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Merck
CN

80910

Pivaloyl chloride

purum, ≥98.0% (GC)

Synonym(s):

Trimethylacetyl chloride

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About This Item

Linear Formula:
(CH3)3CCOCl
CAS Number:
3282-30-2
Molecular Weight:
120.58
EC Number:
221-921-6
UNSPSC Code:
12352100
PubChem Substance ID:
329769138
Beilstein/REAXYS Number:
385668
MDL number:
MFCD00000709
Assay:
≥98.0% (GC)
Form:
liquid

Key Documents

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InChI key

JVSFQJZRHXAUGT-UHFFFAOYSA-N

InChI

1S/C5H9ClO/c1-5(2,3)4(6)7/h1-3H3

SMILES string

CC(C)(C)C(Cl)=O

vapor density

>1 (vs air)

vapor pressure

36 mmHg ( 20 °C)

grade

purum

assay

≥98.0% (GC)

form

liquid

bp

105-106 °C (lit.)

density

0.980 g/mL at 20 °C, 0.979 g/mL at 25 °C (lit.)

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Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Met. Corr. 1 - Skin Corr. 1B

supp_hazards

EUH071

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

55.4 °F - closed cup

flash_point_c

13 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Srdanka Tomić et al.
Carbohydrate research, 338(6), 491-494 (2003-04-02)
A series of methyl O-pivaloyl-alpha-D-mannopyranosides was synthesized using pivaloyl chloride in pyridine. The 3,6-di-O-pivaloyl derivative 6 undergoes intramolecular transesterification in neutral conditions (buffer, pH 7.2) to give its 2,6-di-O-pivaloyl analogue 5. The course of this migration was followed using 14C-labelled
K Noda et al.
International journal of peptide and protein research, 36(2), 197-200 (1990-08-01)
A series of p-nitroanilides of t-butyloxycarbonylamino acids, including Boc-Trp, Boc-Asn, Boc-Gln, Boc-Ser(But), Boc-Thr(But), Boc-Asp(OBut), Boc-Lys(TFA), and Boc-His(Boc), were prepared conveniently by the mixed anhydride method using 2,2-dimethylpropanoic chloride (pivaloyl chloride). The products were obtained in 40-60% yields after purification by
Susannah Sigurdsson et al.
Nucleosides, nucleotides & nucleic acids, 22(1), 1-12 (2003-04-24)
A kinetic study on the reactions of pivaloyl chloride with a nucleoside H-phosphonate (bisacylphosphite formation), or a protected nucleoside with a free 5'-OH (5'-O-pivaloylation) has been carried out in the presence of differently substituted pyridines. The bisacylphosphite formation is a
Michal Sobkowski et al.
Nucleosides, nucleotides & nucleic acids, 29(8), 628-645 (2010-07-28)
Efficiency and stereoselectivity of condensations of ribonucleoside 3'-H-phosphonates with ethanol promoted by pivaloyl chloride were investigated as a function of tertiary amines used. Side reactions leading to an increased demand for the condensing agent were identified as derived from an
4'-pivaloyl substituted thymidine as a precursor for the thymyl radical: an EPR spectroscopic study.
Olav Schiemann et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 5(2), 270-274 (2004-03-25)
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