1-Chlorobutane

Base Information

• Chemical Name: 1-Chlorobutane
• CAS No.: 109-69-3
• Molecular Formula: C4H9Cl
• Molecular Weight: 92.5685
• Hs Code.: 2903.19 Oral rat LD50: 2670 mg/kg
• European Community (EC) Number: 203-696-6
• ICSC Number: 0703
• NSC Number: 8419
• UN Number: 1127
• UNII: ZP7R667SGD
• DSSTox Substance ID: DTXSID8020206
• Nikkaji Number: J2.435J
• Wikipedia: 1-Chlorobutane
• Wikidata: Q161608
• NCI Thesaurus Code: C81519
• Metabolomics Workbench ID: 152701
• ChEMBL ID: CHEMBL47259
• Mol file: 109-69-3.mol

Synonyms:1-chlorobutane;butyl chloride

Chemical Property of 1-Chlorobutane

Chemical Property:

• Appearance/Colour: water white liquid with a sharp odor
• Vapor Pressure: 80.1 mm Hg ( 78.4 °C)
• Melting Point: -123 °C
• Refractive Index: 1.4018
• Boiling Point: 78.2 °C at 760 mmHg
• Flash Point: 12 °F
• PSA: 0.00000
• Density: 0.873 g/cm³
• LogP: 2.02530
• Storage Temp.: 2-8°C
• Solubility.: water: soluble0.11g/L at 20°C
• Water Solubility.: 0.5 g/L (20 ºC)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 92.0392780
• Heavy Atom Count: 5
• Complexity: 13.1
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

1-Chlorobutane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Statements: 11
• Safety Statements: 9-16-29

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Chlorinated Aliphatics
• Canonical SMILES: CCCCCl
• Inhalation Risk: A harmful contamination of the air can be reached very quickly on evaporation of this substance at 20 °C , especially on spraying.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract. The substance may cause effects on the nervous system.
• Uses: 1-Chlorobutane is used as an intermediate for the production of other chemicals in the chemical industry. 1-chlorobutane is a common extraction solvent in the forensic toxicology arena. A benefit of 1-chlorobutane is that it is less dense than water and therefore settles above the aqueous layer. As butylating agent in organic synthesis, e.g., in the manufacture of butyl cellulose. 1-chlorobutane will be halogenated to produce dichlorobutane using sulfuryl chloride via a free-radical chain reaction mechanism. 1-Chlorobutane is used as intermediates and solvents. It is used for HPLC, spectrophotometry and environmental testing. It is used as alkylating reagent in organic and organometallic compound synthesis. It is also employed as an antihelmintic in veterinary medicine. 1-Chlorobutane may be used in the synthesis of ionic liquids, 1-butyl-3-methylimidazolium hydrogen sulfate ([Bmim]+[HSO4]-) and 1-butyl-3-methylimidazolium dihydrogen phosphate ([Bmim]+[H2PO4]-).

Technology Process of 1-Chlorobutane

There total 237 articles about 1-Chlorobutane 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: 89.0%

Dibutylboran-butylester (3027-56-3) + phosphorus pentachloride (10026-13-8,874483-75-7) → n-Butyl chloride (109-69-3) + dibutylchloroborane (1730-69-4) + trichlorophosphate (10025-87-3,12599-09-6,63736-95-8,39380-77-3)

Guidance literature:

exothermic react.; removing C4H9Cl and OPCl3 at reduced pressure, distn. of residue;

Reference yield: 89.0%

tetrachloromethane (56-23-5) + dibutylmercury (629-35-6) → mercury(I) chloride (104923-33-3) + n-Butyl chloride (109-69-3) + chloroform (67-66-3,8013-54-5) + n-butylmercuric chloride (543-63-5) + mercury

Guidance literature:

In neat (no solvent); 150°C, 25 h; further products;

Reference yield: 84.0%

phosphorus pentachloride (10026-13-8,874483-75-7) + 1,4-bis(di-n-butoxy)-boryl-phenylene (2449-19-6) → n-Butyl chloride (109-69-3) + 1,4-bis(dichloroboryl)benzene (71258-12-3) + trichlorophosphate (10025-87-3,12599-09-6,63736-95-8,39380-77-3)

Guidance literature:

In tetrachloromethane; boiled for 7 h using back-flow; distn. of CCl4, sublimation;

DOI:10.1021/ja01569a025

upstream raw materials:

pyridine

butyl dichlorophosphate

butan-1-ol

dibutyl chlorophosphate

Downstream raw materials:

2-pentylpyridine

4-pentylpyridine

1-n-butyl-4-methylpyridinium chloride

(1-butylhexyl)benzene

Refernces

• 1、 Eskola, Arkke I.,Lozovsky, Vladimir A.,Timonen, Raimo S.. "Kinetics of the reactions of C2H5, n-C 3H7, and n-C4H9 radicals with Cl2 at the temperature range 190-360 K". . p. 614 - 619. Retrieved 2007.
• 2、 Knighton,Bognar,O'Connor,Grimsrud. "Gas-phase SN2 reactions of chloride ion with alkyl bromides at atmospheric pressure. Temperature dependence of the rate constants and energies of the transition states". . p. 12079 - 12084. Retrieved 1993.
• 3、 Taylor et al.. "". . p. 2385. Retrieved 1978.
• 4、 Sarzynski, Dariusz,Sztuba, Barbara. "Gas-phase reactions of Cl atoms with propane, n-butane, and isobutane". . p. 651 - 658. Retrieved 2002.
• 5、 Wilen, Samuel H.,Delguzzo, Luciano,Saferstein, Richard. "Experimental evidence for AcO-7 neighboring group participation". . p. 5089 - 5094. Retrieved 1987.
• 6、 Brown, Herbert C.,de Lue, Norman R.. "ORGANOBORANES FOR SYNTHESIS. 12. THE REACTION OF ORGANOBORANES WITH NITROGEN TRICHLORIDE. A CONVENIENT PROCEDURE FOR THE CONVERSION OF ALKENES INTO ALKYL CHLORIDES VIA HYDROBORATION". . p. 2785 - 2792. Retrieved 1988.
• 7、 Giles, K.,Grimsrud, E. P.. "The Kinetic Ion Mobility Mass Spectrometer: Measurements of Ion-Molecule Reaction Rate Constant at Atmospheric Pressure". . p. 6680 - 6687. Retrieved 1992.
• 8、 Gerrard, W.,Lappert, M. F.. "". . . Retrieved 1951.
• 9、 Terakawa et al.. "". . p. 892. Retrieved 1966.
• 10、 Weaver,Hutchinson. "". . p. 261,265. Retrieved 1964.