Home Cart 0 Sign in  
X

[ CAS No. 103-88-8 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 103-88-8
Chemical Structure| 103-88-8
Structure of 103-88-8 * Storage: {[proInfo.prStorage]}

Quality Control of [ 103-88-8 ]

Related Doc. of [ 103-88-8 ]

SDS
Alternatived Products of [ 103-88-8 ]
Alternatived Products of [ 103-88-8 ]

Product Details of [ 103-88-8 ]

CAS No. :103-88-8 MDL No. :MFCD00000092
Formula : C8H8BrNO Boiling Point : 353.4°C at 760 mmHg
Linear Structure Formula :- InChI Key :N/A
M.W :214.06 g/mol Pubchem ID :7683
Synonyms :

Safety of [ 103-88-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 103-88-8 ]

  • Upstream synthesis route of [ 103-88-8 ]
  • Downstream synthetic route of [ 103-88-8 ]

[ 103-88-8 ] Synthesis Path-Upstream   1~21

  • 1
  • [ 103-88-8 ]
  • [ 52415-29-9 ]
Reference: [1] Chemical & Pharmaceutical Bulletin, 1987, vol. 35, # 5, p. 1823 - 1828
  • 2
  • [ 103-88-8 ]
  • [ 5304-21-2 ]
Reference: [1] Chemische Berichte, 1928, vol. 61, p. 2070
  • 3
  • [ 103-88-8 ]
  • [ 1575-37-7 ]
Reference: [1] Justus Liebigs Annalen der Chemie, 1881, vol. 209, p. 358
  • 4
  • [ 103-84-4 ]
  • [ 614-76-6 ]
  • [ 103-88-8 ]
YieldReaction ConditionsOperation in experiment
94% With N-Bromosuccinimide; chloro-trimethyl-silane In acetonitrile at 20℃; for 1 h; General procedure: To a solution of 4-bromoanisole (200.8 mg, 1.09 mmol, 1.0 equiv) in acetonitrile (2 mL) was added N-chlorosuccinimide(NCS) (158.3 mg, 1.19 mmol, 1.1 equiv) at rt to give a slightly cloudy mixture. Chlorotrimethylsilane (TMSCl) (14 μL, 0.11 mmol, 0.1 equiv) was then added drop-wise to the reaction mixture. Within a few minutes, the reaction mixture became clear pale yellow solution. The mixture continued to stir at rt for 1 h and was diluted with hexane. The biphasic mixture was concentrated on a rotary evaporator to a crude white solid-oil mixture. This mixture was taken up in hexane and filtered through a short plug of SiO2 and eluted with 5-10percent EtOAc-hexane solution. The clear filtrate was concentrated to obtain a mixture of 4-bromo-2-chloro-1-methoxybenzene (2a-Cl) and 2,4-dichloro-1-methoxybenzene (2a-diCl) 237.0 mg (88percent of 2a-Cl and 11percent of 2a-diCl,based on NMR ratio 2a-Cl: 2a-diCl = 7.1: 1.0; as a pale yellow solid).
Reference: [1] Synlett, 2014, vol. 25, # 12, p. 1769 - 1775
[2] Journal of Organic Chemistry, 2018, vol. 83, # 2, p. 930 - 938
[3] Organic and Biomolecular Chemistry, 2018, vol. 16, # 30, p. 5433 - 5440
[4] Synthetic Communications, 2002, vol. 32, # 15, p. 2313 - 2318
[5] Synthetic Communications, 2002, vol. 32, # 15, p. 2313 - 2318
[6] Synthesis, 2002, # 2, p. 169 - 171
[7] Helvetica Chimica Acta, 2003, vol. 86, # 1, p. 164 - 168
[8] Synthetic Communications, 2004, vol. 34, # 12, p. 2143 - 2152
[9] Angewandte Chemie - International Edition, 2011, vol. 50, # 24, p. 5524 - 5527
[10] Chemical Communications, 2013, vol. 49, # 49, p. 5586 - 5588
  • 5
  • [ 103-84-4 ]
  • [ 33098-80-5 ]
  • [ 614-76-6 ]
  • [ 103-88-8 ]
Reference: [1] Angewandte Chemie - International Edition, 2011, vol. 50, # 24, p. 5524 - 5527
  • 6
  • [ 103-84-4 ]
  • [ 614-76-6 ]
  • [ 103-88-8 ]
  • [ 23373-04-8 ]
Reference: [1] Australian Journal of Chemistry, 2003, vol. 56, # 11, p. 1107 - 1111
[2] Dalton Transactions, 2010, vol. 39, # 43, p. 10464 - 10472
[3] Angewandte Chemie - International Edition, 2011, vol. 50, # 24, p. 5524 - 5527
  • 7
  • [ 103-84-4 ]
  • [ 614-76-6 ]
  • [ 103-88-8 ]
  • [ 62-53-3 ]
Reference: [1] Monatshefte fur Chemie, 2012, vol. 143, # 7, p. 1039 - 1044
  • 8
  • [ 103-88-8 ]
  • [ 697-88-1 ]
Reference: [1] Acta Crystallographica Section C: Crystal Structure Communications, 1998, vol. 54, # 12, p. 1974 - 1977
  • 9
  • [ 103-88-8 ]
  • [ 881-50-5 ]
Reference: [1] Chemistry Letters, 2000, # 1, p. 48 - 49
[2] Synthetic Communications, 2001, vol. 31, # 7, p. 1123 - 1127
[3] Tetrahedron, 2003, vol. 59, # 3, p. 287 - 293
[4] Organic and Biomolecular Chemistry, 2018, vol. 16, # 21, p. 3881 - 3884
[5] Collection of Czechoslovak Chemical Communications, 1935, vol. 7, p. 436,443
[6] Justus Liebigs Annalen der Chemie, 1881, vol. 209, p. 358
[7] Journal of the Chemical Society, 1924, vol. 125, p. 940,941
[8] Chemical & Pharmaceutical Bulletin, 1987, vol. 35, # 5, p. 1823 - 1828
[9] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 20, p. 2747 - 2750
[10] Journal of Medicinal Chemistry, 2012, vol. 55, # 13, p. 6047 - 6060
  • 10
  • [ 103-88-8 ]
  • [ 3460-23-9 ]
Reference: [1] Synthetic Communications, 2012, vol. 42, # 24, p. 3655 - 3663,9
[2] European Journal of Organic Chemistry, 2018, vol. 2018, # 34, p. 4748 - 4753
[3] Chemistry - A European Journal, 2017, vol. 23, # 29, p. 7031 - 7036
[4] Organic and Biomolecular Chemistry, 2018, vol. 16, # 30, p. 5433 - 5440
[5] Journal of the Indian Chemical Society, 1981, vol. 58, p. 447 - 453
[6] Journal of the Chemical Society, 1907, vol. 91, p. 1567
[7] Journal of the Chemical Society, 1916, vol. 109, p. 96
[8] Journal of the Chemical Society, 1923, vol. 123, p. 3394
  • 11
  • [ 7647-01-0 ]
  • [ 103-88-8 ]
  • [ 127-65-1 ]
  • [ 3460-23-9 ]
Reference: [1] Journal of the Chemical Society, 1923, vol. 123, p. 3394
  • 12
  • [ 103-88-8 ]
  • [ 108-95-2 ]
  • [ 6312-87-4 ]
Reference: [1] Journal of Organic Chemistry, 2009, vol. 74, # 18, p. 7187 - 7190
[2] Organic Letters, 2012, vol. 14, # 1, p. 170 - 173
[3] Organic Letters, 2008, vol. 10, # 20, p. 4565 - 4568
  • 13
  • [ 103-88-8 ]
  • [ 13953-09-8 ]
Reference: [1] Acta Crystallographica Section C: Crystal Structure Communications, 1998, vol. 54, # 12, p. 1974 - 1977
  • 14
  • [ 103-88-8 ]
  • [ 38762-41-3 ]
Reference: [1] European Journal of Organic Chemistry, 2018, vol. 2018, # 34, p. 4748 - 4753
  • 15
  • [ 103-88-8 ]
  • [ 112671-42-8 ]
Reference: [1] Chemical & Pharmaceutical Bulletin, 1987, vol. 35, # 5, p. 1823 - 1828
  • 16
  • [ 61676-62-8 ]
  • [ 103-88-8 ]
  • [ 101251-09-6 ]
Reference: [1] Bulletin of the Korean Chemical Society, 2012, vol. 33, # 11, p. 3629 - 3634
  • 17
  • [ 103-88-8 ]
  • [ 64085-52-5 ]
Reference: [1] Chemical & Pharmaceutical Bulletin, 1987, vol. 35, # 5, p. 1823 - 1828
  • 18
  • [ 4341-76-8 ]
  • [ 103-88-8 ]
  • [ 89446-19-5 ]
Reference: [1] Organic Letters, 2014, vol. 16, # 13, p. 3568 - 3571
  • 19
  • [ 103-88-8 ]
  • [ 73183-34-3 ]
  • [ 214360-60-8 ]
YieldReaction ConditionsOperation in experiment
71% With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; triethylamine In 1,4-dioxane at 20 - 100℃; Inert atmosphere To a solution of compound 47 (250 mg, 1.45 mmol) in dioxane(6 mL) at room temperature was added bis(pinacolato)diboron(554 g, 2.18 mmol, 1.5 equiv.), and KOAc (427 mg, 4.35 mmol, 3equiv.). The reaction mixture was degassed under N2. Pd(dppf)Cl2(90 mg, 0.12 mmol, 0.1 equiv.) was added to the mixture anddegassed under N2. The reaction mixture was heated to 100 C andstirred overnight under nitrogen. The reaction mixture was monitoredusing TLC until completion, filtered through Celite andwashed with EA. The reaction solvent was evaporated underreduced pressure to give a residue, which was purified via silica gelcolumn chromatography (elution system - EA/Hexane 1: 1) togive compound 48 as a white solid (870 mg, 71percent).Rf 0.43 (EA/Hexane 1: 1); 1H NMR (400 MHz, CDCl3) d 7.76(d, J 8.3 Hz, 2H), 7.51 (d, J 7.9 Hz, 2H), 7.19 (s, 1H), 2.18 (s, 3H),1.33 (s, 12H).
Reference: [1] European Journal of Medicinal Chemistry, 2018, vol. 158, p. 593 - 619
[2] European Journal of Medicinal Chemistry, 2015, vol. 96, p. 382 - 395
  • 20
  • [ 103-88-8 ]
  • [ 214360-60-8 ]
Reference: [1] Tetrahedron Letters, 2013, vol. 54, # 2, p. 166 - 169
  • 21
  • [ 103-88-8 ]
  • [ 915095-89-5 ]
Reference: [1] Patent: CN107652278, 2018, A,
Historical Records

Related Functional Groups of
[ 103-88-8 ]

Bromides

Chemical Structure| 621-38-5

[ 621-38-5 ]

3-Bromoacetanilide

Similarity: 0.97

Chemical Structure| 119430-40-9

[ 119430-40-9 ]

N-(3,5-Dibromophenyl)acetamide

Similarity: 0.95

Chemical Structure| 50438-47-6

[ 50438-47-6 ]

N-(4-Bromophenyl)-N-methylacetamide

Similarity: 0.92

Chemical Structure| 614-76-6

[ 614-76-6 ]

2-BroMoacetanilide

Similarity: 0.92

Chemical Structure| 25462-66-2

[ 25462-66-2 ]

N-(2,5-Dibromophenyl)acetamide

Similarity: 0.90

Amines

Chemical Structure| 621-38-5

[ 621-38-5 ]

3-Bromoacetanilide

Similarity: 0.97

Chemical Structure| 119430-40-9

[ 119430-40-9 ]

N-(3,5-Dibromophenyl)acetamide

Similarity: 0.95

Chemical Structure| 50438-47-6

[ 50438-47-6 ]

N-(4-Bromophenyl)-N-methylacetamide

Similarity: 0.92

Chemical Structure| 614-76-6

[ 614-76-6 ]

2-BroMoacetanilide

Similarity: 0.92

Chemical Structure| 25462-66-2

[ 25462-66-2 ]

N-(2,5-Dibromophenyl)acetamide

Similarity: 0.90

Aryls

Chemical Structure| 621-38-5

[ 621-38-5 ]

3-Bromoacetanilide

Similarity: 0.97

Chemical Structure| 119430-40-9

[ 119430-40-9 ]

N-(3,5-Dibromophenyl)acetamide

Similarity: 0.95

Chemical Structure| 50438-47-6

[ 50438-47-6 ]

N-(4-Bromophenyl)-N-methylacetamide

Similarity: 0.92

Chemical Structure| 614-76-6

[ 614-76-6 ]

2-BroMoacetanilide

Similarity: 0.92

Chemical Structure| 25462-66-2

[ 25462-66-2 ]

N-(2,5-Dibromophenyl)acetamide

Similarity: 0.90

Amides

Chemical Structure| 621-38-5

[ 621-38-5 ]

3-Bromoacetanilide

Similarity: 0.97

Chemical Structure| 119430-40-9

[ 119430-40-9 ]

N-(3,5-Dibromophenyl)acetamide

Similarity: 0.95

Chemical Structure| 50438-47-6

[ 50438-47-6 ]

N-(4-Bromophenyl)-N-methylacetamide

Similarity: 0.92

Chemical Structure| 614-76-6

[ 614-76-6 ]

2-BroMoacetanilide

Similarity: 0.92

Chemical Structure| 25462-66-2

[ 25462-66-2 ]

N-(2,5-Dibromophenyl)acetamide

Similarity: 0.90