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Merck
CN

T72605

Sigma-Aldrich

Trimethylacetyl chloride

99%

Synonym(s):

Pivaloyl chloride, Trimethylacetyl chloride

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About This Item

Linear Formula:
(CH3)3CCOCl
CAS Number:
3282-30-2
Molecular Weight:
120.58
Beilstein:
385668
EC Number:
221-921-6
MDL number:
MFCD00000709
UNSPSC Code:
12352100
PubChem Substance ID:
24900440
NACRES:
NA.22

Key Documents

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vapor density

>1 (vs air)

Quality Level

200

vapor pressure

36 mmHg ( 20 °C)

Assay

99%

refractive index

n20/D 1.412 (lit.)

bp

105-106 °C (lit.)

density

0.979 g/mL at 25 °C (lit.)

SMILES string

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

InChI

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

InChI key

JVSFQJZRHXAUGT-UHFFFAOYSA-N

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Application

Widely used N-acylating agent for amines, Schiff bases, and pyrrolidinones as well as O-acylating agent for alcohols, lactones, and saccharides.

Signal Word

Danger

Hazard Statements

H225,H290,H302,H314,H330

Hazard Classifications

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

Supplementary Hazards

EUH071

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

55.4 °F - closed cup

Flash Point(C)

13 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB3987
STBK7573
STBL0058
STBK2915
STBJ7738

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Angewandte Chemie (International Edition in English), 32, 72-72 (1993)
Tetrahedron, 49, 599-599 (1993)
Tetrahedron Letters, 35, 2369-2369 (1994)
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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