1,1,1,3-Tetrachlorononane

Base Information

• Chemical Name: 1,1,1,3-Tetrachlorononane
• CAS No.: 1070-27-5
• Molecular Formula: C9H16Cl4
• Molecular Weight: 266.038
• Hs Code.: 2903199000
• DSSTox Substance ID: DTXSID70446936
• Nikkaji Number: J722.280G
• Mol file: 1070-27-5.mol

Synonyms:1,1,1,3-tetrachlorononane;1070-27-5;Nonane,1,1,1,3-tetrachloro-;ECGONINHCL;SCHEMBL11282496;DTXSID70446936;AKOS015911405

Chemical Property of 1,1,1,3-Tetrachlorononane

Chemical Property:

• Boiling Point: 279.3 °C at 760 mmHg
• Flash Point: 111.9 °C
• PSA: 0.00000
• Density: 1.192 g/cm³
• LogP: 5.32450
• XLogP3: 6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 6
• Exact Mass: 265.997661
• Heavy Atom Count: 13
• Complexity: 119

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,1,1,3-TETRACHLORONONANE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC(CC(Cl)(Cl)Cl)Cl

Technology Process of 1,1,1,3-Tetrachlorononane

There total 20 articles about 1,1,1,3-Tetrachlorononane 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%

Trichloromethanesulfonyl chloride (2547-61-7) + oct-1-ene (111-66-0,25068-25-1) → 1,1,1,3-tetrachlorononane (1070-27-5)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); Inert atmosphere; Reflux;

DOI:10.1002/adsc.201100473

Reference yield: 98.0%

tetrachloromethane (56-23-5) + oct-1-ene (111-66-0,25068-25-1) → 1,1,1,3-tetrachlorononane (1070-27-5)

Guidance literature:

With NbCl₃(N,N′-bis-(2,6-diisopropylphenyl)-1,4-diaza-2,3-dimethyl-1,3-butadiene); In benzene-d6; at 100 ℃; for 14h; Catalytic behavior; Kinetics; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1021/jacs.7b02710

Reference yield: 57.0%

tetrachloromethane (56-23-5) + oct-1-ene (111-66-0,25068-25-1) → 1,1,1,3-tetrachlorononane (1070-27-5) + 1,1,1-trichlorononane (1071-84-7)

Guidance literature:

With di-tert-butyl phosphite; dibenzoyl peroxide; In cyclohexane; at 80 ℃;

DOI:10.1055/s-2001-18086

upstream raw materials:

tetrachloromethane

n-octyne

oct-1-ene

diacetyl peroxide

Downstream raw materials:

1,1,3-trichloro-nonane

Refernces

• 1、 Pereira, Schubert,Srebnik, Morris. "Transition metal-catalyzed hydroboration of and CCl4 addition to alkenes". . p. 909 - 910. Retrieved 1996.
• 2、 Davis, Reg,Khazal, Nasser M.S.,Bitterwolf, Thomas E.. "The addition of halogenocarbons to alkenes in the presence of (R = H, Me), and 2CH2>". . p. 51 - 58. Retrieved 1990.
• 3、 Shvo, Youval,Green, Revital. "Addition of α-polyhalides to olefins under mild reaction conditions, catalyzed by Mo(CO)6". . p. 77 - 83. Retrieved 2003.
• 4、 Mitani, Michiharu,Hujita, Shigenori. "The Reaction of Polyhalides with Allylsilanes Catalyzed by Copper(I) Chloride". . p. 3055 - 3060. Retrieved 1997.
• 5、 De Campo, Floryan,Lastecoueres, Dominique,Verlhac, Jean-Baptiste. "New and improved catalysts for transition metal catalysed radical reactions". . p. 2117 - 2118. Retrieved 1998.
• 6、 Nishiyama, Haruka,Ikeda, Hideaki,Saito, Teruhiko,Kriegel, Benjamin,Tsurugi, Hayato,Arnold, John,Mashima, Kazushi. "Structural and Electronic Noninnocence of α-Diimine Ligands on Niobium for Reductive C-Cl Bond Activation and Catalytic Radical Addition Reactions". . p. 6494 - 6505. Retrieved 2017.
• 7、 Matsumoto,H. et al.. "-". . p. 5147 - 5150. Retrieved 1973.
• 8、 Davis, Reg,Groves, Ian F.. "THE MECHANISM OF THE ADDITION OF TETRACHLOROMETHANE TO OCTENE CATALYZED BY ". . p. C23 - C26. Retrieved 1981.
• 9、 Bland, William J.,Davis, Reg,Durrant, Jim L. A.. "THE MECHANISM OF THE ADDITION OF TETRAHALOALKANES TO ALKENES IN THE PRESENCE OF RuCl2(PPh3)3". . p. C45 - C48. Retrieved 1984.
• 10、 Taylor, Matthew J. W.,Eckenhoff, William T.,Pintauer, Tomislav. "Copper-catalyzed atom transfer radical addition (ATRA) and cyclization (ATRC) reactions in the presence of environmentally benign ascorbic acid as a reducing agent". . p. 11475 - 11482. Retrieved 2010.