1-(Chloromethyl)Cyclohexanecarbonitrile

Base Information

• Chemical Name: 1-(Chloromethyl)Cyclohexanecarbonitrile
• CAS No.: 112905-95-0
• Molecular Formula: C8H12 Cl N
• Molecular Weight: 157.643
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID90383495
• Wikidata: Q82175238
• Mol file: 112905-95-0.mol

Synonyms:1-(Chloromethyl)Cyclohexanecarbonitrile;112905-95-0;1-(chloromethyl)cyclohexane-1-carbonitrile;Cyclohexanecarbonitrile,1-(chloromethyl)-;1-chloromethyl-cyclohexanecarbonitrile;SCHEMBL5346809;DTXSID90383495;BWQNUOFYAYIAIY-UHFFFAOYSA-N;MFCD01570824;AKOS006227817;PS-11832;CS-0313743;FT-0769871

Chemical Property of 1-(Chloromethyl)Cyclohexanecarbonitrile

Chemical Property:

• Vapor Pressure: 0.0103mmHg at 25°C
• Boiling Point: 263.4°Cat760mmHg
• Flash Point: 106.9°C
• PSA: 23.79000
• Density: 1.06g/cm³
• LogP: 2.69928
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 157.0658271
• Heavy Atom Count: 10
• Complexity: 150

Purity/Quality:

98%min ^*data from raw suppliers

1-(Chloromethyl)cyclohexanecarbonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Harmful:

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)(CCl)C#N

Technology Process of 1-(Chloromethyl)Cyclohexanecarbonitrile

There total 1 articles about 1-(Chloromethyl)Cyclohexanecarbonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.5%

chlorobromomethane (74-97-5) + cyclohexane carbonitrile (766-05-2) → 1-(chloromethyl)cyclohexanecarbonitrile (112905-95-0)

Guidance literature:

With lithium diisopropyl amide; In water; toluene;

Reference yield: 94.0%

(S)-1-{[1',2'-dihydro-2'-oxospiro(1,3-dioxane-2,3'-[3H]indol)-5'-yl]sulfonyl}-2-(phenoxymethyl)-pyrrolidine (869223-94-9) + 1-(chloromethyl)cyclohexanecarbonitrile (112905-95-0) → 1-([5'-([(2S)-2-(phenoxymethyl)pyrrolidin-1-yl]sulfonyl)-2'-oxospiro[1,3-dioxane-2,3'-indol]-1'(2'H)-yl]methyl)cyclohexanecarbonitrile (1202497-88-8)

Guidance literature:

(S)-1-{[1',2'-dihydro-2'-oxospiro(1,3-dioxane-2,3'-[3H]indol)-5'-yl]sulfonyl}-2-(phenoxymethyl)-pyrrolidine; With potassium tert-butylate; In dimethyl sulfoxide; for 0.333333h; Inert atmosphere;

1-(chloromethyl)cyclohexanecarbonitrile; In dimethyl sulfoxide; at 185 ℃; for 21h; Inert atmosphere;

DOI:10.1016/j.bmc.2009.09.036

Reference yield: 76.0%

5'-([(2S)-2-(methoxymethyl)pyrrolidin-1-yl]sulfonyl)spiro[1,3-dioxane-2,3'-indol]-2'(1'H)-one (869223-90-5) + 1-(chloromethyl)cyclohexanecarbonitrile (112905-95-0) → 1-([5'-([(2S)-2-(methoxymethyl)pyrrolidin-1-yl]sulfonyl)-2'-oxospiro[1,3-dioxane-2,3'-indol]-1'(2'H)-yl]methyl)cyclohexanecarbonitrile (1202497-85-5)

Guidance literature:

5'-([(2S)-2-(methoxymethyl)pyrrolidin-1-yl]sulfonyl)spiro[1,3-dioxane-2,3'-indol]-2'(1'H)-one; With potassium tert-butylate; In dimethyl sulfoxide; for 0.333333h; Inert atmosphere;

1-(chloromethyl)cyclohexanecarbonitrile; In dimethyl sulfoxide; at 185 ℃; for 21h; Inert atmosphere;

DOI:10.1016/j.bmc.2009.09.036

upstream raw materials:

chlorobromomethane

cyclohexane carbonitrile

Downstream raw materials:

1-<<1'-<2'(1'H)-oxospiro<1,3-dioxolane-2,3'-indol>yl>>-methyl>cyclohexanecarbonitrile

1-[1-(3-butyl-3-hydroxy-2(3H)-oxo-indolyl)methyl]cyclohexanecarbonitrile

1-([5'-([(2S)-2-(phenoxymethyl)pyrrolidin-1-yl]sulfonyl)-2'-oxospiro[1,3-dioxane-2,3'-indol]-1'(2'H)-yl]methyl)cyclohexanecarbonitrile

1-([5'-([(2S)-2-(methoxymethyl)pyrrolidin-1-yl]sulfonyl)-2'-oxospiro[1,3-dioxane-2,3'-indol]-1'(2'H)-yl]methyl)cyclohexanecarbonitrile

Refernces

• 1、 -. "Nitriles". . . Retrieved 2008/06/13.