonitrile in a poor yield which may be improved using hexane as solvent.

Lewis Acid-Catalyzed Preparation of Bridge-head Adamantanoid Nitriles from their Corresponding Halides and Trimethylsilyl Cyanide

Olah, George A.,Farooq, Omar,Surya Prakash, G. K.

, p. 1140 - 1142 (1985)

Bridge-head adamantyl and diamantyl nitriles 2 have been prepared in good yields by refluxing the corresponding halides 1 with trimethylsilyl cyanide and tin(IV) chloride in dichloromethane.

Direct C(sp3)-H Cyanation Enabled by a Highly Active Decatungstate Photocatalyst

Kim, Kunsoon,Lee, Seulchan,Hong, Soon Hyeok

supporting information, p. 5501 - 5505 (2021/07/26)

A highly efficient, direct C(sp3)-H cyanation was developed under mild photocatalytic conditions. The method enabled the direct cyanation of various C(sp3)-H substrates with excellent functional group tolerance. Notably, complex natural products and bioactive compounds were efficiently cyanated.

Acceptorless dehydrogenation of amines to nitriles catalyzed by N-heterocyclic carbene-nitrogen-phosphine chelated bimetallic ruthenium (II) complex

Chen, Hua,Fu, Haiyan,Ji, Li,Li, Ruixiang,Nie, Xufeng,Zheng, Yanling

, p. 378 - 385 (2020/10/02)

We have developed a clean, atom-economical and environmentally friendly route for acceptorless dehydrogenation of amines to nitriles by combining a new dual N-heterocyclic carbene-nitrogen-phosphine ligand R(CNP)2 (R = o-xylyl) with a ruthenium precursor [RuCl2(η6-C6H6)]2. In this system, the electronic and steric factors of amines had a negligible influence on the reaction and a broad range of functional groups were well tolerated. All of the investigated amines could be converted to nitriles in good yield of up to 99% with excellent selectivity. The unprecedented catalytic performance of this system is attributed to the synergistic effect of two ruthenium centers chelated by R(CNP)2 and a plausible reaction mechanism is proposed according to the active species found via in situ NMR and HRMS.

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