Home Cart 0 Sign in  
X

[ CAS No. 6068-72-0 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
3d Animation Molecule Structure of 6068-72-0
Chemical Structure| 6068-72-0
Chemical Structure| 6068-72-0
Structure of 6068-72-0 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 6068-72-0 ]

Related Doc. of [ 6068-72-0 ]

Alternatived Products of [ 6068-72-0 ]

Product Details of [ 6068-72-0 ]

CAS No. :6068-72-0 MDL No. :MFCD00001822
Formula : C8H4ClNO Boiling Point : -
Linear Structure Formula :- InChI Key :USEDMAWWQDFMFY-UHFFFAOYSA-N
M.W : 165.58 Pubchem ID :80172
Synonyms :

Calculated chemistry of [ 6068-72-0 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 41.34
TPSA : 40.86 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.51 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.63
Log Po/w (XLOGP3) : 2.54
Log Po/w (WLOGP) : 1.94
Log Po/w (MLOGP) : 1.35
Log Po/w (SILICOS-IT) : 2.3
Consensus Log Po/w : 1.95

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.8
Solubility : 0.26 mg/ml ; 0.00157 mol/l
Class : Soluble
Log S (Ali) : -3.05
Solubility : 0.149 mg/ml ; 0.000902 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.04
Solubility : 0.151 mg/ml ; 0.000912 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.46

Safety of [ 6068-72-0 ]

Signal Word:Danger Class:8
Precautionary Statements:P260-P261-P264-P270-P271-P280-P301+P312-P301+P330+P331-P302+P352-P303+P361+P353-P304+P340-P305+P351+P338-P310-P312-P321-P322-P330-P363-P405-P501 UN#:3261
Hazard Statements:H302-H312-H314-H332 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 6068-72-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 6068-72-0 ]
  • Downstream synthetic route of [ 6068-72-0 ]

[ 6068-72-0 ] Synthesis Path-Upstream   1~19

  • 1
  • [ 619-65-8 ]
  • [ 6068-72-0 ]
YieldReaction ConditionsOperation in experiment
98% for 1.5 h; Reflux 4-Cyanobenzoic acid (5) (30.00 g,203.90 mmol) was added to thionyl chloride (29.11 g, 244.68 mmol) in batches with magnetic stirring. Then, three drops of DMF were added to the solution. The reaction mixture was heated to reflux and stirred for 1.5 h (monitored by TLC). The solution was distilled at 235 °C to yield a white solid; yield 98percent (5.50 g); m.p. 67.2–68.2 °C; 1H NMR (600 MHz,DMSO-d6): δ 8.06 (d, J = 7.8 Hz, 2 H), 7.96 (d, J = 7.8 Hz, 2 H). 13C NMR(151 MHz, DMSO-d6): δ 165.9, 134.7, 132.6, 129.9, 118.1, 115.1. IR (KBr,νmax/cm–1): 3101, 3051, 2229, 1772, 1739, 1597, 1401, 1287, 1211, 1167,896, 851, 634. HR-MS (ESI) m/z: [M+H]+ calcd for C8H4ClNO+H+166.0053; found 166.0054.
93.3% With oxalyl dichloride In dichloromethane at 0 - 25℃; for 3 h; 4-Cyanobenzoic acid (2.0 g, 13.6 mmol) was dissolved in dichloromethane (20 mL) at 0 ° C and oxalyl chloride (3.58, 27.611111101) was slowly added dropwise with the addition dropwise to 25 ° C : For 3 hours and concentrated to give the product (2.18, 93.3percent yield)
Reference: [1] Patent: US6433211, 2002, B1,
[2] Journal of Chemical Research, 2015, vol. 39, # 9, p. 524 - 526
[3] Patent: US6433211, 2002, B1,
[4] Patent: CN107226808, 2017, A, . Location in patent: Paragraph 0280-0283
[5] Annali di Chimica (Rome, Italy), 1952, vol. 42, p. 94,101
[6] Journal of the Chemical Society, 1942, p. 103,107
[7] Journal of Medicinal Chemistry, 1991, vol. 34, # 5, p. 1630 - 1633
[8] Molecular Crystals and Liquid Crystals (1969-1991), 1990, vol. 191, p. 269 - 276
[9] Berichte der Bunsen-Gesellschaft, 1991, vol. 95, # 12, p. 1610 - 1615
[10] Journal of Medicinal Chemistry, 1982, vol. 25, # 2, p. 145 - 152
[11] Journal of Medicinal Chemistry, 1981, vol. 24, # 4, p. 366 - 370
[12] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1987, p. 907 - 912
[13] Chemical and Pharmaceutical Bulletin, 1992, vol. 40, # 1, p. 202 - 211
[14] Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 1993, vol. 231, p. 107 - 118
[15] Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 16, p. 3379 - 3392
[16] Journal of Organic Chemistry, 1996, vol. 61, # 10, p. 3304 - 3314
[17] Pesticide Science, 1994, vol. 41, # 2, p. 139 - 148
[18] Angewandte Chemie - International Edition, 2007, vol. 46, # 4, p. 576 - 579
[19] Journal of the American Chemical Society, 2001, vol. 123, # 20, p. 4849 - 4850
[20] Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2007, vol. 68, # 2, p. 317 - 322
[21] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 9, p. 2430 - 2433
[22] Patent: WO2005/82367, 2005, A1, . Location in patent: Page/Page column 41
[23] Patent: US6156739, 2000, A,
[24] Chemistry - A European Journal, 2008, vol. 14, # 4, p. 1238 - 1252
[25] Russian Chemical Bulletin, 2007, vol. 56, # 6, p. 1216 - 1226
[26] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 14, p. 4943 - 4954
[27] Patent: EP1000062, 2004, B1, . Location in patent: Page 40
[28] Patent: US6831079, 2004, B1, . Location in patent: Page/Page column 48
[29] Molecules, 2009, vol. 14, # 9, p. 3313 - 3338
[30] Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2009, vol. 64, # 6, p. 624 - 628
[31] Tetrahedron, 2010, vol. 66, # 20, p. 3579 - 3582
[32] Journal of the American Chemical Society, 2010, vol. 132, # 37, p. 12817 - 12819
[33] Journal of Medicinal Chemistry, 2011, vol. 54, # 1, p. 396 - 400
[34] Organic Letters, 2011, vol. 13, # 8, p. 2138 - 2141
[35] New Journal of Chemistry, 2011, vol. 35, # 5, p. 1054 - 1059
[36] Journal of Chemical Crystallography, 2011, vol. 41, # 3, p. 419 - 424
[37] Angewandte Chemie - International Edition, 2011, vol. 50, # 39, p. 9081 - 9084
[38] Tetrahedron, 2011, vol. 67, # 46, p. 8865 - 8872
[39] ChemMedChem, 2011, vol. 6, # 2, p. 362 - 377
[40] Chemistry - A European Journal, 2012, vol. 18, # 3, p. 808 - 812
[41] European Journal of Medicinal Chemistry, 2012, vol. 48, p. 231 - 243
[42] Journal of the American Chemical Society, 2012, vol. 134, # 20, p. 8298 - 8301
[43] Journal of the American Chemical Society, 2012, vol. 134, # 48, p. 19592 - 19595
[44] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 8, p. 2313 - 2318
[45] Journal of the American Chemical Society, 2013, vol. 135, # 12, p. 4628 - 4631
[46] European Journal of Organic Chemistry, 2013, # 22, p. 4918 - 4932
[47] Angewandte Chemie - International Edition, 2014, vol. 53, # 10, p. 2722 - 2726[48] Angew. Chem., 2014, vol. 126, # 10, p. 2760 - 2764,5
[49] Journal of Organic Chemistry, 2014, vol. 79, # 3, p. 852 - 866
[50] Organic Letters, 2014, vol. 16, # 15, p. 3904 - 3907
[51] Organic Letters, 2014, vol. 16, # 21, p. 5644 - 5647
[52] Chemistry - A European Journal, 2014, vol. 20, # 32, p. 9902 - 9905
[53] Patent: US2014/315961, 2014, A1, . Location in patent: Paragraph 0309-0310
[54] Chemical Communications, 2015, vol. 51, # 1, p. 77 - 80
[55] Organic Letters, 2014, vol. 16, # 24, p. 6412 - 6415
[56] Chemistry--A European Journal, 2015, vol. 21, # 1, p. 205 - 209
[57] Chemical Communications, 2015, vol. 51, # 24, p. 5089 - 5092
[58] Organic Letters, 2014, vol. 16, # 18, p. 4718 - 4721
[59] Chemical Communications, 2014, vol. 50, # 84, p. 12718 - 12721
[60] Journal of Organometallic Chemistry, 2015, vol. 794, p. 136 - 145
[61] European Journal of Organic Chemistry, 2016, vol. 2016, # 7, p. 1255 - 1259
[62] Advanced Synthesis and Catalysis, 2016, vol. 358, # 5, p. 746 - 751
[63] Journal of Organic Chemistry, 2016, vol. 81, # 9, p. 3542 - 3552
[64] Journal of Materials Chemistry C, 2016, vol. 4, # 19, p. 4269 - 4277
[65] Organic Letters, 2016, vol. 18, # 11, p. 2660 - 2663
[66] Patent: CN105732490, 2016, A, . Location in patent: Paragraph 0026; 0027
[67] Chemical Biology and Drug Design, 2016, p. 664 - 676
[68] Tetrahedron, 2017, vol. 73, # 2, p. 137 - 147
[69] Journal of the American Chemical Society, 2017, vol. 139, # 5, p. 1762 - 1765
[70] Tetrahedron, 2017, vol. 73, # 12, p. 1576 - 1582
[71] Angewandte Chemie - International Edition, 2017, vol. 56, # 9, p. 2482 - 2486[72] Angew. Chem., 2017, vol. 129, # 9, p. 2522 - 2526,5
[73] Organic Letters, 2017, vol. 19, # 6, p. 1294 - 1297
[74] Journal of Organic Chemistry, 2017, vol. 82, # 1, p. 420 - 430
[75] European Journal of Organic Chemistry, 2017, vol. 2017, # 20, p. 2866 - 2870
[76] Chemistry - A European Journal, 2017, vol. 23, # 27, p. 6490 - 6494
[77] Journal of Organic Chemistry, 2017, vol. 82, # 10, p. 5046 - 5067
[78] Chemical Communications, 2017, vol. 53, # 41, p. 5665 - 5668
[79] Journal of the American Chemical Society, 2017, vol. 139, # 35, p. 12299 - 12309
[80] Chemical Communications, 2017, vol. 53, # 75, p. 10366 - 10369
[81] Organic Letters, 2017, vol. 19, # 19, p. 5304 - 5307
[82] ChemistryOpen, 2018, vol. 7, # 1, p. 61 - 67
[83] New Journal of Chemistry, 2018, vol. 42, # 7, p. 5382 - 5394
[84] Organic Letters, 2018, vol. 20, # 8, p. 2468 - 2471
[85] Synlett, 2018, vol. 29, # 11, p. 1451 - 1454
[86] European Journal of Medicinal Chemistry, 2018, vol. 155, p. 197 - 209
[87] Tetrahedron Letters, 2018, vol. 59, # 23, p. 2299 - 2301
[88] Patent: CN108586279, 2018, A, . Location in patent: Paragraph 0232; 0234; 0235; 0236
  • 2
  • [ 75-44-5 ]
  • [ 619-65-8 ]
  • [ 6068-72-0 ]
YieldReaction ConditionsOperation in experiment
98% With pyridine In dichloromethane Example 64
A mixture containing pyridine (8.7 g) and dichloromethane (150 ml) was stirred vigorously at room temperature.
A solvent wherein phosgene (10.4 g) was dissolved in dichloromethane (150 ml) was added to the mixture, and stirred. p-cyanobenzoic acid (14.7 g) was added to the reaction mixture, and stirred vigorously at room temperature for one hour.
Gas chromatographic analysis revealed that the p-cyanobenzoyl chloride obtained had been produced at a yield of 98percent and had a purity of 99percent or more.
Reference: [1] Patent: US6433211, 2002, B1,
  • 3
  • [ 1877-72-1 ]
  • [ 6068-72-0 ]
  • [ 1711-11-1 ]
Reference: [1] Patent: US6433211, 2002, B1,
  • 4
  • [ 3058-39-7 ]
  • [ 122-04-3 ]
  • [ 636-98-6 ]
  • [ 6068-72-0 ]
Reference: [1] Journal of the American Chemical Society, 2018, vol. 140, # 32, p. 10140 - 10144
  • 5
  • [ 201230-82-2 ]
  • [ 623-00-7 ]
  • [ 6068-72-0 ]
Reference: [1] Chemistry - A European Journal, 2015, vol. 21, # 26, p. 9550 - 9555
  • 6
  • [ 105-07-7 ]
  • [ 6068-72-0 ]
Reference: [1] Journal of the Chemical Society, 1942, p. 103,107
[2] Journal of Organic Chemistry, 2016, vol. 81, # 5, p. 1905 - 1911
  • 7
  • [ 34241-39-9 ]
  • [ 105-07-7 ]
  • [ 6068-72-0 ]
Reference: [1] Patent: US6262292, 2001, B1,
  • 8
  • [ 3058-39-7 ]
  • [ 100-20-9 ]
  • [ 6068-72-0 ]
  • [ 1711-02-0 ]
Reference: [1] Journal of the American Chemical Society, 2018, vol. 140, # 32, p. 10140 - 10144
  • 9
  • [ 79-37-8 ]
  • [ 619-65-8 ]
  • [ 6068-72-0 ]
Reference: [1] Tetrahedron Letters, 2011, vol. 52, # 24, p. 3097 - 3101
  • 10
  • [ 874-89-5 ]
  • [ 6068-72-0 ]
Reference: [1] Journal of the Chemical Society, 1942, p. 103,107
  • 11
  • [ 874-86-2 ]
  • [ 6068-72-0 ]
Reference: [1] Journal of the Chemical Society, 1942, p. 103,107
  • 12
  • [ 1877-72-1 ]
  • [ 6068-72-0 ]
  • [ 1711-11-1 ]
Reference: [1] Patent: US6433211, 2002, B1,
  • 13
  • [ 6068-72-0 ]
  • [ 7153-22-2 ]
Reference: [1] Bulletin of the Korean Chemical Society, 2010, vol. 31, # 12, p. 3543 - 3548
[2] Bulletin of the Korean Chemical Society, 2014, vol. 35, # 1, p. 225 - 230
[3] Organic Letters, 2018, vol. 20, # 17, p. 5098 - 5102
  • 14
  • [ 64-17-5 ]
  • [ 6068-72-0 ]
  • [ 7153-22-2 ]
Reference: [1] Chemistry - A European Journal, 2015, vol. 21, # 26, p. 9550 - 9555
  • 15
  • [ 6068-72-0 ]
  • [ 43038-36-4 ]
Reference: [1] Bulletin of the Korean Chemical Society, 2014, vol. 35, # 8, p. 2271 - 2276
[2] Chemistry - A European Journal, 2015, vol. 21, # 26, p. 9550 - 9555
  • 16
  • [ 6068-72-0 ]
  • [ 874-89-5 ]
Reference: [1] Chemical and Pharmaceutical Bulletin, 1976, vol. 24, # 5, p. 1059 - 1063
  • 17
  • [ 6638-79-5 ]
  • [ 6068-72-0 ]
  • [ 116332-64-0 ]
YieldReaction ConditionsOperation in experiment
88% With potassium carbonate In water; acetonitrile at 20℃; for 2 h; The method of Faul et al. was used. To a suspension of N,O-dimethylhydroxyamine hydrochloride (7.07 g, 72.5 mmol) and K2C03 (10.0 g, 72.5 mmol) in ACN (100 mL) and water (50 mL) was added 4-cyanobenzoyl chloride (27) (8.00 g, 48.3 mmol), and the reaction was stirred for 2 h at room temperature. The reaction solution was poured into water (50 mL) and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate, and concentrated in vacuo to give a crude solid that was purified by column chromatography (250 mL Si02, hexanesrethyl acetate 45:55 to 1 : 1) to give 28 (8.12 g, 88percent) as a white crystalline solid: ? NMR (400 MHz, CDC13) ? 7.76 (d, J= 8.4, 2H), 7.69 (d, J= 8.4, 2H), 3.50 (s, 3H), 3.36(s, 3H); 13C NMR (100.6 MHz, CDC13) ? 167.8, 138.2, 131.8, 128.7, 118.1, 114.0, 61.2, 33.0; GC-MS (M)+ calcd for C10H10N2O2 190.0742, found 190.0739.
Reference: [1] Patent: WO2013/40227, 2013, A2, . Location in patent: Page/Page column 27; 28
[2] Journal of Medicinal Chemistry, 2013, vol. 56, # 21, p. 8432 - 8454
[3] Journal of Organic Chemistry, 2001, vol. 66, # 17, p. 5772 - 5782
[4] Journal of Medicinal Chemistry, 2008, vol. 51, # 19, p. 6138 - 6149
[5] Journal of Organic Chemistry, 2003, vol. 68, # 14, p. 5500 - 5511
[6] European Journal of Organic Chemistry, 2013, # 22, p. 4918 - 4932
  • 18
  • [ 6068-72-0 ]
  • [ 1117-97-1 ]
  • [ 116332-64-0 ]
Reference: [1] Organic Letters, 2005, vol. 7, # 7, p. 1427 - 1429
[2] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 18, p. 4019 - 4022
  • 19
  • [ 6068-72-0 ]
  • [ 116332-64-0 ]
Reference: [1] Organic Letters, 2018, vol. 20, # 17, p. 5098 - 5102
Recommend Products
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 6068-72-0 ]

Aryls

Chemical Structure| 1711-06-4

[ 1711-06-4 ]

3-Methylbenzoyl chloride

Similarity: 0.81

Chemical Structure| 1261759-41-4

[ 1261759-41-4 ]

2-Chloro-5-formylbenzonitrile

Similarity: 0.74

Chemical Structure| 77532-86-6

[ 77532-86-6 ]

2-Chloro-6-formylbenzonitrile

Similarity: 0.74

Chemical Structure| 58588-64-0

[ 58588-64-0 ]

3-Chloro-4-formylbenzonitrile

Similarity: 0.73

Chemical Structure| 64407-07-4

[ 64407-07-4 ]

3-(Chloromethyl)benzonitrile

Similarity: 0.71

Chlorides

Chemical Structure| 1711-06-4

[ 1711-06-4 ]

3-Methylbenzoyl chloride

Similarity: 0.81

Chemical Structure| 1261759-41-4

[ 1261759-41-4 ]

2-Chloro-5-formylbenzonitrile

Similarity: 0.74

Chemical Structure| 77532-86-6

[ 77532-86-6 ]

2-Chloro-6-formylbenzonitrile

Similarity: 0.74

Chemical Structure| 58588-64-0

[ 58588-64-0 ]

3-Chloro-4-formylbenzonitrile

Similarity: 0.73

Chemical Structure| 77532-88-8

[ 77532-88-8 ]

5-Chloro-2-formylbenzonitrile

Similarity: 0.71

Acyl Chlorides

Chemical Structure| 1711-06-4

[ 1711-06-4 ]

3-Methylbenzoyl chloride

Similarity: 0.81

Chemical Structure| 4659-45-4

[ 4659-45-4 ]

2,6-Dichlorobenzoyl Chloride

Similarity: 0.63

Chemical Structure| 393-52-2

[ 393-52-2 ]

2-Fluorobenzoyl chloride

Similarity: 0.63

Chemical Structure| 72482-64-5

[ 72482-64-5 ]

2,4-Difluorobenzoyl chloride

Similarity: 0.61

Chemical Structure| 39178-35-3

[ 39178-35-3 ]

Isonicotinoyl chloride hydrochloride

Similarity: 0.58

Nitriles

Chemical Structure| 1261759-41-4

[ 1261759-41-4 ]

2-Chloro-5-formylbenzonitrile

Similarity: 0.74

Chemical Structure| 77532-86-6

[ 77532-86-6 ]

2-Chloro-6-formylbenzonitrile

Similarity: 0.74

Chemical Structure| 58588-64-0

[ 58588-64-0 ]

3-Chloro-4-formylbenzonitrile

Similarity: 0.73

Chemical Structure| 64407-07-4

[ 64407-07-4 ]

3-(Chloromethyl)benzonitrile

Similarity: 0.71

Chemical Structure| 77532-88-8

[ 77532-88-8 ]

5-Chloro-2-formylbenzonitrile

Similarity: 0.71