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N,N'-Di-n-butylthiourea

N,N′-Di-n-butylthiourea is an organic compound with the formula S=C(N(H)Bu)2 (Bu = butyl). A symmetrical N,N′-dialkyl thiourea derivative, it is a white solid. Like other thiourea derivatives, it features a planar core. The C=S bond distance is 1.712(2) Å, while C−N distances are in range of 1.33 to 1.46 Å.[1] Molecules of this compound exhibit syn-anti conformation.[2]

N,N′-Di-n-butylthiourea
Names
Preferred IUPAC name
N,N′-Dibutylthiourea
Other names
1,3-Dibutylthiourea
1,3-Di-n-butylthiourea
Bis(butylamino)methane-1-thione
Identifiers
  • 109-46-6 Y
3D model (JSmol)
  • Interactive image
ChemSpider
  • 2005824
ECHA InfoCard 100.003.341
  • 2723622
UNII
  • 3154M2Q6GD Y
  • DTXSID8042187
  • InChI=1S/C9H20N2S/c1-3-5-7-10-9(12)11-8-6-4-2/h3-8H2,1-2H3,(H2,10,11,12)
    Key: KFFQABQEJATQAT-UHFFFAOYSA-N
  • CCCCNC(=S)NCCCC
Properties
C9H20N2S
Molar mass 188.33 g·mol−1
Appearance White to yellowish crystals
Density 1.089 g cm−3 (diffraction)
Melting point 64 to 67 °C (147 to 153 °F; 337 to 340 K)
Structure
monoclinic
P21/c, No. 14
a = 12.6395(6) Å, b = 10.0836(6) Å, c = 9.0128(5) Å
α = 90°, β = 90.476(5)°, γ = 90°
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Synthesis edit

N,N′-Di-n-butylthiourea can be obtained in these routes:

References edit

  1. ^ Okuniewski, Andrzej; Dąbrowska, Agnieszka; Chojnacki, Jarosław (2011). "1,3-Di-n-butylthiourea". Acta Crystallogr. E. 67 (4): o925. doi:10.1107/S1600536811009743. PMC 3099899. PMID 21754195.
  2. ^ Sahu, Sandhyamayee; Sahoo, Prangya R.; Patel, Sabita; Mishra, B. K. (2011). "Oxidation of thiourea and substituted thioureas: a review". J. Sulfur Chem. 32 (2): 171–197. doi:10.1080/17415993.2010.550294.
  3. ^ Ranu, B. C.; Dey, S. S.; Bag, S. (2003). "A simple and green procedure for the synthesis of N,N′-disubstituted thioureas on the surface of alumina under microwave irradiation". Arkivoc. 2003: 14. doi:10.3998/ark.5550190.0004.903. hdl:2027/spo.5550190.0004.903.
  4. ^ Moore, M. L.; Crossley, F. S. (1941). "Methylthiourea". Org. Synth. 21: 83. doi:10.15227/orgsyn.021.0083.

butylthiourea, butylthiourea, organic, compound, with, formula, butyl, symmetrical, dialkyl, thiourea, derivative, white, solid, like, other, thiourea, derivatives, features, planar, core, bond, distance, while, distances, range, molecules, this, compound, exh. N N Di n butylthiourea is an organic compound with the formula S C N H Bu 2 Bu butyl A symmetrical N N dialkyl thiourea derivative it is a white solid Like other thiourea derivatives it features a planar core The C S bond distance is 1 712 2 A while C N distances are in range of 1 33 to 1 46 A 1 Molecules of this compound exhibit syn anti conformation 2 N N Di n butylthiourea Names Preferred IUPAC name N N Dibutylthiourea Other names 1 3 Dibutylthiourea1 3 Di n butylthioureaBis butylamino methane 1 thione Identifiers CAS Number 109 46 6 Y 3D model JSmol Interactive image ChemSpider 2005824 ECHA InfoCard 100 003 341 PubChem CID 2723622 UNII 3154M2Q6GD Y CompTox Dashboard EPA DTXSID8042187 InChI InChI 1S C9H20N2S c1 3 5 7 10 9 12 11 8 6 4 2 h3 8H2 1 2H3 H2 10 11 12 Key KFFQABQEJATQAT UHFFFAOYSA N SMILES CCCCNC S NCCCC Properties Chemical formula C 9H 20N 2S Molar mass 188 33 g mol 1 Appearance White to yellowish crystals Density 1 089 g cm 3 diffraction Melting point 64 to 67 C 147 to 153 F 337 to 340 K Structure Crystal structure monoclinic Space group P21 c No 14 Lattice constant a 12 6395 6 A b 10 0836 6 A c 9 0128 5 Aa 90 b 90 476 5 g 90 Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox referencesSynthesis editN N Di n butylthiourea can be obtained in these routes Reaction of n butylamine with carbon disulfide in the presence of alumina 3 Reaction of n butylamine and n butylisothiocyanate 4 References edit Okuniewski Andrzej Dabrowska Agnieszka Chojnacki Jaroslaw 2011 1 3 Di n butylthiourea Acta Crystallogr E 67 4 o925 doi 10 1107 S1600536811009743 PMC 3099899 PMID 21754195 Sahu Sandhyamayee Sahoo Prangya R Patel Sabita Mishra B K 2011 Oxidation of thiourea and substituted thioureas a review J Sulfur Chem 32 2 171 197 doi 10 1080 17415993 2010 550294 Ranu B C Dey S S Bag S 2003 A simple and green procedure for the synthesis of N N disubstituted thioureas on the surface of alumina under microwave irradiation Arkivoc 2003 14 doi 10 3998 ark 5550190 0004 903 hdl 2027 spo 5550190 0004 903 Moore M L Crossley F S 1941 Methylthiourea Org Synth 21 83 doi 10 15227 orgsyn 021 0083 Retrieved from https en wikipedia org w index php title N N 27 Di n butylthiourea amp oldid 1193908012, wikipedia, wiki, book, books, library,

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