No renderable structure data available
C(CCCCCBr)CCCCC(=O)ClChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 11-bromoundecanoyl chloride |
|---|---|
| IUPAC Name | — |
| CAS Number | 15949-84-5 |
| Database ID | 85202 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
11-bromoundecanoyl chloride (CAS 15949-84-5) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 85202
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-7981be294bd144bd904823d02c7b8171Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 11-bromoundecanoic acid (10.00 g, 37.7 mmol) dissolved in CH2Cl2 (30 mL) was slowly added to a solution of SOCl2 (7.0 mL, 94.0 mmol) in CH2Cl2 (25 mL). The mixture was refluxed for 5 h, then concentrated in vacuo to give 11-bromoundecanoyl chloride, which was used without further purification: 1H NMR (CDCl3) δ 1.26 (bs, (CH2)5, 10H), 1.34 (m, CH2CH2CH2Br, 2H), 1.67 (m, CH2CH2COCl, 2H), 1.81 (m, CH2CH2Br, 2H), 2.85 (t, CH2COCl, J=7.2 Hz, 2H), 3.36 (t, CH2Br, J=6.8 Hz, 2H); 13C NMR (CDCl3) δ 24.89 (CH2CH2COCl), 27.95 (CH2CH2CH2Br), 28.21, 28.52, 28.84, 29.02, and 29.12 ((CH2)5), 32.64 (CH2CH2Br), 33.80 (CH2Br), 46.92 (CH2COCl), 173.47 (COCl). The mixture was refluxed for 5 h concentrated in vacuo
Source ID: ord-1462b0dfb3194fbc80873d1e68594d25Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 11-bromoundecanoic acid (10.00 g, 37.7 mmol) dissolved in CH2Cl2 (30 mL) was slowly added to a solution of SOCl2 (7.0 mL, 94.0 mmol) in CH2Cl2 (25 mL). The mixture was refluxed for 5 h, then concentrated in vacuo to give 11-bromoundecanoyl chloride, which was used without further purification: 1H NMR (CDCl3) δ 1.26 (bs, (CH2)5, 10 H), 1.34 (m, CH2CH2CH2Br, 2 H), 1.67 (m, CH2CH2COCl, 2 H), 1.81 (m, CH2CH2Br, 2 H), 2.85 (t, CH2COCl, J=7.2 Hz, 2 H), 3.36 (t, CH2Br, J=6.8 Hz, 2 H); 13C NMR (CDCl3) δ 24.89 (CH2CH2COCl), 27.95 (CH2CH2CH2Br), 28.21, 28.52, 28.84, 29.02, and 29.12 ((CH2)5), 32.64 (CH2CH2Br), 33.80 (CH2Br), 46.92 (CH2COCl), 173.47 (COCl). The mixture was refluxed for 5 h concentrated in vacuo
Source ID: ord-c8447bc91b0f4446b1ce54542f7f42e1Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 11-bromoundecanoic acid (10.00 g, 37.7 mmol) dissolved in CH2Cl2 (30 mL) was slowly added to a solution of SOCl2 (7.0 mL, 94.0 mmol) in CH2Cl2 (25 mL). The mixture was refluxed for 5 h, then concentrated in vacuo to give 11-bromoundecanoyl chloride, which was used without further purification: 1H NMR (CDCl3) δ1.26 (bs, (CH2)5, 10H), 1.34 (m, CH2CH2CH2Br, 2H), 1.67 (m, CH2CH2COCl, 2H), 1.81 (m, CH2CH2Br, 2H), 2.85 (t, CH2COCl, J=7.2 Hz, 2H), 3.36 (t, CH2Br, J=6.8 Hz, 2H); 13C NMR (CDCl3) δ24.89 (CH2CH2COCl), 27.95 (CH2CH2CH2Br), 28.21, 28.52, 28.84, 29.02, and 29.12 ((CH2)5) 32.64 (CH2CH2Br), 33.80 (CH2Br), 46.92 (CH2COCl), 173.47 (COCl). The mixture was refluxed for 5 h concentrated in vacuo
Source ID: ord-84d6ccc4fdb447009b08f679d0879fa1Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 11-Bromoundecanoic acid (400 g) was added to thionyl chloride (600 ml) and the solution heated at 80° for 0.5 hour. The thionyl chloride was distilled off and the dark oily residue distilled in vacuo to give 11-bromoundecanoyl chloride, b.p. 144°, 0.7 mm Hg, (346.8 g, 81%). the solution heated at 80° for 0.5 hour The thionyl chloride was distilled off the dark oily residue distilled in vacuo
Source ID: ord-6cf0c1ec3405470791493e943ea7bff2Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 11-bromoundecanoic acid (10.00 g, 37.7 mmol) dissolved in CH2Cl2 (30 mL) was slowly added to a solution of SOCl2 (7.0 mL, 94.0 mmol) in CH2Cl2 (25 mL). The mixture was refluxed for 5 h, then concentrated in vacuo to give 11-bromoundecanoyl chloride, which was used without further purification: The mixture was refluxed for 5 h concentrated in vacuo
Source ID: ord-788d43050e674b10870d83acc19291d6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 11-bromoundecanoic acid (10.00 g, 37.7 mmol) dissolved in CH2Cl2 (30 mL) was slowly added to a solution of SOCl2 (7.0 mL, 94.0 mmol) in CH2Cl2 (25 mL). The mixture was refluxed for 5 h, then concentrated in vacuo to give 11-bromoundecanoyl chloride, which was used without further purification: The mixture was refluxed for 5 h concentrated in vacuo
Source ID: ord-788d43050e674b10870d83acc19291d6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 20 g. of 11-bromoundecanoyl chloride in 100 ml. of methylene chloride is slowly added with stirring to a solution of 20 g. of ethyl 4-aminobenzoate in 100 ml. of methylene chloride. The mixture is filtered and the filtrate is washed with dilute hydrochloric acid and water, dried, and evaporated. Crystallization from acetonitrile affords ethyl 4-(11-bromoundecanamido)benzoate as a white solid. The mixture is filtered the filtrate is washed with dilute hydrochloric acid and water dried evaporated Crystallization from acetonitrile
Source ID: ord-5bd4431ea1a04791990d4c08da163e8cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 28 g. of 11-bromoundecanoyl chloride in 100 ml. of methylene chloride is slowly added with stirring to a solution of 20 g. of ethyl 4-aminobenzoate in 100 ml. of methylene chloride. The mixture is filtered and the filtrate is washed with dilute hydrochloric acid and water, dried, and evaporated. Crystallization from acetonitrile affords ethyl 4-(11-bromoundecanamido)benzoate as a white solid. The mixture is filtered the filtrate is washed with dilute hydrochloric acid and water dried evaporated Crystallization from acetonitrile
Source ID: ord-20f34d8549964dabaceca69620caa7f5Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 28 g. of 11-bromoundecanoyl chloride in 100 ml. of methylene chloride is slowly added with stirring to a solution of 20 g. of ethyl 4-aminobenzoate in 100 ml. of methylene chloride. The mixture is filtered and the filtrate is washed with dilute hydrochloric acid and water, dried, and evaporated. Crystallization from acetonitrile affords ethyl 4-(11-bromoundecanamido)benzoate as a white solid. The mixture is filtered the filtrate is washed with dilute hydrochloric acid and water dried evaporated Crystallization from acetonitrile
Source ID: ord-20f34d8549964dabaceca69620caa7f5Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 55 g (0.20 moles) of recrystallised 11-bromo undecanoic acid were refluxed with 48 g (0.4 moles) of thionyl chloride for 3 hours. Excess thionyl chloride was then removed by vacuum distillation at 10-14 mm Hg pressure. The crude acid chloride remaining was distilled under higher vacuum (0.1 mm Hg) to give 50 g (0.18 moles) of pure 11-bromo undecanoyl chloride. Excess thionyl chloride was then removed by vacuum distillation at 10-14 mm Hg pressure The crude acid chloride remaining was distilled under higher vacuum (0.1 mm Hg)
Source ID: ord-a298f05a422243b997ac9596b1f1506dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 11-bromoundecanoic acid (10.00 g, 37.7 mmol) dissolved in CH2Cl2 (30 mL) was slowly added to a solution of SOCl2 (7.0 mL, 94.0 mmol) in CH2Cl2 (25 mL). The mixture was refluxed for 5 h, then concentrated in vacuo to give 11-bromoundecanoyl chloride, which was used without further purification: 1H NMR (CDCl3) δ 1.26 (bs, (CH2)5, 10H), 1.34 (m, CH2CH2CH2Br, 2H), 1.67 (m, CH2CH2COCl, 2H), 1.81 (m, CH2CH2Br, 2H), 2.85 (t, CH2COCl, J=7.2 Hz, 2H), 3.36 (t, CH2Br, J=6.8 Hz, 2H); 13C NMR (CDCl3) δ 24.89 (CH2CH2COCl), 27.95 (CH2CH2CH2Br), 28.21, 28.52, 28.84, 29.02, and 29.12 ((CH2)5), 32.64 (CH2CH2Br), 33.80 (CH2Br), 46.92 (CH2COCl), 173.47 (COCl). The mixture was refluxed for 5 h concentrated in vacuo
Source ID: ord-1462b0dfb3194fbc80873d1e68594d25PubChem References
These sources are listed in the compound's public database record.
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