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3-Bromocyclohexene, 95%

Codice prodotto. 11444183
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Quantità:
5 g
25 g
100 g
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100g
25g
5g
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Product Code. 11444183

missing translation for 'mfr': Thermo Scientific Alfa Aesar A10370.14

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Description

CAS: 1521-51-3 | C6H9Br | 161.042 g/mol

In peptide synthesis, can be used to protect the hydroxyl group of serine and threonine as the cyclohexyl (Chx) ether, by reaction with the sodium alkoxide (generated with NaH), followed by hydrogenation. The group is stable to TFA and 20% piperidine in DMF, but can be cleaved with TfOH in TFA, in the presence of thioanisole as a cation scavenger. It is also used in the synthesis of N-tert-butoxycarbonyl-O-cyclohexyl-L-tyrosine.1 It was also used in the synthesis of enantiopure cyclohexitols such as muco-quercitol, D-chiro-inocitol and allo-inocitol.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
In peptide synthesis, can be used to protect the hydroxyl group of serine and threonine as the cyclohexyl (Chx) ether, by reaction with the sodium alkoxide (generated with NaH), followed by hydrogenation. The group is stable to TFA and 20% piperidine in DMF, but can be cleaved with TfOH in TFA, in the presence of thioanisole as a cation scavenger. It is also used in the synthesis of N-tert-butoxycarbonyl-O-cyclohexyl-L-tyrosine.1 It was also used in the synthesis of enantiopure cyclohexitols such as muco-quercitol, D-chiro-inocitol and allo-inocitol.

Solubility
Not miscible or difficult to mix in water.

Notes
Store away from oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.
TRUSTED_SUSTAINABILITY

Chemical Identifiers

CAS 1521-51-3
Formula molecolare C6H9Br
Molecular Weight (g/mol) 161.042
Numero MDL MFCD00013775
InChI Key AJKDUJRRWLQXHM-UHFFFAOYSA-N
Sinonimo 3-bromocyclohex-1-ene, cyclohexene, 3-bromo, 1-bromo-2-cyclohexene, 3-bromo-1-cyclohexene, 1,2,3,4-tetrahydrobromobenzene, 3-bromo-cyclohexene, 2-cyclohexenyl bromide, 2-cyclohexen-1-yl bromide, 3-bromo cyclohexene, 3-bromanylcyclohexene
PubChem CID 137057
IUPAC Name 3-bromocyclohexene
SMILES C1CC=CC(C1)Br

Specifications

Materiale o nome chimico 3-Bromocyclohexene
Nota nome Stabilized with 300 to 1000ppm Propylene oxide
Densità 1.4
Punti di ebollizione 64°C to 65°C (15 mmHg)
Punto d'infiammabilità 54°C (129°F)
Indice di rifrazione 1.531
Quantità 25 g
Numero UN UN1993
Beilstein 635953
Informazioni di solubilità Not miscible or difficult to mix in water.
Peso formulazione 161.05
Percent Purity 95%
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RUO – Research Use Only

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