[A10370] CAS 1521-51-3 | 3-Bromocyclohexene, 95% | Alfa

Brand: Alfa Aesar

1521-51-3 | C6H9Br | 3-bromocyclohex-1-ene

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Chemical Identifiers

CAS
1521-51-3
Molecular Weight (g/mol)
161.04
Synonym
3-bromocyclohex-1-ene
SMILES
BrC1CCCC=C1
InChI Key
AJKDUJRRWLQXHM-UHFFFAOYNA-N
Molecular Formula
C6H9Br
IUPAC Name
3-bromocyclohex-1-ene

Specifications

Appearance (Color)
Clear colorless to yellow to brown
Form
Liquid
Assay (GC)
≥94.0%
Comment
May darken on storage
Refractive Index
1.5280-1.5340 @ 20?C

설명

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.

Other References:

UN Number:UN1993Beilstein:635953

GHS Hazard and Precautionary Statements

Hazard Statements:H226-H315-H319-H335
GHS H StatementH226-H315-H319-H335 Flammable liquid and vapor. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements:P210-P233-P240-P243-P261-P264b-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P312-P332+P313-P363-P374-P380-P501c

Risk & Safety

TSCA:No

경고:RUO – Research Use Only

CAS1521-51-3FORMULAC6H9BrHAZARD CLASS3MDLMFCD00013775PACKAGING GROUPIII

Pakage

100g, 25g, 5g

brand

Alfa Aesar

SKU: A10370 Category:  Brand:
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[A10370] CAS 1521-51-3 | 3-Bromocyclohexene, 95% | Alfa

[A10370] CAS 1521-51-3 | 3-Bromocyclohexene, 95% | Alfa

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