Diallylcyanamide

Base Information

• Chemical Name: Diallylcyanamide
• CAS No.: 538-08-9
• Molecular Formula: C7H10 N2
• Molecular Weight: 122.17
• Hs Code.: 2926909090
• European Community (EC) Number: 208-683-9
• NSC Number: 3513
• UNII: 0Y2M1X8LXA
• DSSTox Substance ID: DTXSID5060221
• Nikkaji Number: J6.368A
• Wikidata: Q27231239
• Mol file: 538-08-9.mol

Synonyms:Diallylcyanamide;538-08-9;Cyanamide, di-2-propenyl-;diallyl cyanamide;Di-2-propenylcyanamide;Cyanamide, diallyl-;N-Cyanodiallylamine;CYANAMIDE, DIALLYL;Diallylkyanamid;bis(prop-2-enyl)cyanamide;Diallylkyanamid [Czech];N,N-diallylcyanamide;HSDB 2768;NSC 3513;EINECS 208-683-9;UNII-0Y2M1X8LXA;BRN 1747507;0Y2M1X8LXA;AI3-17789;cyanobis(prop-2-en-1-yl)amine;N,N-Di-2-propen-1-yl-cyanamide;NSC-3513;4-04-00-01078 (Beilstein Handbook Reference);diallyl-cyanamide;diallylamino-cyanide;DIALLYLCYANAMIDE [MI];SCHEMBL628986;WLN: 1U2NCN&2U1;DTXSID5060221;NSC3513;Cyanamide, N,N-di-2-propen-1-yl-;MFCD00026080;AKOS005087141;LS-55760;FT-0654321;3B-041;EN300-1268702;A829776;Q27231239

Chemical Property of Diallylcyanamide

Chemical Property:

• Vapor Pressure: 0.0654mmHg at 25°C
• Melting Point: <-70 °C
• Refractive Index: 1.6230 (estimate)
• Boiling Point: 230.6°Cat760mmHg
• PKA: -6.76±0.70(Predicted)
• Flash Point: 90.5°C
• PSA: 27.03000
• Density: 0.905g/cm³
• LogP: 1.14148
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 122.084398327
• Heavy Atom Count: 9
• Complexity: 130

Purity/Quality:

98%min ^*data from raw suppliers

DIALLYLCYANAMIDE Aldrich ^*data from reagent suppliers

Safty Information:

• Statements: 11-23/24/25-34
• Safety Statements: 9-16-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Cyanamides
• Canonical SMILES: C=CCN(CC=C)C#N

Technology Process of Diallylcyanamide

There total 15 articles about Diallylcyanamide 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: 87.0%

CYANAMID (420-04-2) + allyl ethyl carbonate (1469-70-1) → Diallylcyanamid (538-08-9)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; for 15h; Ambient temperature;

DOI:10.1016/S0040-4020(98)00930-2

Reference yield: 81.0%

trimethylsilyl cyanide (7677-24-9) + diallylamine (124-02-7) → Diallylcyanamid (538-08-9)

Guidance literature:

With potassium fluoride; tetrabutylammomium bromide; In acetonitrile; at 20 ℃; for 3h; Electrochemical reaction;

DOI:10.1039/d1gc02529e

Reference yield: 52.0%

copper(l) cyanide + diallylamine (124-02-7) → Diallylcyanamid (538-08-9)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; oxygen; sodium sulfate; copper(ll) bromide; In acetonitrile; at 50 ℃; for 12h; Schlenk technique; Sealed tube;

DOI:10.1039/c4cc03439b

upstream raw materials:

sodium cyanamide

allyl bromide

disodium cyanamide

3-chloroprop-1-ene

Downstream raw materials:

5-diallylamino-tetrazole

diallylamine

diallylmelamine

1,1-diallyl-thiourea

Refernces

• 1、 -. "Preparation method of diallylamine and hydrochloride thereof". Paragraph 0047; 0048; 0049. . Retrieved 2019/03/08.
• 2、 Teng, Fan,Yu, Jin-Tao,Jiang, Yan,Yang, Haitao,Cheng, Jiang. "A copper-mediated oxidative N-cyanation reaction". supporting information. p. 8412 - 8415. Retrieved 2014/07/22.