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364789

tert-Butyl 2,2,2-trichloroacetimidate

96%

Synonym(s):

TBTA

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About This Item

Linear Formula:
CCl3C(=NH)OC(CH3)3
CAS Number:
98946-18-0
Molecular Weight:
218.51
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24862454
MDL number:
MFCD00077410
Beilstein/REAXYS Number:
1770049
Assay:
96%
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Quality Level

200

assay

96%

refractive index

n20/D 1.456 (lit.)

bp

65 °C/11 mmHg (lit.)

mp

21 °C (lit.)

density

1.221 g/mL at 25 °C (lit.)

functional group

chloro, ether

storage temp.

2-8°C

SMILES string

CC(C)(C)OC(=N)C(Cl)(Cl)Cl

InChI

1S/C6H10Cl3NO/c1-5(2,3)11-4(10)6(7,8)9/h10H,1-3H3

InChI key

CQXDYHPBXDZWBA-UHFFFAOYSA-N

Application

tert-Butyl 2,2,2-trichloroacetimidate may be used in the synthesis of N-α-Fmoc-phospho(1-nitrophenylethyl-2-cyanoethyl)-L-serine, caged building block. It may be used in the conversion of alcohols and carboxylic acids to their respective ethers and esters.

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pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

131.0 °F - closed cup

flash_point_c

55 °C - closed cup

ppe

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

Regulatory Information

危险化学品

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD9267
BCBV8062
BCBR4658V
BCBN0897V
BCBM1820V

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Articles

Trichloroacetimidate Reagents

Trichloroacetimidates are also commonly employed as alcohol alkylation reagents, particularly when existing functionality is not acid sensitive.

Journal of the Chemical Society. Perkin Transactions 1, 2247-2247 (1985)
Deborah M Rothman et al.
The Journal of organic chemistry, 68(17), 6795-6798 (2003-08-16)
Three 1-(2-nitrophenyl)ethyl-caged phospho-amino acids have been synthesized for use in standard N(alpha)-fluorenylmethoxycarbonyl-based solid-phase peptide synthesis (SPPS). The most common naturally occurring phospho-amino acids, serine, threonine, and tyrosine, were prepared as protected caged building blocks by modification with a unique phosphitylating
Tetrahedron Letters, 29, 2483-2483 (1988)
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Global Trade Item Number

SKUGTIN
364789-25G04061831825541
364789-5G04061837507366