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159549

Sigma-Aldrich

4-(Bromomethyl)benzoic acid

97%

Synonym(s):

α-Bromo-p-toluic acid

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About This Item

Linear Formula:
BrCH2C6H4CO2H
CAS Number:
6232-88-8
Molecular Weight:
215.04
Beilstein:
1862870
EC Number:
228-343-3
MDL number:
MFCD00002567
UNSPSC Code:
12352100
PubChem Substance ID:
24849820
NACRES:
NA.22
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Quality Level

200

Assay

97%

form

solid

mp

224-229 °C (lit.)

functional group

bromo
carboxylic acid

SMILES string

OC(=O)c1ccc(CBr)cc1

InChI

1S/C8H7BrO2/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4H,5H2,(H,10,11)

InChI key

CQQSQBRPAJSTFB-UHFFFAOYSA-N

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Application

4-(Bromomethyl)benzoic acid was used in the chemical modification of 5,10,15,20-tetra(m-hydroxyphenyl)chlorin (temoporfin), second generation photosensitizer.[1] It was also used in the synthesis of 4-(5-arylidene-2,4-dioxothiazolidin-3-yl) methylbenzoic acids.[2]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM7082
BCCK6499
BCCH8850
BCCG0573
BCCB9928

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Chendong Ji et al.
Chemistry, an Asian journal, 11(16), 2316-2321 (2016-07-14)
Electrospun ultrathin fiber-based sensors are desirable because of their practicality and sensitivity. Ammonia-detection systems are in high demand in different areas, including the industrial and agricultural fields. However, current technologies rely on large and complex instruments that restrict their actual
Marcela S Lopes et al.
European journal of medicinal chemistry, 46(11), 5443-5447 (2011-09-24)
A series of nitroaromatic compounds was synthesized and evaluated as potential antileishmanial and trypanocidal agents. Five compounds exerted significant anti-leishmanial activity in vitro against promastigotes forms of Leishmania (L.) amazonensis, with IC(50) in the range of 23-59 μmol L(-1), but
Rosanna Maccari et al.
Bioorganic & medicinal chemistry, 15(15), 5137-5149 (2007-06-05)
4-(5-Arylidene-2,4-dioxothiazolidin-3-yl)methylbenzoic acids (2) were synthesized and evaluated in vitro as inhibitors of PTP1B and LMW-PTP, two protein tyrosine phosphatases (PTPs) which act as negative regulators of the metabolic and mitotic signalling of insulin. The synthesis of compounds 2 represents an
Q Yu et al.
Chemical communications (Cambridge, England), 50(81), 12150-12153 (2014-09-02)
LiYF4:Tm(3+)/Yb(3+) upconverting nanoparticles (UCNPs) were functionalized with the second generation photosensitizer 5,10,15,20-tetra(m-hydroxyphenyl)chlorin (m-THPC, Temoporfin, Foscan®). m-THPC was modified using 4-(bromomethyl)benzoic acid, which induced a bathochromic shift of the m-THPC blue absorption peak. The nanoconstruct causes up to 70% cell death
Zhimei He et al.
Small (Weinheim an der Bergstrasse, Germany), 15(4), e1804131-e1804131 (2018-12-20)
During photodynamic therapy (PDT), severe hypoxia often occurs as an undesirable limitation of PDT owing to the O2 -consuming photodynamic process, compromising the effectiveness of PDT. To overcome this problem, several strategies aiming to improve tumor oxygenation are developed. Unlike
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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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