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389056

Sigma-Aldrich

3,5-Dichlorophenyl isocyanate

96%

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About This Item

Linear Formula:
Cl2C6H3NCO
CAS Number:
34893-92-0
Molecular Weight:
188.01
EC Number:
252-276-9
MDL number:
MFCD00013859
UNSPSC Code:
12352100
PubChem Substance ID:
24864259
NACRES:
NA.22

Quality Level

100

Assay

96%

form

solid

mp

32-34 °C (lit.)

density

1.38 g/mL at 25 °C (lit.)

SMILES string

Clc1cc(Cl)cc(c1)N=C=O

InChI

1S/C7H3Cl2NO/c8-5-1-6(9)3-7(2-5)10-4-11/h1-3H

InChI key

XEFUJGURFLOFAN-UHFFFAOYSA-N

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Application

3,5-Dichlorophenyl isocyanate can be used:
  • As a reactant to synthesize 3-(3,5-Dichlorophenyl)-2,4-oxazolidinedione (DCPO).
  • To synthesize phenylcarbamate derivatives of cellulose and amylose, which are useful as polysaccharide-based chiral stationary phases (CSPs).{70]

Signal Word

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Aquatic Chronic 2 - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1A - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCB1990V
MKBZ5383V
MKBX4776V
MKBW9478V
MKBW8113V

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Synthesis and chiral recognition of amylose derivatives bearing regioselective phenylcarbamate substituents at 2, 6-and 3-positions for high-performance liquid chromatography.
Shen J, et al.
Journal of Chromatography A, 1467, 199-205 (2016)
Synthesis of regioselectively substituted cellulose derivatives and applications in chiral chromatography.
Acemoglu M, et al.
Chirality, 10(4), 294-306 (1998)
Nephrotoxic and hepatotoxic potential of imidazolidinedione-, oxazolidinedione-and thiazolidinedione-containing analogues of N-(3, 5-dichlorophenyl) succinimide (NDPS) in Fischer 344 rats.
Kennedy E, et al.
Toxicology, 186(1-2), 79-91 (2003)
Polymer?bound cellulose phenylcarbamate derivatives as chiral stationary phases for enantioselective HPLC.
Ling F, et al.
Journal of Separation Science, 26(15?16), 1337-1346 (2003)
Alyssa M Keil et al.
Toxicology in vitro : an international journal published in association with BIBRA, 29(7), 1887-1896 (2015-07-21)
Liver damage occurred in some patients who took troglitazone (TGZ) for type II diabetes. The 2,4-thiazolidinedione (TZD) ring in TGZ's structure has been implicated in its hepatotoxicity. To further examine the potential role of a TZD ring in toxicity we

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