Isopropyl nicotinate

Base Information

• Chemical Name: Isopropyl nicotinate
• CAS No.: 553-60-6
• Molecular Formula: C9H11 N O2
• Molecular Weight: 165.192
• Hs Code.: 2933399090
• European Community (EC) Number: 209-043-1
• NSC Number: 6860
• UNII: 900M2HXF1R
• DSSTox Substance ID: DTXSID9060285
• Nikkaji Number: J188.405K
• Wikidata: Q27271262
• Mol file: 553-60-6.mol

Synonyms:Isopropyl nicotinate;553-60-6;propan-2-yl pyridine-3-carboxylate;Nipyl;3-Pyridinecarboxylic acid, 1-methylethyl ester;Nicotinic acid, isopropyl ester;Isopropyl pyridine-3-carboxylate;isopropylnicotinate;iso-Propyl nicotinate;UNII-900M2HXF1R;900M2HXF1R;NSC 6860;NSC-6860;EINECS 209-043-1;isopropylnicotinat;Nicotinic acid isopropyl ester;SCHEMBL1628833;DTXSID9060285;NSC6860;ISOPROPYL NICOTINATE [INCI];BBL100302;MFCD00023583;STL553896;ISOPROPYL 3-PYRIDINECARBOXYLAT;ISOPROPYL 3-PYRIDYLCARBOXYLATE;AKOS006240840;CS-0240172;EN300-226213;pyridine-3-carboxylic acid 1-methylethyl ester;Q27271262;Z209417626

Chemical Property of Isopropyl nicotinate

Chemical Property:

• Vapor Pressure: 0.079mmHg at 25°C
• Refractive Index: 1.4926 (estimate)
• Boiling Point: 227.1°Cat760mmHg
• PKA: 3.38±0.10(Predicted)
• Flash Point: 91.1°C
• PSA: 39.19000
• Density: 1.073g/cm³
• LogP: 1.64680
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 157

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC(=O)C1=CN=CC=C1

Technology Process of Isopropyl nicotinate

There total 6 articles about Isopropyl nicotinate 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: 68.0%

→ isopropyl nicotinate (553-60-6)

Guidance literature:

With palladium 10% on activated carbon; sodium carbonate; at 120 ℃; for 24h; Inert atmosphere;

With triphenylphosphine; In 1-methyl-pyrrolidin-2-one; at 100 ℃; for 24h;

Reference yield: 60.0%

pyridine-3-carbonitrile (100-54-9,121697-66-3,1232169-17-3,68271-95-4) + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl nicotinate (553-60-6)

Guidance literature:

With iron(III) chloride; for 24h; Heating;

DOI:10.1080/00397910600770722

Reference yield: 27.0%

nicotinic acid (59-67-6) + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl nicotinate (553-60-6)

Guidance literature:

nicotinic acid; With methanesulfonyl chloride;

isopropyl alcohol; for 3h; Reagent/catalyst; Reflux;

upstream raw materials:

nicotinic acid

pyridine-3-carbonyl chloride hydrochloride

isopropyl alcohol

2-iodo-propane

Downstream raw materials:

nicotinic acid

propene

Refernces

• 1、 -. "Carbon monoxide is used as a source of halogen compound heterogeneous palladium catalyst in the presence of the aldehyde carbonyl compound by reaction carbonylation method (by machine translation)". Paragraph 0067; 0082; 0083; 0084. . Retrieved 2018/04/06.
• 2、 Srinivasan,Rao, K. Srinivasa,Jayachitra,Ralte, Samuel L.. "Iron(III) chloride-promoted direct conversion of aryl/alkyl cyanides to esters". . p. 2883 - 2886. Retrieved 2007/10/03.