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Sigma-Aldrich

Neopentyl chloroformate

97%

Synonym(s):

2,2-Dimethylpropyl chloroformate

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About This Item

Linear Formula:
(CH3)3CCH2OCOCl
CAS Number:
20412-38-8
Molecular Weight:
150.60
Beilstein/REAXYS Number:
506655
MDL number:
MFCD00274354
UNSPSC Code:
12352100
PubChem Substance ID:
24869774
NACRES:
NA.22

vapor pressure

−0.65 psi ( 20 °C)

Quality Level

100

assay

97%

refractive index

n20/D 1.410 (lit.)

bp

55 °C/36 mmHg (lit.)

density

1.003 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

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

InChI

1S/C6H11ClO2/c1-6(2,3)4-9-5(7)8/h4H2,1-3H3

InChI key

JUUBFHLPTCPVBO-UHFFFAOYSA-N

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General description

Neopentyl chloroformate, a branched primary alkyl chloroformate, is a useful protecting agent during peptide synthesis.

Application

Neopentyl chloroformate was used in the preparation of mixture of 11,12-dimethyltetradecanoic acid and 11-ethyl-12-methyltridecanoic acid.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B

wgk_germany

WGK 3

flash_point_f

89.6 °F

flash_point_c

32 °C

ppe

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

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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Ursula Biermann et al.
Journal of the American Chemical Society, 126(33), 10319-10330 (2004-08-19)
A general method for the hydro-alkyl addition to the nonactivated C=C double bond of alkenes using alkyl chloroformates (primary, secondary), 12, and di-tert-butylpyrocarbonate, 52, mediated by ethylaluminum sesquichloride (Et(3)Al(2)Cl(3)) has been developed. Reaction of 12 and 52, respectively, with Et(3)Al(2)Cl(3)
Malcolm J D'Souza et al.
International journal of molecular sciences, 12(2), 1161-1174 (2011-05-05)
The specific rates of solvolysis of neopentyl chloroformate (1) have been determined in 21 pure and binary solvents at 45.0 °C. In most solvents the values are essentially identical to those for ethyl and n-propyl chloroformates. However, in aqueous-1,1,1,3,3,3-hexafluoro-2-propanol mixtures

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