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ChemicalBook--->CAS DataBase List--->10160-24-4

10160-24-4

10160-24-4 Structure

10160-24-4 Structure
IdentificationMore
[Name]

7-Bromo-1-heptanol
[CAS]

10160-24-4
[Synonyms]

7-BROMO-1-HEPTANOL
7-bromo-1-heptano
7-Bromoheptan-1-ol
7-Bromoheptane-1-ol
[Molecular Formula]

C7H15BrO
[MDL Number]

MFCD00041708
[Molecular Weight]

195.1
[MOL File]

10160-24-4.mol
Chemical PropertiesBack Directory
[Boiling point ]

111-112 °C/4 mmHg (lit.)
[density ]

1.269 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.482(lit.)
[Fp ]

>230 °F
[storage temp. ]

Freezer
[solubility ]

Chloroform (Sparingly), Methanol (Slightly)
[form ]

Oil
[pka]

15.18±0.10(Predicted)
[color ]

Pale Yellow to Light Brown
[Water Solubility ]

Slightly soluble in water.
[InChI]

InChI=1S/C7H15BrO/c8-6-4-2-1-3-5-7-9/h9H,1-7H2
[InChIKey]

MMXRRNUXCHUHOE-UHFFFAOYSA-N
[SMILES]

C(O)CCCCCCBr
[CAS DataBase Reference]

10160-24-4(CAS DataBase Reference)
[NIST Chemistry Reference]

1-Heptanol, 7-bromo-(10160-24-4)
[EPA Substance Registry System]

10160-24-4(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[TSCA ]

Yes
[HS Code ]

29055900
Hazard InformationBack Directory
[Chemical Properties]

Colorless liquid
[Uses]

7-Bromo-1-heptanol was used in the synthesis of (9Z,12E)-[1-13C]-octadeca-9,12-dienoic acid and(9Z,12Z,15E)-[1-13C]-octadeca-9,12,15-trienoic acid. It can be used to prepare N-substituted [(carboxymethyl)phenoxy]ethyl benzoxazinones as PPARγ agonists and antidiabetic (type 2) agents. It can also be used to prepare thiochroman and chroman derivatives as pure antiestrogens.
[Synthesis]

1,7-Heptanediol

629-30-1

7-Bromo-1-heptanol

10160-24-4

The general procedure for the synthesis of 7-bromo-1-heptanol from 1,7-heptanediol was as follows: 4860 g of 40% hydrobromic acid, 2110 g of concentrated sulfuric acid, and 25,000 mL of toluene were added sequentially to a 50-liter glass reactor equipped with a stirrer and thermometer. Subsequently, 2710 g of 1,7-heptanediol was added, stirring was initiated, and the reaction mixture was heated to reflux and maintained for 26 hours. After confirming complete consumption of the feedstock by sampling, the reaction was stopped. The reaction mixture was left to stratify and the aqueous layer was extracted once with 5000 mL of toluene. The organic layer was combined and washed once with 5000 ml of saturated sodium chloride solution and then with saturated sodium bicarbonate solution until neutral. After separation of the aqueous layer, the solvent was evaporated from the organic layer under reduced pressure to give 3780 g of crude 7-bromo-1-heptanol. The crude product was further purified by high-vacuum distillation, setting the oil bath temperature at 110 °C and the system vacuum at 42 Pa. The fraction at 74 °C was collected to obtain 3520 g of 7-bromo-1-heptanol with 99.4% purity and 88% yield.

[References]

[1] Angewandte Chemie - International Edition, 2012, vol. 51, # 32, p. 8110 - 8113
[2] Patent: CN107417496, 2017, A. Location in patent: Paragraph 0012; 0013; 0014
[3] Polish Journal of Chemistry, 2004, vol. 78, # 7, p. 937 - 942
[4] Journal of Natural Products, 2016, vol. 79, # 1, p. 244 - 247
[5] Journal of Heterocyclic Chemistry, 1990, vol. 27, # 5, p. 1233 - 1239
Spectrum DetailBack Directory
[Spectrum Detail]

7-Bromo-1-heptanol(10160-24-4)MS
7-Bromo-1-heptanol(10160-24-4)1HNMR
7-Bromo-1-heptanol(10160-24-4)IR
7-Bromo-1-heptanol(10160-24-4)FT-IR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

10160-24-4(sigmaaldrich)
[TCI AMERICA]

7-Bromo-1-heptanol,>88.0%(GC)(10160-24-4)
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