Pinacyanol iodide

Base Information

• Chemical Name: Pinacyanol iodide
• CAS No.: 605-91-4
• Molecular Formula: C₂₅H₂₅N₂*I
• Molecular Weight: 480.391
• European Community (EC) Number: 210-099-4,220-457-1
• NSC Number: 403532
• Wikipedia: Pinacyanol
• NCI Thesaurus Code: C81105
• Mol file: 605-91-4.mol

Synonyms:Carbocyanine;Carbocyanines

Chemical Property of Pinacyanol iodide

Chemical Property:

• Melting Point: 295 °C
• Boiling Point: 527.7oC at 760 mmHg
• Flash Point: 240.2oC
• PSA: 8.81000
• Density: 1.151g/cm3
• LogP: 1.90080
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 480.10625
• Heavy Atom Count: 28
• Complexity: 527

Purity/Quality:

99% ^*data from raw suppliers

1,1′-Diethyl-2,2′-carbocyanine iodide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23/24/25
• Safety Statements: 36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Dyes -> Carbocyanine Dyes
• Canonical SMILES: CCN1C(=CC=CC2=[N+](C3=CC=CC=C3C=C2)CC)C=CC4=CC=CC=C41.[I-]
• Isomeric SMILES: CCN1/C(=C/C=C/C2=[N+](C3=CC=CC=C3C=C2)CC)/C=CC4=CC=CC=C41.[I-]
• Uses: Diagnostic aid (obstetrics). The fluorescence decay time of pinacyanol (1,1?-diethyl-2,2?-carbocyanine) iodide has been measured in the temperature range 95-225 K.

Technology Process of Pinacyanol iodide

There total 16 articles about Pinacyanol iodide 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: 92.0%

1-ethyl-2-methylquinolinium iodide (606-55-3) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 1,1'-diethyl-2,2'-quinocarbocyanine iodide (605-91-4,15185-48-5)

Guidance literature:

With triethylamine; trichlorophosphate; Heating;

Reference yield:

1-ethyl-2-methylquinolinium iodide (606-55-3) + N-ethyl-2-methylbenzothiazolium iodide (3119-93-5) + (E)-N,N'-bis(4-methoxyphenyl)formimidamide (141417-87-0,1152-75-6) → pinacyanol iodide (605-91-4,15185-48-5) + 1-ethyl-2-[3-(3-ethyl-3H-benzothiazol-2-ylidene)-propenyl]-quinolinium; iodide

Guidance literature:

1-ethyl-2-methylquinolinium iodide; (E)-N,N'-bis(4-methoxyphenyl)formimidamide; With orthoformic acid triethyl ester; In ethanol; Heating;

With sulfonyl chloride resin; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

N-ethyl-2-methylbenzothiazolium iodide; With pyridine; N-ethyl-N,N-diisopropylamine; at 20 ℃; Further stages.;

DOI:10.1021/ol026836j

Reference yield:

1-ethyl-2-methylquinolinium iodide (606-55-3) + N-ethyl-4-methylquinolinium iodide (605-59-4) + (E)-N,N'-bis(4-methoxyphenyl)formimidamide (141417-87-0,1152-75-6) → pinacyanol iodide (605-91-4,15185-48-5) + 1-ethyl-2-[3-(1-ethyl-1H-quinolin-4-ylidene)-propenyl]-quinolinium; iodide

Guidance literature:

1-ethyl-2-methylquinolinium iodide; (E)-N,N'-bis(4-methoxyphenyl)formimidamide; With orthoformic acid triethyl ester; In ethanol; Heating;

With sulfonyl chloride resin; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

N-ethyl-4-methylquinolinium iodide; With pyridine; N-ethyl-N,N-diisopropylamine; at 20 ℃; Further stages.;

DOI:10.1021/ol026836j

upstream raw materials:

formaldehyd

1-ethyl-2-methylquinolinium iodide

orthoformic acid triethyl ester

Glyoxilic acid

Downstream raw materials:

Toluene-4-sulfonate1-ethyl-2-{(E)-3-[1-ethyl-1H-quinolin-(2E)-ylidene]-propenyl}-quinolinium;

Refernces

• 1、 Mason, Stephen J.,Balasubramanian, Shankar. "Solid-phase catch, activate, and release synthesis of cyanine dyes". . p. 4261 - 4264. Retrieved 2007/10/03.