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1,3-Dibutyl-2-thiourea

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Name

1,3-Dibutyl-2-thiourea

EINECS 203-674-6
CAS No. 109-46-6 Density 0.942 g/cm3
PSA 56.15000 LogP 2.83250
Solubility slightly soluble Melting Point 63-67 °C
Formula C9H20N2S Boiling Point 251.5 °C at 760 mmHg
Molecular Weight 188.337 Flash Point 105.9 °C
Transport Information N/A Appearance white powder
Safety 36/37-36 Risk Codes 22-20/21/22
Molecular Structure Molecular Structure of 109-46-6 (1,3-Dibutyl-2-thiourea) Hazard Symbols HarmfulXn
Synonyms

Accel BUR-F;N,N'-Dibutylthiourea;1,3-Dibutylthiourea;NSC 3735;NSC 4148;Pennzone B;SancelerBUR;1,3-Dibutyl-2-thiourea;Urea,1,3-dibutyl-2-thio- (6CI,8CI);Thiate U;Stannine 5525;

Article Data 26

1,3-Dibutyl-2-thiourea Synthetic route

534-18-9

sodium trithiocarbonate

109-73-9

N-butylamine

A

2044-27-1

1-methyl-2-pyridinethione

B

109-46-6

1,3-dibutylthiourea

Conditions
ConditionsYield
With 2-chloro-1-methyl-pyridinium iodide In dichloromethane for 5h; Heating;A 90%
B 98%
109-73-9

N-butylamine

17356-08-0

thiourea

109-46-6

1,3-dibutylthiourea

Conditions
ConditionsYield
With PEG-400 In water for 0.00833333h; microwave irradiation;96%
75-15-0

carbon disulfide

109-73-9

N-butylamine

109-46-6

1,3-dibutylthiourea

Conditions
ConditionsYield
In water at 20℃; for 0.833333h; Solvent; Time; Green chemistry;96%
In water at 20℃; for 0.833333h; Solvent; Green chemistry;96%
With carbon tetrabromide In N,N-dimethyl-formamide at 20℃; for 0.3h; Cooling with ice;91%
With cholin hydroxide at 20℃; Cooling with ice; Ionic liquid;76%
at 100℃; for 12h; Ionic liquid; Green chemistry;75%

Ziram

109-73-9

N-butylamine

109-46-6

1,3-dibutylthiourea

Conditions
ConditionsYield
With triethanolamine; triethylamine In N,N-dimethyl-formamide for 2h; Heating;78%
80094-32-2

O-isopropyl butylammonium dithiocarbonate

109-73-9

N-butylamine

A

61613-08-9

O-isopropyl butylthiocarbamate

B

109-46-6

1,3-dibutylthiourea

Conditions
ConditionsYield
In benzene at 40℃; for 12h;A 0.58 g
B 59.8%
In benzene at 40℃; for 12h; Mechanism; Product distribution; Kinetics; thermal effects, ΔH;A 0.58 g
B 59.8%
109-73-9

N-butylamine

419532-33-5

N-phenyl-1,2,3,4,5,7-pentathioazocane

109-46-6

1,3-dibutylthiourea

Conditions
ConditionsYield
In benzene for 6h; Reflux;41%
75-15-0

carbon disulfide

5577-66-2

trimethyl(butyl-amino)silane

109-46-6

1,3-dibutylthiourea

Conditions
ConditionsYield
In ethyl acetate
109-73-9

N-butylamine

592-82-5

butyl isothiocyanate

109-46-6

1,3-dibutylthiourea

Conditions
ConditionsYield
In ethanol
In dichloromethane at 0 - 25℃; for 1h;
In ethanol at 20℃;
75-15-0

carbon disulfide

109-73-9

N-butylamine

1972-28-7

diethylazodicarboxylate

A

diethyl 1-[(butylcarbamothioyl)sulfanyl]hydrazine-1,2-dicarboxylate

B

109-46-6

1,3-dibutylthiourea

C

592-82-5

butyl isothiocyanate

Conditions
ConditionsYield
Stage #1: carbon disulfide; N-butylamine In water for 0.166667h;
Stage #2: diethylazodicarboxylate In water at 20℃; for 0.5h; Solvent;
2602-34-8

(3-glycidyloxypropyl)triethoxysilane

109-46-6

1,3-dibutylthiourea

N,N'-di-n-butyl-N,N'-bis({2-hydroxy-3-[3-(triethoxysilyl)propyloxy]propyl})thiourea

Conditions
ConditionsYield
at 85 - 90℃; for 2.5h;97.2%

1,3-Dibutyl-2-thiourea Consensus Reports

Reported in EPA TSCA Inventory.

1,3-Dibutyl-2-thiourea Specification

The 1,3-Dibutyl-2-thiourea, with the CAS registry number 109-46-6, is also known as Urea,1,3-dibutyl-2-thio- (8CI). It belongs to the product categories of Industrial/Fine Chemicals; Organic Building Blocks; Sulfur Compounds; Thioureas. Its EINECS registry number is 203-674-6. This chemical's molecular formula is C9H20N2S and molecular weight is 188.3335. Its IUPAC name is called 1,3-Dibutyl-2-thiourea. What's more, this chemical's classification code is Reproductive Effect. It can be used as vulcanization acclerants of natural rubber, butyl rubber, butylbenzene rubber and neoprene, especially to neoprene at low temperature can promote its rapid vulcanization. Meanwhile, this chemical can also be used as antiozonant of natural rubber, neoprene, butyl rubber and styrenebutadiene rubber.

Physical properties of 1,3-Dibutyl-2-thiourea: (1)ACD/LogP: 2.84; (2)ACD/LogD (pH 5.5): 2.84; (3)ACD/LogD (pH 7.4): 2.84; (4)ACD/BCF (pH 5.5): 85.1; (5)ACD/BCF (pH 7.4): 85.1; (6)ACD/KOC (pH 5.5): 837.62; (7)ACD/KOC (pH 7.4): 837.64; (8)#H bond acceptors: 2; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 6; (11)Index of Refraction: 1.494; (12)Molar Refractivity: 58.22 cm3; (13)Molar Volume: 199.7 cm3; (14)Surface Tension: 37 dyne/cm; (15)Density: 0.942 g/cm3; (16)Flash Point: 105.9 °C; (17)Enthalpy of Vaporization: 48.89 kJ/mol; (18)Boiling Point: 251.5 °C at 760 mmHg; (19)Vapour Pressure: 0.0203 mmHg at 25°C.

Preparation of 1,3-Dibutyl-2-thiourea: this chemical can be prepared by n-butylamine and CS2 which react at 30 °C then heat at 100 °C. Finally, this chemical is obtained through last reaction of decomposition

1,3-Dibutyl-2-thiourea can be prepared by n-butylamine and CS2

Uses of 1,3-Dibutyl-2-thiourea: it can be used to produce benzothiazol-2-yl-butyl-amine at temperature of 60 °C. This reaction will need catalyst NiCl2(PEt3)2/NaBH3CN and solvent dimethylformamide with reaction time of 60 hours. The yield is about 85%.

1,3-Dibutyl-2-thiourea can be used to produce benzothiazol-2-yl-butyl-amine

When you are using this chemical, please be cautious about it as the following:
This chemical may cause damage to health. It is harmful by inhalation, in contact with skin and if swallowed. Whenever you will contact it, please wear suitable protective clothing and gloves.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CCCCNC(=S)NCCCC
(2)InChI: InChI=1S/C9H20N2S/c1-3-5-7-10-9(12)11-8-6-4-2/h3-8H2,1-2H3,(H2,10,11,12)
(3)InChIKey: KFFQABQEJATQAT-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 800mg/kg (800mg/kg)   National Technical Information Service. Vol. AD277-689,
rat LD50 oral 350mg/kg (350mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 90, Pg. 260, 1947.

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