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150452

Sigma-Aldrich

6-Bromohexanoic acid

97%

Synonym(s):

6-Bromocaproic acid

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About This Item

Linear Formula:
BrCH2(CH2)4COOH
CAS Number:
4224-70-8
Molecular Weight:
195.05
Beilstein:
1749740
EC Number:
224-176-5
MDL number:
MFCD00004422
UNSPSC Code:
12352100
PubChem Substance ID:
24849033
NACRES:
NA.22

Quality Level

200

Assay

97%

form

solid

bp

165-170 °C/20 mmHg (lit.)

mp

32-34 °C (lit.)

functional group

bromo
carboxylic acid

SMILES string

OC(=O)CCCCCBr

InChI

1S/C6H11BrO2/c7-5-3-1-2-4-6(8)9/h1-5H2,(H,8,9)

InChI key

NVRVNSHHLPQGCU-UHFFFAOYSA-N

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Application

6-Bromohexanoic acid was used in the preparation of N-acylsulfonamides on treatment with tosyl isocyanate (189278) and alkyl ketones from alkyl iodides and metallic strontium. It was also used in the synthesis of anionic mitomycin C-dextran conjugate (MMC-D), 2-lithio-1,3-dithian and diaryl thioethers.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

203.0 °F - closed cup

Flash Point(C)

95 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

150452-BULK:
150452-VAR:
150452-100G:
150452-25G:
150452-5G:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH2219
BCBW3078
BCBL3045V
BCBB2331V
BCBB2331

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S Matsumoto et al.
Cancer research, 46(9), 4463-4468 (1986-09-01)
Cellular interaction and in vitro antitumor activity of a polymeric prodrug of mitomycin C (MMC), mitomycin C-dextran conjugate (MMC-D), were studied in relation to its physicochemical characteristics. MMC-D with cationic and anionic charges were examined. The cationic MMC-D was synthesized
D Poirier et al.
Journal of medicinal chemistry, 37(8), 1115-1125 (1994-04-15)
The reaction of 1,2-diarylethanol and mercapto side chain catalyzed by ZnI2 was used as a key step in the short (three to five steps) and efficient synthesis of 17 diaryl thioether derivatives. Several of these compounds contain a methyl butyl
S S Pochapsky et al.
Bioconjugate chemistry, 1(4), 231-244 (1990-07-01)
A versatile method for the synthesis of trifluoro fatty acids, potential metabolically blocked myocardial imaging agents, has been developed. Two trifluorohexadecanoic (palmitic) acids have been prepared [6,6,16-trifluorohexadecanoic acid (I) and 7,7,16-trifluorohexadecanoic acid (II)], each of which bears two of the
Tetrahedron Letters, 48, 787-787 (2007)
Vinzenz Bachler
Journal of computational chemistry, 28(12), 2013-2019 (2007-04-05)
Localized bonding schemes and their weights have been obtained for the pi-electron system of nitrone by expanding complete active space self-consistent field wave functions into a set of Slater determinants composed of orthogonal natural atomic orbitals (NAOs) of Weinhold and
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