tert-Butylmalononitrile

Base Information

• Chemical Name: tert-Butylmalononitrile
• CAS No.: 4210-60-0
• Molecular Formula: C7H10N2
• Molecular Weight: 122.17
• Hs Code.: 2926909090
• European Community (EC) Number: 678-001-6
• DSSTox Substance ID: DTXSID30194946
• Nikkaji Number: J534.017I
• Wikidata: Q83067821
• Mol file: 4210-60-0.mol

Synonyms:tert-Butylmalononitrile;4210-60-0;2-tert-butylpropanedinitrile;t-Butylmalononitrile;2-(tert-butyl)malononitrile;TERT-BUTYLMALONITRILE;2-tert-butylmalononitrile;SCHEMBL2020134;AMY3297;DTXSID30194946;TUJPHMQZSDKRSL-UHFFFAOYSA-N;MFCD00191326;AKOS006228202;s12099;BS-23858;B1584;CS-0187685;FT-0693963

Chemical Property of tert-Butylmalononitrile

Chemical Property:

• Vapor Pressure: 0.13mmHg at 25°C
• Melting Point: 84 °C
• Refractive Index: 1.434
• Boiling Point: 217.8 °C at 760 mmHg
• Flash Point: 87.1 °C
• PSA: 47.58000
• Density: 0.93 g/cm³
• LogP: 1.69586
• Solubility.: soluble in Methanol
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 122.084398327
• Heavy Atom Count: 9
• Complexity: 164

Purity/Quality:

98%,99%, ^*data from raw suppliers

tert-Butylmalononitrile ^*data from reagent suppliers

Safty Information:

• Statements: 23/24/25
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(C#N)C#N
• Uses: TERT-BUTYLMALONONITRILE can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical production process.

Technology Process of tert-Butylmalononitrile

There total 9 articles about tert-Butylmalononitrile 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: 60.0%

methylmagnesium bromide (75-16-1) + isopropylidenemalonodinitrile (13166-10-4) → t-butylmalonodinitrile (4210-60-0)

Guidance literature:

In diethyl ether; at -20 - 20 ℃; for 2.33333h; Inert atmosphere;

DOI:10.1002/anie.201603399

Reference yield: 55.0%

2-tert-Butyl-2-cyano-malononitrile (128672-18-4) → t-butylmalonodinitrile (4210-60-0) + isobutene (115-11-7,15220-85-6)

Guidance literature:

In dimethylsulfoxide-d6; at 80 ℃; Rate constant; Mechanism;

Reference yield:

2-bromo-2-methylpropylidenemalononitrile (54879-22-0) → t-butylmalonodinitrile (4210-60-0)

Guidance literature:

With sodium tetrahydroborate; In 1,2-dimethoxyethane; at 0 ℃;

DOI:10.1055/s-1978-24799

upstream raw materials:

methylmagnesium bromide

isopropylidenemalonodinitrile

2-bromo-2-methylpropylidenemalononitrile

tert-Butyl iodide

Downstream raw materials:

benzyl pivalate

N-benzyl-N,2,2-trimethylpropanamide

(S)-methyl 3-phenyl-2-pivalamidopropanoate

2,5-dicyano-3,6-difluoro-1,4,-bis(tert-butyldicyanomethyl)benzene

Refernces

• 1、 Boldt,Schulz. "". . p. 288. Retrieved 1964.
• 2、 Crossley, Maxwell J.,Gorjian, Sargon,Sternhell, Sever,Tansey, Kerrie M.. "The Synthesis of Some Lipophilic Tetradentate Ligands for Use in the Formation of Metal-Linked Polymers". . p. 723 - 738. Retrieved 2007/10/02.
• 3、 Hirota, Hiroshi,Mitsuhashi, Tsutomu. "Facile Carbon-Carbon Bond Heterolysis. SN1-E1 Reactions of t-Cumyl and t-Butyl Substituted Tricyanomethanes". . p. 803 - 806. Retrieved 2007/10/02.