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3-Bromocyclohexene, 95%, Thermo Scientific Chemicals
173.87 EUR - 650.00 EUR
Chemical Identifiers
CAS | 1521-51-3 |
---|---|
Molecular Formula | C6H9Br |
Molecular Weight (g/mol) | 161.042 |
MDL Number | MFCD00013775 |
InChI Key | AJKDUJRRWLQXHM-UHFFFAOYSA-N |
Synonym | 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 |
Product Code | Brand | Quantity | Price | Quantity & Availability | |||||
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Product Code | Brand | Quantity | Price | Quantity & Availability | |||||
11434183
|
Thermo Scientific Alfa Aesar
A10370.06 |
5 g |
N/A
|
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11444183
|
Thermo Scientific Alfa Aesar
A10370.14 |
25 g |
173.87 EUR
25g |
Please sign in to purchase this item. Need a web account? Register with us today! | |||||
11454183
|
Thermo Scientific Alfa Aesar
A10370.22 |
100 g | N/A | ||||||
Description
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.
ApplicationsIn 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.
Chemical Identifiers
1521-51-3 | |
161.042 | |
AJKDUJRRWLQXHM-UHFFFAOYSA-N | |
137057 | |
C1CC=CC(C1)Br |
C6H9Br | |
MFCD00013775 | |
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 | |
3-bromocyclohexene |
Specifications
1521-51-3 | |
64°C to 65°C (15 mmHg) | |
C6H9Br | |
MFCD00013775 | |
635953 | |
Not miscible or difficult to mix in water. | |
C1CC=CC(C1)Br | |
161.042 | |
161.05 | |
3-Bromocyclohexene, Stabilized with 300 to 1000ppm Propylene oxide |
1.4 | |
54°C (129°F) | |
1.531 | |
UN1993 | |
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 | |
AJKDUJRRWLQXHM-UHFFFAOYSA-N | |
3-bromocyclohexene | |
137057 | |
95% |
Safety and Handling
GHS H Statement
H226-H315-H319-H335
Flammable liquid and vapor.
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.
P210-P233-P240-P243-P261-P264b-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P312-P332+P313-P363-P374-P380-P501c
H226-H315-H319-H335
missing translation for 'dotInformation' : Transport Hazard Class: 3; Packing Group: III; Proper Shipping Name: FLAMMABLE LIQUIDS, N.O.S.
missing translation for 'tsca' : No
Recommended Storage : Keep cold
RUO – Research Use Only
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