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340537

Sigma-Aldrich

Trimethyl 4-bromoorthobutyrate

95%

Synonym(s):

4-Bromo-1,1,1-trimethoxybutane

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About This Item

Linear Formula:
Br(CH2)3C(OCH3)3
CAS Number:
55444-67-2
Molecular Weight:
227.10
MDL number:
MFCD00075197
UNSPSC Code:
12352100
PubChem Substance ID:
24860825
NACRES:
NA.22

Assay

95%

form

liquid

refractive index

n20/D 1.456 (lit.)

bp

70 °C/0.7 mmHg (lit.)

density

1.309 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

COC(CCCBr)(OC)OC

InChI

1S/C7H15BrO3/c1-9-7(10-2,11-3)5-4-6-8/h4-6H2,1-3H3

InChI key

QBLJMYITBNHQOT-UHFFFAOYSA-N

Application

Trimethyl 4-bromoorthobutyrate was used in the synthesis of macrocyclic lactone (S)-curvularin. Grignard reagent derived from trimethyl 4-bromoorthobutyrate was used in the preparation of novel hapten 4-(17 β-hydroxy-3-oxoestra-4,9-dien-11-β-yl)butanoic acid, used in enzyme-linked immunosorbent assay (ELISA) for testosterone.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

163.4 °F - closed cup

Flash Point(C)

73 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

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P N Rao et al.
Steroids, 57(4), 154-161 (1992-04-01)
A microplate enzyme-linked immunosorbent assay (ELISA) has been developed for the measurement of testosterone in plasma. The assay uses a heterologous system consisting of a novel hapten 4-(17 beta-hydroxy-3-oxoestra-4,9-dien-11 beta-yl)butanoic acid (1) conjugated to penicillinase (beta-lactamase). The key reaction in
A chemoenzymatic synthesis of the macrocyclic lactone (S)-curvularin.
Bracher F and Schulte B.
Natural Product Letters, 7(1), 65-68 (1995)

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