Reaxys
PubChem
eMolecules
Reactions (36)
Yield
Substances (2)
Citations (64)
Conditions
References
1
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Rx-ID: 10689899 Find similar reactions
94.2%
in water
T=100°C; 1 h; Hide Experimental Procedure
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CALAIRE CHIMIE SAS
Patent: WO2007/138075 A1, 2007 ; Location in patent: Page/Page column 14 ; Title/Abstract Full Text Show Details
7:
Example 7: Recuperation of cuprous cyanide; A reactor was loaded with 300 g of water and 167.2 g of crude CuCl that was filtered during a preparation of 2,3-dichlorobenzoyl cyanide. The mixture was heated to 100 0C and to the reactor was added dropwise a solution of 63.5 g sodium cyanide (1.30 moles) in 300 g of water. The mixture was stirred for 1 hour at 100 0C, cooled to 20 0C, stirred for 1 hour at 20 0C, filtered and washed with 200 ml of methanol. The filtered cuprous cyanide is dried at 80 0C under reduced pressure. Yield of recovered cuprous cyanide is 94.2 percent.
2
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Rx-ID: 23314388 Find similar reactions
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PFIZER LIMITED; PFIZER INC.
Patent: WO2004/14357 A2, 2004 ; Location in patent: Page/Page column 35-36 ;
in water; toluene
T=0 - 60°C; Hide Experimental Procedure
Title/Abstract Full Text Show Details
3:
Water was added (5 ml) to a stirred suspension of 2-amino-5-chloro methyl benzoate (0.33 g, 1.77 mmol) in concentrated hydrochloric acid (1.1 ml) at [0°C.] A solution of sodium nitrite (0.12 g, 1.77 [MMOL)] in water (1 [ML)] was added dropwise and the solution stirred until complete dissolution. The diazonium salt was brought to Ph. 6.0. with saturated sodium bicarbonate. In a separate flask, a solution of [CUS04.] 5H20 (0.53 g, 2.12 [MMOL)] in water (2 [ML)] was added dropwise to a stirred solution of potassium cyanide (0.53 g, 8.13 [MMOL)] in water (2 [ML)] at [0°C.] Toluene (3 [ML)] was added and the resultant brown mixture stirred and heated to [60°C.] The previously prepared diazonium solution was added to the Cu [(I)] CN at [60°C] over a period of 30 mins. The reaction mixture was heated to [70°C] for an additional 1 hour, then cooled to room temperature. The brown mixture was diluted with ethyl acetate (70 [MI),] filtered through a pad of [CELITE,] washed with ethyl acetate (3 x 20 ml), the combined organics washed with brine (50 [ML),] dried over magnesium sulfate, filtered and the solvent removed by evaporation under reduced pressure to give a dark orange solid. The solid was dissolved in minimum [DICHLOROMETHANE] was purified by flash chromatography on silica gel eluting with a solvent gradient of heptane: ethyl acetate (3: 1) to give the title compound (0.23 g, 65 percent) as an off-white solid. H-NMR (400 MHz, [CDCI3)] : [9] = 4.0 (s, 3H), 7.62 (dd, [1H),] 7.72 (dd, [1H),] 8.12 (d, 1H). LRMS (Electrospray) : m/z [M + [H] + 218.] Microanalysis : Found: C, 55.16 ; H, 3.09 ; N, 7. 08. [C9H6N02CI] requires C, 55.26 ; H, 3.09 ; N, 7.16percent. A
B
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3
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Kony, Michael; Bond, Alan M.; Wedd, Anthony G.
Inorganic Chemistry, 1990 , vol. 29, p. 4521 - 4525 Full Text View citing articles Show Details
in acetonitrile
dissociation;
A
4
B
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Kony, Michael; Bond, Alan M.; Wedd, Anthony G.
Inorganic Chemistry, 1990 , vol. 29, p. 4521 - 4525 Full Text View citing articles Show Details
in acetonitrile
dissociation;
A
B
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5
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Kony, Michael; Bond, Alan M.; Wedd, Anthony G.
Inorganic Chemistry, 1990 , vol. 29, p. 4521 - 4525 Full Text View citing articles Show Details
in acetonitrile
dissociation;
A
B
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6
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in acetonitrile
dissociation;
7
Kony, Michael; Bond, Alan M.; Wedd, Anthony G.
Inorganic Chemistry, 1990 , vol. 29, p. 4521 - 4525 Full Text View citing articles Show Details
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Rx-ID: 26646319 Find similar reactions
Glasner, A.; Asher, K. R. S.
Journal of the Chemical Society, 1949 , p. 3296 - 3299 Full Text View citing articles Show Details
Gmelin Handbook: Cu: MVol.B2, 109, page 863 - 865 Full Text Show Details
in not given decompn. by H2SO4;;
8
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Rx-ID: 533673 Find similar reactions
With sodium hydroxide; water; copper(II) sulfate; sodium sulfite
Darzens; Magnant
Chim. et Ind. Sonderband 18. Congr. Chim. ind. Nancy, 1938 , p. 420 Chem. Zentralbl., 1939 , vol. 110, # II p. 2902 Full Text Show Details
With water; sodium hydrogensulfite; copper(II) sulfate
T=60°C;
Barber
Journal of the Chemical Society, 1943 , p. 79 Full Text Show Details
9
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Rx-ID: 26515626 Find similar reactions
With acids in water
decompn. in dild. acids;;
Girsewald, C. v.
Diss. Zuerich 1902, S. 15 Full Text Show Details
With acids in water
decompn. in dild. acids;;
Gmelin Handbook: Cu: MVol.B3, 36, page 1053 - 1056 Full Text Show Details
With HCl in water
decompn. in excess of HCl;; pptn.;;
Gmelin Handbook: Cu: MVol.B3, 37, page 1056 - 1058 Full Text Show Details
Brigando, J.
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1942 , vol. 214, p. 908 - 910 Full Text Show Details
A
B
10
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Plaksin, I. N.; Fishkova, C. E.
Izvestiya Sektora fiz.-khim. Anal. (russ.), 1938 , vol. 10, p. 229 - 244 Full Text Show Details
Gmelin Handbook: Cu: MVol.B3, 34, page 1049 - 1051 Full Text Show Details
in water
A
B
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11
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Rx-ID: 26378248 Find similar reactions
With NH4-salt in water
Gluud, W.; Riese, W.
Ber. Ges. Kohlentech., 1931 , vol. 3, p. 437 - 451 Full Text Show Details
With NH4-salt in water
Gmelin Handbook: Cu: MVol.B3, 37, page 1056 - 1058 Full Text Show Details
12
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Rx-ID: 26181371 Find similar reactions
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in diethyl ether; ethanol
treatment of CuSO4*5H2O crystals with a soln. of KCN;;
Pietsch, E.; Kotowski, A.; Berend, G.
Zeitschrift fuer Physikalische Chemie, Abteilung B: Chemie der Elementarprozesse, Aufbau der Materie, 1929 , vol. 5, p. 1 - 13 Full Text Show Details
Pietsch, E.; Kotowkski, A.; Berend, G.
Zeitschrift fuer Elektrochemie, 1929 , vol. 35, p. 582 - 586 Full Text Show Details
in ethanol
treatment of CuSO4*5H2O crystals with a soln. of KCN;;
Pietsch, E.; Kotowski, A.; Berend, G.
Zeitschrift fuer Physikalische Chemie, Abteilung B: Chemie der Elementarprozesse, Aufbau der Materie, 1929 , vol. 5, p. 1 - 13 Full Text Show Details
Pietsch, E.; Kotowkski, A.; Berend, G.
Zeitschrift fuer Elektrochemie, 1929 , vol. 35, p. 582 - 586 Full Text Show Details
in diethyl ether; ethanol
treatment of CuSO4*5H2O crystals with a soln. of KCN;;
Gmelin Handbook: Cu: MVol.B1, 233, page 519 - 521 Full Text Show Details
in ethanol
treatment of CuSO4*5H2O crystals with a soln. of KCN;;
Gmelin Handbook: Cu: MVol.B1, 233, page 519 - 521 Full Text Show Details
13
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Rx-ID: 8213882 Find similar reactions
With water; nitric acid
Biltz
Zeitschrift fuer Anorganische und Allgemeine Chemie, 1928 , vol. 170, p. 161,170 Full Text Show Details
A
B
C
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14
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C: >99
With sulfuric acid in sulfuric acid
byproducts: SO2; decompn. in dild. H2SO4; depending on H2SO4 concn.;;
Corbet, A. S.; Woodman, R. M.
Chem. News J. Ind. Sci., 1926 , vol. 133, p. 51 - 51 Full Text Show Details
C: >99
With H2SO4 in sulfuric acid
byproducts: SO2; aq. H2SO4; decompn. in dild. H2SO4; depending on H2SO4 concn.;;
Gmelin Handbook: Cu: MVol.B3, 35, page 1051 - 1053 Full Text Show Details
15
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Rx-ID: 26621104 Find similar reactions
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Canneri, G.; Luchini, R.
Gazzetta Chimica Italiana, 1922 , vol. 52, p. 261 - 266 Full Text Show Details
Gmelin Handbook: Cu: MVol.B3, 13, page 1000 - 1002 Full Text Show Details
in hydrogenchloride
pptn.;;
16
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Rx-ID: 26625829 Find similar reactions
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Canneri, G.; Luchini, R.
Gazzetta Chimica Italiana, 1922 , vol. 52, p. 261 - 266 Full Text Show Details
Gmelin Handbook: Cu: MVol.B3, 13, page 1000 - 1002 Full Text Show Details
in water
pptn.;;
17
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Rx-ID: 26620911 Find similar reactions
in water
decompn.;;
Forst, P. von der
Diss. Wuerzburg 1904, S. 34 Full Text Show Details
in water
decompn.;;
Grossmann, H.; Forst, P. von der
Z. Anorg. Chem., 1905 , vol. 43, p. 94 - 115 Full Text Show Details
Gmelin Handbook: Cu: MVol.B3, 15, page 1005 - 1007 Full Text Show Details
18
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Rx-ID: 26621550 Find similar reactions
in water
decompn.;;
Grossmann, H.
Ber., 1903 , vol. 36, p. 1600 - 1605 Full Text Show Details
Forst, P. von der
Diss. Wuerzburg 1904, S. 30 Full Text Show Details
in water
decompn.;;
Grossmann, H.; Forst, P. von der
Z. Anorg. Chem., 1905 , vol. 43, p. 94 - 115 Full Text Show Details
Gmelin Handbook: Cu: MVol.B3, 15, page 1005 - 1007 Full Text Show Details
19
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Rx-ID: 26622383 Find similar reactions
in water
pptn.;;
Forst, P. von der
Diss. Wuerzburg 1904, S. 41 Full Text Show Details
in water
pptn.;;
Grossmann, H.; Forst, P. von der
Z. Anorg. Chem., 1905 , vol. 43, p. 94 - 115 Full Text Show Details
in water
Gmelin Handbook: Cu: MVol.B3, 63, page 1110 - 1113 Full Text Show Details
20
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Rx-ID: 26622539 Find similar reactions
in water
decompn. in water;; pptn.;;
Forst, P. von der
Diss. Wuerzburg 1904, S. 55 Full Text Show Details
in water
decompn. in water;; pptn.;;
Grossmann, H.; Forst, P. von der
Z. Anorg. Chem., 1905 , vol. 43, p. 94 - 115 Full Text Show Details
Gmelin Handbook: Cu: MVol.B3, 74, page 1136 - 1139 Full Text Show Details
21
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22
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Rx-ID: 26624735 Find similar reactions
in water
pptn.;;
Forst, P. von der
Diss. Wuerzburg 1904, S. 45 Full Text Show Details
in water
pptn.;;
Grossmann, H.; Forst, P. von der
Z. Anorg. Chem., 1905 , vol. 43, p. 94 - 115 Full Text Show Details
in water
Gmelin Handbook: Cu: MVol.B3, 66, page 1118 - 1120 Full Text Show Details
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Rx-ID: 26625928 Find similar reactions
in water
decompn. in water;; pptn.;;
Forst, P. von der
Z. Anorg. Chem., 1905 , vol. 43, p. 94 - 115 Full Text Show Details
Forst, P. von der
Diss. Wuerzburg 1904, S. 61 Full Text Show Details
in water
decompn. in water;; pptn.;;
Gmelin Handbook: Cu: MVol.B3, 69, page 1124 - 1126 Full Text Show Details
23
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Rx-ID: 26621359 Find similar reactions
in water
decompn. in cold water;; pptn.;;
Itzig, H.
Ber., 1902 , vol. 35, p. 106 - 110 Full Text Show Details
in water
decompn. in water;; pptn.;;
Bodensiek, A.
Diss. Hannover T. H. 1925, S. 28 Full Text Show Details
Forst, P. von der
Diss. Wuerzburg 1904, S. 18 Full Text Show Details
in water
decompn. in cold water;; pptn.;;
Gmelin Handbook: Cu: MVol.B3, 35, page 1051 - 1053 Full Text Show Details
in water
decompn. in water;; pptn.;;
Gmelin Handbook: Cu: MVol.B3, 35, page 1051 - 1053 Full Text Show Details
24
Rx-ID: 26101696
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>99
in water
byproducts: HgI2; excess CuI;;
Varet, R.
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1895 , vol. 121, p. 598 - 599 Full Text Show Details
Gmelin Handbook: Cu: MVol.B1, 183, page 404 - 406 Full Text Show Details
in water
byproducts: HgI2; in coldness or in heat;;
Varet, R.
Ann. Chim. Phys., 1896 , vol. 8, p. 240 - 288 Full Text Show Details
Varet, R.
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1890 , vol. 110, p. 147 - 149 Full Text Show Details
in water
Gmelin Handbook: Cu: MVol.B3, 88, page 1163 - 1165 Full Text Show Details
25
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Rx-ID: 26560577 Find similar reactions
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in water
byproducts: HgI2; in heat;;
Varet, R.
Ann. Chim. Phys., 1896 , vol. 8, p. 240 - 288 Full Text Show Details
Varet, R.
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1890 , vol. 110, p. 147 - 149 Full Text Show Details
in water
Gmelin Handbook: Cu: MVol.B3, 88, page 1163 - 1165 Full Text Show Details
26
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Rx-ID: 26561722 Find similar reactions
0%
in water
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Varet, R.
Ann. Chim. Phys., 1896 , vol. 8, p. 240 - 288 Full Text Show Details
Varet, R.
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1890 , vol. 110, p. 147 - 149 Full Text Show Details
Gmelin Handbook: Cu: MVol.B3, 88, page 1163 - 1165 Full Text Show Details
in water
27
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Rx-ID: 26591029 Find similar reactions
0%
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Varet, R.
Ann. Chim. Phys., 1896 , vol. 8, p. 240 - 288 Full Text Show Details
Varet, R.
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1888 , vol. 107, p. 1001 - 1002 Full Text Show Details
in not given in coldness or in heat;;
Gmelin Handbook: Cu: MVol.B3, 88, page 1163 - 1165 Full Text Show Details
28
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Rx-ID: 26617800 Find similar reactions
0%
in not given in coldness or heat;;
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Varet, R.
Ann. Chim. Phys., 1896 , vol. 8, p. 240 - 288 Full Text Show Details
Gmelin Handbook: Cu: MVol.B3, 88, page 1163 - 1165 Full Text Show Details
29
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Rx-ID: 26621902 Find similar reactions
in water
decompn. in hot water;;
Varet, R.
Ann. Chim. Phys., 1896 , vol. 8, p. 240 - 288 Full Text Show Details
in water
Gmelin Handbook: Cu: MVol.B3, 88, page 1163 - 1165 Full Text Show Details
30
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Rx-ID: 26622198 Find similar reactions
in water
decompn. in water on heating;;
Varet, R.
Ann. Chim. Phys., 1896 , vol. 8, p. 240 - 288 Full Text Show Details
Varet, R.
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1888 , vol. 107, p. 1001 - 1002 Full Text Show Details
in water
Gmelin Handbook: Cu: MVol.B3, 88, page 1163 - 1165 Full Text Show Details
31
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Rx-ID: 26624190 Find similar reactions
Rammelsberg, C.
decompn. in acids;;
Annalen der Physik (Weinheim, Germany), 1848 , vol. 73, p. 117 - 118 Full Text Show Details
With acids in water
decompn. in acids;;
Gmelin Handbook: Cu: MVol.B3, 35, page 1051 - 1053 Full Text Show Details
A
B
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32
Synthesize Find similar Rx-ID: 26621357 Find similar reactions
With acids in water
decompn. in acids;; CuCN as ppt.;;
Rammelsberg, C.
Annalen der Physik (Weinheim, Germany), 1837 , vol. 42, p. 111 - 143 Full Text Show Details
With acids in water
decompn. in acids;; CuCN as ppt.;;
Gmelin Handbook: Cu: MVol.B3, 35, page 1051 - 1053 Full Text Show Details
33
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34
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Rx-ID: 595834 Find similar reactions
With water; copper(II) sulfate
Bassett; Corbet
Journal of the Chemical Society, vol. 125, p. 1667 Full Text Show Details
With ethanol; water; copper(II) sulfate
Pietsch; Kotowski; Berend
Ph. Ch. <B>, vol. 5, p. 9 Full Text Show Details
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Rx-ID: 8213881 Find similar reactions
Vittenet
Bulletin de la Societe Chimique de France, vol. <3> 21, p. 261 Full Text Show Details
Lallemand
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, vol. 58, p. 750 Full Text Show Details
Woehler
Justus Liebigs Annalen der Chemie, vol. 78, p. 370 Full Text Show Details
Varet
Bulletin de la Societe Chimique de France, vol. <3> 15, p. 206 Full Text Show Details
Varet
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, vol. 110, p. 148 Full Text Show Details
Jacquemin
Bulletin de la Societe Chimique de France, vol. <2> 43, p. 556 Full Text Show Details
Bong
Bulletin de la Societe Chimique de France, vol. <2> 23, p. 231 Full Text Show Details
Schiff
Justus Liebigs Annalen der Chemie, vol. 150, p. 199 Full Text Show Details
Vauquelin
Annales de Chimie (Cachan, France), vol. <2> 9, p. 120 Full Text Show Details
Proust
Annales de Chimie (Cachan, France), vol. <1> 60, p. 227 Full Text Show Details
Guillemard
Annales de Chimie (Cachan, France), vol. <8> 14, p. 380 Full Text Show Details
Hilkenkamp
Justus Liebigs Annalen der Chemie, vol. 97, p. 220 Full Text Show Details
Rammelsberg
Ann. d. Physik, vol. 43, p. 121 Full Text Show Details
Darstellung;
A
B
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35
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in water
Girsewald, C. v.
decompn. in hot water;;
Diss. Zuerich 1902, S. 8 Full Text Show Details
in water
decompn. in hot water;;
Gmelin Handbook: Cu: MVol.B3, 34, page 1049 - 1051 Full Text Show Details
A
B
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36
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With water in hydrogenchloride
addn. of water to soln.;;
Funcke, E.
Diss. Bern 1896, S. 27 Full Text Show Details
With H2O in hydrogenchloride
Gmelin Handbook: Cu: MVol.B3, 88, page 1163 - 1165 Full Text Show Details