15462-16-5|13-Bromotridecanoic acid| Ambeed

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Quality Control of [ 15462-16-5 ] Purity: 97% SDS Specification

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Product Details of [ 15462-16-5 ]

CAS No. :	15462-16-5
Formula :	C₁₃H₂₅BrO₂
M.W :	293.24
SMILES Code :	O=C(O)CCCCCCCCCCCCBr
MDL No. :	N/A
InChI Key :	URRQVPLXJGRRDS-UHFFFAOYSA-N
Pubchem ID :	11243324

Safety of [ 15462-16-5 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Application In Synthesis of [ 15462-16-5 ]

* 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.

Downstream synthetic route of [ 15462-16-5 ]

[ 15462-16-5 ] Synthesis Path-Downstream 1~35

1
[ 7735-38-8 ]
[ 15462-16-5 ]

References: [1]Helvetica Chimica Acta,1929,vol. 12,p. 478.
[2]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 3426 - 3430.

2
[ 15462-16-5 ]
[ 71736-20-4 ]

References: [1]Journal of Organic Chemistry,1989,vol. 54,p. 5218 - 5223.
[2]Chemische Berichte,1942,vol. 75,p. 294.

3
[ 15462-16-5 ]
[ 1725-04-8 ]

References: [1]Journal of Organic Chemistry,1986,vol. 51,p. 546 - 549.
[2]Chemische Berichte,1947,vol. 80,p. 134.
[3]Journal of Organic Chemistry,1989,vol. 54,p. 5218 - 5223.
[4]Journal of Organic Chemistry,1989,vol. 54,p. 5218 - 5223.
[5]Journal of Organic Chemistry,1989,vol. 54,p. 5218 - 5223.

4
[ 503154-44-7 ]
[ 15462-16-5 ]

References: [1]Journal of the American Chemical Society,1977,vol. 99,p. 2591 - 2597.

5
[ 15462-16-5 ]
[ 1901-99-1 ]

References: [1]Chemische Berichte,1967,vol. 100,p. 2021 - 2037.

6
[ 1611-56-9 ]
[ 105-53-3 ]
[ 15462-16-5 ]

References: [1]Macromolecules,2004,vol. 37,p. 8286 - 8292.
[2]Advanced Synthesis and Catalysis,2000,vol. 342,p. 779 - 784.
[3]Chemische Berichte,1967,vol. 100,p. 2021 - 2037.

7
[ 13362-52-2 ]
[ 15462-16-5 ]

References: [1]Bulletin of the Chemical Society of Japan,1986,vol. 59,p. 3535 - 3539.
[2]Helvetica Chimica Acta,1929,vol. 12,p. 478.
[3]Synthesis,2019,vol. 51,p. 730 - 738.
[4]Carbohydrate Research,2019,vol. 483.

8
[ 15462-16-5 ]
[ 61657-98-5 ]

References: [1]Chemische Berichte,1981,vol. 114,p. 877 - 890.

9
[ 15462-16-5 ]
[ 603-35-0 ]
(12-carboxydodecyl)triphenylphosphonium bromide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
100%	In acetonitrile; at 90℃; for 96.0h;Inert atmosphere;	A suspension of 13 (1.064 g, 3.625 mmol, 1.00 equiv) and PPh3 (0.960 g, 3.625 mmol, 1.00 equiv) in MeCN (3.6 mL) was heated at 90 C for 4 d. After cooling to r.t., the solvent was evaporated under reduced pressure. The remainder was dissolved in a small amount of CHCl3 and precipitated with Et2O to afford the title compound. Yield: 2.015 g (3.625 mmol, quant.); colourless solid; mp 85-87 C. IR (ATR): 2922, 2851, 1715, 1587, 1482, 1467, 1436, 1398, 1379, 1337, 1315, 1211, 1178, 1162, 1111, 1073, 1025, 995, 931, 854, 790, 748, 723, 690, 614 cm-1. 1H NMR (CDCl3, 500 MHz): δ = 7.85-7.74 (m, 9 H, CH-Ph), 7.73-7.66 (m, 6 H, CH-Ph), 3.75-3.59 (m, 2 H, 13-H), 2.35 (t, J = 7.4 Hz, 2 H, 2-H), 1.67-1.50 (m, 6 H, 3-H, 4-H, 12-H), 1.27-1.15 (m, 14 H, 5-H to 11-H). 13C NMR (CDCl3, 125 MHz): δ = 177.8, 135.2, 135.1, 133.8, 133.7, 130.7, 130.6, 118.8, 118.1, 34.4, 30.5, 30.4, 29.2, 29.1, 29.0, 28.98, 28.87, 24.8, 23.0, 22.72, 22.68, 22.57.
90%	In toluene; at 0℃; for 27.0h;Inert atmosphere; Reflux;	To a solution of 45 (0.46 g, 1.6 mmol) in toluene (3.2 mL) wasadded PPh3 (0.83 g, 3.2 mmol) at 0 C. After stirring for 27 h underreflux conditions, the completion of the reaction was confirmed by TLC(10:1 CHCl3/MeOH). On cooling to rt, the upper layer was decantedand the lower layer was diluted with CH2Cl2 and concentrated. Theresulting residue was purified by silica gel column chromatography(20:1 CHCl3/MeOH) to give 46 (0.79 g, 90%) as colorless syrup. 1HNMR (500 MHz, CDCl3) δ 7.83-7.70 (m, 15H, Ar), 3.72-3.67 (m, 2H,CH2PPh3), 2.37 (t, 2H, Jvic=7.5 Hz, COCH2), 1.62-1.57 (m, 6H,COCH2CH2, CH2CH2CH2PPh3), 1.31-1,19 (m, 14H, -CH2-); 13C NMR(125 MHz, CDCl3) δ 177.6, 135.1, 135.1, 133.7, 133.6, 130.6, 130.5,118.7, 118.0, 34.3, 30.4, 30.3, 29.1, 29.0, 29.0, 28.9, 28.8, 24.7, 22.9,22.7, 22.6, 22.5. HRMS (ESI) m/z: found [M-H]- 473.2618,C31H38O2P calcd for [M-H]- 473.2618.

References: [1]Helvetica Chimica Acta,1993,vol. 76,p. 616 - 630.
[2]Synthesis,2019,vol. 51,p. 730 - 738.
[3]Carbohydrate Research,2019,vol. 483.

10
[ 100-02-7 ]
[ 15462-16-5 ]
13-Bromo-tridecanoic acid 4-nitro-phenyl ester [ No CAS ]

References: [1]Journal of Antibiotics,1995,vol. 48,p. 1467 - 1480.

11
[ 112-86-7 ]
[ 15462-16-5 ]