Merck
CN
All Photos(1)

Documents

Safety Information

441171

Sigma-Aldrich

(Bromomethyl)cyclobutane

97%

Sign Into View Organizational & Contract Pricing
All Photos(1)
Synonym(s):
Cyclobutylmethyl bromide
Linear Formula:
C4H7CH2Br
CAS Number:
17247-58-4
Molecular Weight:
149.03
MDL number:
MFCD00040960
PubChem Substance ID:
24867336
NACRES:
NA.22

Quality Level

100

Assay

97%

form

liquid

refractive index

n20/D 1.48 (lit.)

bp

123-124 °C (lit.)

density

1.326 g/mL at 25 °C (lit.)

SMILES string

BrCC1CCC1

InChI

1S/C5H9Br/c6-4-5-2-1-3-5/h5H,1-4H2

InChI key

FLHFTXCMKFVKRP-UHFFFAOYSA-N

Related Categories

General description

(Bromomethyl)cyclobutane (bromomethyl-cyclobutane) is an aryl fluorinated building block. Its reaction with various hydroxychromen-4-one derivatives in the presence of anhydrous K2CO3/dry acetone and Bu4N+I- (PTC) has been investigated.

Application

(Bromomethyl)cyclobutane may be used in the synthesis of racemic 3-cyclobutylalanine and 17-(cyclobutylmethyl)morphinan-3-ol (butorphan).

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H226

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

105.8 °F

Flash Point(C)

41 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

新产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Photochemical synthesis and antimicrobial studies of new chromen-4-one based vinyl ethers.
Yusuf M, et al.
Arabian Journal of Chemistry (2013)
Markus Nett et al.
Journal of medicinal chemistry, 52(19), 6163-6167 (2009-09-15)
The natural proteasome inhibitor salinosporamide A from the marine bacterium Salinispora tropica is a promising drug candidate for the treatment of multiple myeloma and mantle cell lymphoma. Using a comprehensive approach that combined chemical synthesis with metabolic engineering, we generated
Ao Zhang et al.
Journal of medicinal chemistry, 47(1), 165-174 (2003-12-30)
A series of 10-ketomorphinan analogues were synthesized, and their binding affinity at all three opioid receptors was investigated. In most cases, high affinity at micro and kappa receptors, and lower affinity at delta receptor was observed, resulting in good selectivity
Cyclopropylmethyl-and cyclobutylmethyllithium by an arene-catalyzed lithiation. Stability and reactivity.
Pe?afiel I, et al.
Tetrahedron, 66(16), 2928-2935 (2010)
Michael Decker et al.
Journal of medicinal chemistry, 53(1), 402-418 (2009-11-26)
The phenolic group of the potent mu and kappa opioid morphinan agonist/antagonists cyclorphan and butorphan was replaced by phenylamino and benzylamino groups including compounds with para-substituents in the benzene ring. These compounds are highly potent mu and kappa ligands, e.g.
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service