4-Iodobenzonitrile

Base Information

• Chemical Name: 4-Iodobenzonitrile
• CAS No.: 3058-39-7
• Molecular Formula: C7H4IN
• Molecular Weight: 229.02
• Hs Code.: 29269090
• NSC Number: 87894
• DSSTox Substance ID: DTXSID3062819
• Nikkaji Number: J370.642G
• Wikidata: Q72483392
• Mol file: 3058-39-7.mol

Synonyms:4-Iodobenzonitrile;3058-39-7;p-Iodobenzonitrile;Benzonitrile, 4-iodo-;1-Cyano-4-iodobenzene;Benzonitrile, p-iodo-;p-Cyanoiodobenzene;C7H4IN;4-iodo-benzonitrile;MFCD00051310;4-Iodo benzonitrile;NSC 87894;p-Jodbenzonitril;4-CYANOIODOBENZENE;p-iodo-benzonitrile;4-Iodobenzonitrile, 97%;SCHEMBL82069;DTXSID3062819;C7-H4-I-N;NSC87894;CL8216;NSC-87894;STK078338;AKOS005146080;CS-W009114;DS-1568;PS-7742;AC-22944;SY016999;AM20040140;FT-0634624;FT-0656489;I0661;EN300-67216;J-018030;J-515571;Z57899725

Chemical Property of 4-Iodobenzonitrile

Chemical Property:

• Appearance/Colour: light yellow crystal powder
• Vapor Pressure: 0.00639mmHg at 25°C
• Melting Point: 124-128 °C(lit.)
• Refractive Index: 1.66
• Boiling Point: 271.6 °C at 760 mmHg
• Flash Point: 118 °C
• PSA: 23.79000
• Density: 1.91 g/cm³
• LogP: 2.16288
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 228.93885
• Heavy Atom Count: 9
• Complexity: 127

Purity/Quality:

99% ^*data from raw suppliers

4-Iodobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 22-24/25-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C#N)I
• Uses: suzuki reaction 4-Iodobenzonitrile is used in organic synthesis. It is used as catalytic agent, petrochemical additive. 4-Iodobenzonitrile may be used in the synthesis of the following:ethyl-4′-cyano-4-nitro[1,1′-biphenyl]-2-carboxylate via a multi-step reaction process2-(4-cyanophenyl)tellurophene obtained via Stille coupling with tellurophene2,5-bis(4-cyanophenyl)tellurophene obtained via Stille coupling with 2,5-bis(trimethylstannyl)telluropheneethyl-4′-cyano-6-{[(E)-phenylmethylidene]amino}[1,1′-biphenyl]-3-carboxylate via a multi-step reaction process

Technology Process of 4-Iodobenzonitrile

There total 69 articles about 4-Iodobenzonitrile 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: 99.0%

4-iodo-benzyl alcohol (18282-51-4) → 4-iodobenzonitrile (3058-39-7)

Guidance literature:

4-iodo-benzyl alcohol; With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; iodine; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

With ammonia; iodine; In dichloromethane; water; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1055/s-0033-1338489

Reference yield: 99.0%

4-iodobenzaldehyde oxime (34158-75-3) → 4-iodobenzonitrile (3058-39-7)

Guidance literature:

With triethylamine; ethanaminium,N-(difluoro-λ⁴-sulfanylidene)-N-ethyl-,tetrafluoroborate; In ethyl acetate; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1055/s-0034-1378881

Reference yield: 98.0%

4-Aminobenzonitrile (873-74-5) → 4-iodobenzonitrile (3058-39-7)

Guidance literature:

4-Aminobenzonitrile; With sulfuric acid; sodium nitrite; In water; acetone; at 0 ℃; for 1.75h;

With potassium iodide; In water; acetone; at 20 ℃;

DOI:10.1021/op700227p

upstream raw materials:

4-iodobenzamide

p-aminoiodobenzene

4-cyanobenzoic Acid

para-diiodobenzene

Downstream raw materials:

1-(4-cyanophenyl)-2-phenylethane

4-(2-thienyl)benzonitrile

2,2'-Bithiophene

4-(2-oxopropyl)benzonitrile

Refernces

• 1、 Abe, Masahiro,Nitta, Sayasa,Miura, Erina,Kimachi, Tetsutaro,Inamoto, Kiyofumi. "Nitrile Synthesis via Desulfonylative-Smiles Rearrangement". . p. 4460 - 4467. Retrieved 2022/03/15.
• 2、 Yang, Yu-Ming,Yan, Wei,Hu, Han-Wei,Luo, Yimin,Tang, Zhen-Yu,Luo, Zhuangzhu. "Photoinduced Acetylation of Anilines under Aqueous and Catalyst-Free Conditions". . p. 12344 - 12353. Retrieved 2021/09/02.