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290890

Sigma-Aldrich

Dibutyltin diacetate

technical grade

Sinónimos:

Diacetoxydibutyltin

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About This Item

Fórmula lineal:
(CH3CH2CH2CH2)2Sn(OCOCH3)2
Número de CAS:
1067-33-0
Peso molecular:
351.03
Beilstein/REAXYS Number:
4136035
EC Number:
213-928-8
MDL number:
MFCD00008697
UNSPSC Code:
12352103
PubChem Substance ID:
24857495
NACRES:
NA.22

grade

technical grade

Quality Level

200

vapor density

12 (vs air)

vapor pressure

1.3 mmHg ( 25 °C)

refractive index

n20/D 1.471 (lit.)

bp

142-145 °C/10 mmHg (lit.)

mp

7-10 °C (lit.)

density

1.32 g/mL at 25 °C (lit.)

SMILES string

CCCC[Sn](CCCC)(OC(C)=O)OC(C)=O

InChI

1S/2C4H9.2C2H4O2.Sn/c2*1-3-4-2;2*1-2(3)4;/h2*1,3-4H2,2H3;2*1H3,(H,3,4);/q;;;;+2/p-2

InChI key

JJLKTTCRRLHVGL-UHFFFAOYSA-L

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General description

Dibutyltin diacetate is an organotin compound that is commonly used as a catalyst in organic synthesis.

Application

Dibutyltin diacetate can be used as a catalyst to synthesize:
  • Wittenberger tetrazole derivatives by reacting with various nitriles in the presence of trimethylsilyl azide.
  • Carbamate derivatives from various isocyanates and alcohols in the presence of dichloromethane as solvent.
  • Urea derivatives from aryl isocyanates and various amines in the presence of 4-methylmorpholine.

signalword

Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Muta. 2 - Repr. 1B - Skin Corr. 1B - Skin Sens. 1 - STOT RE 1 - STOT SE 1 Oral

target_organs

thymus gland, thymus gland,Immune system

Storage Class

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

wgk_germany

WGK 3

flash_point_f

302.9 °F - Pensky-Martens closed cup

flash_point_c

150.5 °C - Pensky-Martens closed cup

ppe

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

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Certificados de análisis (COA)

Lot/Batch Number
MKCV3262
MKCP7646
MKCC4237
MKBV4086V
MKBS2519V

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TMSN3-Bu2Sn (OAc) 2: A modified and mild reagent system for Wittenberger tetrazole-synthesis
Yoneyama H, et al.
Tetrahedron Letters, 61, 151517-151517 (2020)
Adrian Blaser et al.
Journal of medicinal chemistry, 55(1), 312-326 (2011-12-14)
Analogues of clinical tuberculosis drug (6S)-2-nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine (PA-824), in which the OCH(2) linkage was replaced with amide, carbamate, and urea functionality, were investigated as an alternative approach to address oxidative metabolism, reduce lipophilicity, and improve aqueous solubility. Several soluble monoaryl examples
Critical gestational day of teratogenesis by di-n-butyltin diacetate in rats.
T Noda et al.
Bulletin of environmental contamination and toxicology, 49(5), 715-722 (1992-11-01)
Wenhua Chu et al.
Bioorganic & medicinal chemistry, 17(3), 1222-1231 (2009-01-03)
A series of N-substituted 9-azabicyclo[3.3.1]nonan-3alpha-yl phenylcarbamate analogs were synthesized. Among them, WC-26 and WC-59 were identified as the most potent sigma(2) receptor ligands (K(i)=2.58 and 0.82 nM, respectively) with high selectivity against sigma(1) (K(i) of sigma(1)/sigma(2) ratio=557 and 2087, respectively).
B B Harsanyi et al.
Journal of dental research, 70(6), 991-996 (1991-06-01)
The hamster cheek pouch provides a suitable model system for the mucous-membrane irritation testing of dental materials. Poor retention of materials or difficulties in histopathological interpretation caused by surgical artifacts have been reported in published techniques. We describe a new
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