CID 53627823

Base Information

• Chemical Name: CID 53627823
• CAS No.: 109-72-8
• Molecular Formula: C4H9Li
• Molecular Weight: 64.0565
• Hs Code.: 29319090
• Nikkaji Number: J370K
• Mol file: 109-72-8.mol

Synonyms:

Chemical Property of CID 53627823

Chemical Property:

• Appearance/Colour: clear yellow solution
• Melting Point: -95 °C
• Boiling Point: 80 °C
• Flash Point: 10 °F
• PSA: 0.00000
• Density: 0.68 g/mL at 20 °C
• LogP: 1.75410
• Storage Temp.: 2-8°C
• Sensitive.: Air & Moisture Sensitive
• Solubility.: Miscible with diethyl ether and cyclohexane.
• Water Solubility.: vigorous reaction
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 64.08642872
• Heavy Atom Count: 5
• Complexity: 4

Purity/Quality:

99% ^*data from raw suppliers

n-Butyllithium, 15% in hexanes (1.6M) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C
• Hazard Codes: F,C,N
• Statements: 14/15-17-34-48/20-51/53-62-65-67-63-35-11-15-50/53-66
• Safety Statements: 6-9-16-26-36/37/39-45-61-62-6A-46-43B-43-60-33-29-5

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [Li].CCC[CH2]
• Uses: N-Butyllithium solution is mostly used as a pharmaceutical intermediate to synthesize anionic polymerization initiator. It is also used to produce rubber (such as integral rubber SIBR, which is the most versatile diene rubber to date), fragrance, liquid crystal materials, and other industries. It is a chemical product intermediate, linking agent, alkylating agent, and polymerization catalyst. As a catalyst, N-Butyllithium is widely used as a pharmaceutical intermediate, liquid crystal monomer, and pesticide production catalyst. N-Butyllithium is also widely used in organic syntheses, especially in growing carbon chains, and it is a staple laboratory product in reactions such as: 1) Metallization reaction: R-H + n-Butyl-Li → R-Li + Butane, in which the produced lithium alkyl can react with many substances. 2) Direct metallization: the aromatic compound that connects the substitute reacts with N-Butyllithium, and lithium metal can be attached to the aromatic compound. 3) Nucleophilic addition and substitution reaction. 4) Halogen-metal replacement. n-Butyllithium is used as a polymerization initiator in the production of elastomers like polybutadiene and styrene- butadiene- styrene. As a strong base, it is utilized in the synthesis of organic compounds. It undergoes thermal decomposition to prepare 1-butene. n-Butyllithium is a strong nucleophile in the synthetic organic chemistry. It is also used as an initiator in the polymerization process.

Technology Process of CID 53627823

There total 26 articles about CID 53627823 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: 85.0%

methyl magnesium iodide (917-64-6) + α-chloro-nitroso-2,2,6,6-tetramethylcyclohexane (62735-89-1) → n-butyllithium (109-72-8,29786-93-4) + dicumene (1889-67-4) + C11H21NO (76014-60-3) + 2,2,6,6-Tetramethyl-cyclohexanone O-(1-methyl-1-phenyl-ethyl)-oxime (76014-62-5)

Guidance literature:

In various solvent(s);

DOI:10.1016/0040-4020(80)80085-8

Reference yield: 66.0%

n-Butyl chloride (109-69-3) → n-butyllithium (109-72-8,29786-93-4)

Guidance literature:

Reference yield: 61.0%

1-bromo-butane (109-65-9) → n-butyllithium (109-72-8,29786-93-4)

Guidance literature:

With lithium; In diethyl ether; ultrasonic agitation;

DOI:10.1021/ja00547a016

upstream raw materials:

1-bromo-butane

n-Butyl chloride

dibutylmercury

methyl magnesium iodide

Downstream raw materials:

n-butanethiol

butyl propyl sulfide

1-butylsulfanyl-3-propylsulfanyl-propane

cyclohexene

Refernces

• 1、 Reynolds, J. L.,Doshi, D.,Shechter, H.. "Relative Reactivities and Mechanistic Aspects of the Reactions of Organic Halides with Alkali Metals in Alcohol Environments". . p. 8032 - 8041. Retrieved 1987.
• 2、 Gilman,Zoellner,Selby. "-". . . Retrieved 1933.
• 3、 Curtin,Koehl jr.. "". . p. 1967,1971. Retrieved 1962.
• 4、 Graham et al.. "". . p. 400. Retrieved 1960.
• 5、 Bogart, Justin A.,Lee, Heui Beom,Boreen, Michael A.,Jun, Minsik,Schelter, Eric J.. "Fine-tuning the oxidative ability of persistent radicals: Electrochemical and computational studies of substituted 2-pyridylhydroxylamines". supporting information. p. 6344 - 6349. Retrieved 2013/07/26.
• 6、 -. "MATERIAL FOR ORGANIC ELECTRO-OPTICAL DEVICE HAVING FLUORENE DERIVATIVE COMPOUND AND ORGANIC ELECTRO-OPTICAL DEVICE INCLUDING THE SAME". . . Retrieved 2010/08/07.