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290890

Dibutyltin diacetate

technical grade

Synonym(s):

Diacetoxydibutyltin

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About This Item

Linear Formula:
(CH3CH2CH2CH2)2Sn(OCOCH3)2
CAS Number:
1067-33-0
Molecular Weight:
351.03
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
24857495
EC Number:
213-928-8
Beilstein/REAXYS Number:
4136035
MDL number:
MFCD00008697
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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

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.

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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

wgk

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

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ4748
MKCV3262
MKCP7646
MKCC4237
MKBV4086V

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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
TMSN3-Bu2Sn (OAc) 2: A modified and mild reagent system for Wittenberger tetrazole-synthesis
Yoneyama H, et al.
Tetrahedron Letters, 61, 151517-151517 (2020)
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).
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Global Trade Item Number

SKUGTIN
290890-50ML04061826304006
290890-250ML04061838126337