Butyl nitrite supplier | CasNO.544-16-1

Name
1-Butyl nitrite
EINECS 208-862-1
CAS No. 544-16-1
Article Data31
CAS DataBase
Density 0.99 g/cm³
Solubility Slightly soluble in water
Melting Point
Formula C₄H₉NO₂
Boiling Point 78.8 °C at 760 mmHg
Molecular Weight 103.121
Flash Point -13.333 °C
Transport Information UN 2351 3/PG 2
Appearance Clear yellow liquid
Safety 16-24-45
Risk Codes 11-23/25
Molecular Structure
Hazard Symbols F,T
Synonyms UNII-44P8QG0F3T;Butyl nitrite;BRN 1701036;NSC 8426;NCI-C56553;CCRIS 838;
PSA 38.66000
LogP 1.48450

Synthetic route

: 71-36-3
butan-1-ol

: 544-16-1
n-Butyl nitrite

Conditions

Conditions	Yield
With sulfuric acid; sodium nitrite In water at 0℃; for 1h;	80%
With tert.-butylnitrite In chloroform at 26℃; Equilibrium constant;
With nitrosylchloride In tetrachloromethane; acetic acid at 5℃; Thermodynamic data; Equilibrium constant; Rate constant; Ea, ΔH, ΔG, ΔS; various temperatures and solvent composition; solvent-jump relaxation; mechanism;

: 109-65-9
1-bromo-butane

A: 544-16-1
n-Butyl nitrite

B: 627-05-4
1-nitrobutane

Conditions

Conditions	Yield
With tetraphenylphosphonium nitrite (ionic form) Yield given. Yields of byproduct given;
With silver(I) nitrite; diethyl ether
With silver(I) nitrite; Petroleum ether
With tetraphenylphosphonium nitrite (ionic form) Yield given. Yields of byproduct given;

: 542-69-8
1-iodo-butane

A: 544-16-1
n-Butyl nitrite

B: 627-05-4
1-nitrobutane

Conditions

Conditions	Yield
With tetraphenylphosphonium nitrite (ionic form) Yield given. Yields of byproduct given;
With silver(I) nitrite; Petroleum ether
With silver(I) nitrite; diethyl ether
With tetraphenylphosphonium nitrite (ionic form) Yield given. Yields of byproduct given;

: 2372-45-4
sodium butanolate

: 544-16-1
n-Butyl nitrite

Conditions

Conditions	Yield
With dichloromethane; dinitrogen tetraoxide; butan-1-ol

: 19062-98-7
1-Butoxy radical

A: 544-16-1
n-Butyl nitrite

B: 123-72-8
butyraldehyde

Conditions

Conditions	Yield
With H2(15)NO at 175℃; Product distribution; ratios of disproportion to combination reactions; labeled by 15N;

: 142-96-1
dibutyl ether

A: 544-16-1
n-Butyl nitrite

B: 123-72-8
butyraldehyde

Conditions

Conditions	Yield
With Cu(NO3)2-SiO2 In tetrachloromethane for 1h; Heating; Yield given. Yields of byproduct given;

: 106-97-8
n-butane

A: 544-16-1
n-Butyl nitrite

B: 928-45-0
butyl nitrate

C: 924-43-6
sec-butyl nitrite

D: 600-24-8, 116783-22-3
2-nitrobutane

E: 924-52-7
2-butyl nitrate

F: 627-05-4
1-nitrobutane

Conditions

Conditions	Yield
With dihydrogen peroxide; Nitrogen dioxide at 24.9℃; under 300.02 Torr; Rate constant; Product distribution; Mechanism; boric-acid-coated surface; various pressure and carrier-gas composition;	A 6 % Chromat. B 0.3 % Chromat. C 31 % Chromat. D 51 % Chromat. E 3 % Chromat. F 7 % Chromat.

...Expand

: 109-65-9
1-bromo-butane

silver nitrite: silver nitrite

A: 544-16-1
n-Butyl nitrite

B: 627-05-4
1-nitrobutane

...Expand

: 542-69-8
1-iodo-butane

silver nitrite: silver nitrite

A: 544-16-1
n-Butyl nitrite

B: 627-05-4
1-nitrobutane

...Expand

: 109-52-4
valeric acid

NaNO3: NaNO3

natrium carbonate: natrium carbonate

A: 544-16-1
n-Butyl nitrite

B: 928-45-0
butyl nitrate

C: 591-68-4
butyl valerate

D racbutanediol-(2.3)-dinitrate(?): racbutanediol-(2.3)-dinitrate(?)

Conditions

Conditions	Yield
Reaktion des Natriumsalzes; Produkt 5: Octan; Produkt 6: Octandioldinitrat.Electrolysis;

...Expand

: 71-36-3
butan-1-ol

nitrosyl tetrafluoroborate: nitrosyl tetrafluoroborate

: 544-16-1
n-Butyl nitrite

Conditions

Conditions	Yield
With sodium carbonate at -10℃;

: 56-23-5
tetrachloromethane

: 142-96-1
dibutyl ether

nitrogen dioxide: nitrogen dioxide

A: 544-16-1
n-Butyl nitrite

B: 107-92-6
butyric acid

...Expand

: 544-16-1
n-Butyl nitrite

: PdCl2COOC4H9P(C6H5)3NO

: 74-85-1
ethene

: PdCl2(NO2)(P(C6H5)3)(NO)

Conditions

Conditions	Yield
In neat (no solvent) stirring (60°C, 2 h, 0.6 MPa of C2H4); addn. of pentane; elem.anal.;	95%

...Expand

: 1271-55-2
acetylferrocene

: 544-16-1
n-Butyl nitrite

: 124-41-4
sodium methylate

A: methyl ferrocenecarboxylate

B: 88787-91-1
isonitrosoacetylferrocene

Conditions

Conditions	Yield
In methanol to soln. of NaOCH3 added acetylferrocene; butyl nitrite added at 10°C; stirred for 10 h at 20°C; filtered, evapd.; sepd. chromatographically (aluminum oxide); (C5H5)Fe(C5H4COOCH3) eluted (hexane); (C5H5)Fe(C5H4COCHNOH) eluted (ethyl acetate);	A 94.1% B 3%

...Expand

: 544-16-1
n-Butyl nitrite

: 123-72-8
butyraldehyde

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In diethyl ether for 4h; Ambient temperature;	93%
With dimethyl sulfoxide at 70℃; for 6h;	87.06%
With oxygen at 24.9℃; under 700 Torr; Rate constant; Product distribution; Irradiation; further reactio pressure;	20%

: 128277-66-7
2,3-dimethyl-4-methanesulfonyl-1-bromobenzene

: 544-16-1
n-Butyl nitrite

: 3-bromo-2-methyl-6-methylsulfonylbenzaldoxime

Conditions

Conditions	Yield
With potassium tert-butylate In N-methyl-acetamide; ice-water; water; acetic acid	90%
With sodium ethanolate; sodium hydrogencarbonate In ice-water; acetic acid; N,N-dimethyl-formamide	331 g (75%)

: 1273-94-5
1,1'-diacetylferrocene

: 544-16-1
n-Butyl nitrite

: 865-48-5
sodium t-butanolate

: 1-acetyl-1'-[(hydroxyimino)acetyl]ferrocene sodium salt

Conditions

Conditions	Yield
In tert-butyl alcohol addn. of the ferrocene compd. to t-BuONa in t-BuOH, addn. of butyl nitrite at 10°C and stirring at this temp. for 20 h; filtration, washing with acetone and ether; elem. anal.;	90%

...Expand

: 250592-93-9
4-bromo-2-(4,5-dihydroisoxazol-3-yl)-3-methylaniline

: 544-16-1
n-Butyl nitrite

: 624-92-0
Dimethyldisulphide

: 12775-96-1, 15158-11-9, 15721-63-8, 16941-75-6, 17493-86-6, 19498-52-3, 20499-83-6, 20499-84-7, 20499-85-8, 20499-86-9, 20573-10-8, 20573-11-9, 21595-51-7, 21595-52-8, 22206-52-6, 26445-28-3, 28959-95-7, 37362-93-9, 39417-05-5, 54603-16-6, 54603-23-5, 54603-32-6, 54603-40-6, 54603-48-4, 54603-81-5, 54603-89-3, 56316-56-4, 95985-91-4, 122297-32-9, 7440-50-8
copper

: 250592-92-8
4-methylthio-3-(4,5-dihydroisoxazol-3-yl)-2-methylbromobenzene

Conditions

Conditions	Yield
With hydrogenchloride In water	89%

...Expand

: 544-16-1
n-Butyl nitrite

: 586-77-6
4-bromo-N,N-dimethylaniline

A: 2568-90-3
di-n-butyloxymethane

B: 937-23-5
4-bromo-N-nitroso-N-methylaniline

Conditions

Conditions	Yield
With water; ammonium chloride for 0.25h; Product distribution; Heating; also PTSA instead of NH4Cl;	A n/a B 88%

...Expand

: 1-ferrocenyl-1,3-butanedione

: 544-16-1
n-Butyl nitrite

: 2372-45-4
sodium butanolate

A: (C5H5)Fe(C5H4C(O)OCH2CH2CH2CH3)

B: [2-(hydroxyimino)-3-oxobutyryl]ferrocene

Conditions

Conditions	Yield
In butan-1-ol to soln. of NaOC4H9 added (3-oxobutyryl)ferrocene; butyl nitrite added at 10°C; stirred for 10 h at 20°C; filtered, evapd.; sepd. chromatographically (aluminum oxide); (C5H5)Fe(C5H4COOC4H9) eluted (hexane); (C5H5)Fe(C5H4COC(COCH3)NOH) eluted (ethyl acetate);	A 88% B 7%

...Expand

: 1273-94-5
1,1'-diacetylferrocene

: 544-16-1
n-Butyl nitrite

: 141-52-6
sodium ethanolate

: 1,1'-bis[(hydroxyimino)acetyl]ferrocene disodium salt

Conditions

Conditions	Yield
In ethanol addn. of the ferrocene compd. to EtONa in EtOH, addn. of butyl nitrite at 10°C and stirring at this temp. for 20 h; filtration, washing with acetone and ether; elem. anal.;	87%

...Expand

: 1-ferrocenyl-1,3-butanedione

: 544-16-1
n-Butyl nitrite

: 141-52-6
sodium ethanolate

A: ferrocenecarboxylic acid ethyl ester

B: [2-(hydroxyimino)-3-oxobutyryl]ferrocene

Conditions

Conditions	Yield
In ethanol to soln. of NaOC2H5 added (3-oxobutyryl)ferrocene; butyl nitrite added at 10°C; stirred for 10 h at 20°C; filtered, evapd.; sepd. chromatographically (aluminum oxide); (C5H5)Fe(C5H4COOC2H5) eluted (hexane); (C5H5)Fe(C5H4COC(COCH3)NOH) eluted (ethyl acetate);	A 87% B 11%

...Expand

: 10026-04-7, 53609-55-5
tetrachlorosilane

: 544-16-1
n-Butyl nitrite

: 4766-57-8
tetra(n-butoxy)silane

Conditions

Conditions	Yield
at 20-25°C;;	85%
at 20-25°C;;	85%

: 544-16-1
n-Butyl nitrite

: 83734-38-7
1,3,5-tris(2'-fluorophenyl)-hexahydro-1,3,5-triazine

: C11H15FN2O2

Conditions

Conditions	Yield
In dichloromethane for 1h; Heating;	80%

: 544-16-1
n-Butyl nitrite

: 20398-06-5
thallium (I) ethoxide

: 60-34-4
methylhydrazine

: 113925-83-0
thallium(I) (E)-methanediazotate

Conditions

Conditions	Yield
In diethyl ether byproducts: N2O, n-BuOH, EtOH; Peroxide free anhydrous Et2O, stirred in absence of air overnight, crystn.; Recrystn. from CH2Cl2 or CH2Cl2/CH3CN, elem. anal.;	80%

...Expand

: 544-16-1
n-Butyl nitrite

: 75400-19-0
dichlorobis(α-benzyl oximato)ruthenium(III)

: 174094-71-4
RuC28H20N3O5Cl

Conditions

Conditions	Yield
In methanol stirring (298 K, 1 h), cooling; filtration, soln. evapn. (red. pressure), pptn., washing (ether), redissoln. (methanol-water), soln. evapn., pptn., drying (vac.); IR monitoringat 1900 cm**-1, elem. anal.;	80%

: 544-16-1
n-Butyl nitrite

: 102310-99-6
1,3,5-tri-p-bromophenyl-hexahydro-1,3,5-triazine

: C11H15BrN2O2

Conditions

Conditions	Yield
In dichloromethane for 1h; Heating;	79%

: 1271-55-2
acetylferrocene

: 544-16-1
n-Butyl nitrite

: 141-52-6
sodium ethanolate

A: ferrocenecarboxylic acid ethyl ester

B: 88787-91-1
isonitrosoacetylferrocene

Conditions

Conditions	Yield
In ethanol to soln. of NaOC2H5 added acetylferrocene; butyl nitrite added at 10°C; stirred for 10 h at 20°C; filtered, evapd.; sepd. chromatographically (aluminum oxide); (C5H5)Fe(C5H4COOCH2CH3) eluted (hexane); (C5H5)Fe(C5H4COCHNOH) eluted (ethyl acetate);	A 78.6% B 20%

...Expand

: 2-(pyridin-2-yl)-2,3,4,5-tetrahydro-1-benzoxepin-5-one

: 60-29-7
diethyl ether

: 544-16-1
n-Butyl nitrite

: 4-hydroxyimino-2-(2-pyridyl)2,3,4,5-tetrahydro-1-benzoxepin-5-one

Conditions

Conditions	Yield
With hydrogenchloride; sodium hydroxide In tetrahydrofuran; dichloromethane; water	78.4%

...Expand

: 544-16-1
n-Butyl nitrite

: 586-77-6
4-bromo-N,N-dimethylaniline

A: 50-00-0
formaldehyd

B: 2568-90-3
di-n-butyloxymethane

C: 588-43-2
Tributyl orthoformate

D: 64230-27-9
2,4-dibromo-N,N-dimethylaniline

E: 130717-78-1
4-Bromo-N,N-di(n-butoxymethyl)benzeneamine

F: 937-23-5
4-bromo-N-nitroso-N-methylaniline

Conditions

Conditions	Yield
for 60h; Product distribution; Heating;	A n/a B 30 % Chromat. C 7 % Chromat. D n/a E 10 % Chromat. F 78%

...Expand

: (2R,3R,4S,5S)-2-(2-amino-6-chloro-9H-purin-9-yl)-4-(benzoyloxy)-5-[(ethylamino)carbonyl]-tetrahydro-3-furanyl benzoate

: 75-11-6
diiodomethane

: 544-16-1
n-Butyl nitrite

: 355144-97-7
(2R,3R,4S,5S)-4-(benzoyloxy)-2-(6-chloro-2-iodo-9H-purin-9-yl)-5-[(ethylamino)carbonyl]-tetrahydro-3-furanyl benzoate

Conditions

Conditions	Yield
With iodine; copper(I) iodide In tetrahydrofuran	78%

...Expand

: 544-16-1
n-Butyl nitrite

: 83-41-0
2,3-dimethylnitrobenzene

: 2-methyl-6-nitrobenzaldoxime

Conditions

Conditions	Yield
With potassium tert-butylate In N-methyl-acetamide; ice-water; water; acetic acid; toluene	77%
With potassium tert-butylate In N-methyl-acetamide; ice-water; water; acetic acid; toluene	77%

: 1-ferrocenyl-1,3-butanedione

: 544-16-1
n-Butyl nitrite

: 124-41-4
sodium methylate

A: methyl ferrocenecarboxylate

B: [2-(hydroxyimino)-3-oxobutyryl]ferrocene

Conditions

Conditions	Yield
In methanol to soln. of NaOCH3 added (3-oxobutyryl)ferrocene; butyl nitrite added at 10°C; stirred for 10 h at 20°C; filtered, evapd.; sepd. chromatographically (aluminum oxide); (C5H5)Fe(C5H4COOCH3) eluted (hexane); (C5H5)Fe(C5H4COC(COCH3)NOH) eluted (ethyl acetate); elem. anal.;	A 21.8% B 77%

...Expand

: 544-16-1
n-Butyl nitrite

: 39620-04-7
2-amino-3-chloropyridine

: 123-25-1
succinic acid diethyl ester

: ethyl 2-(3-chloropyridin-2-yl)-5-hydroxy-3-pyrazolidinecarboxylate

Conditions

Conditions	Yield
Stage #1: n-Butyl nitrite; 2-amino-3-chloropyridine With acetic acid; sodium nitrite In butan-1-ol at -5 - 10℃; Stage #2: succinic acid diethyl ester With ammonium hydroxide; nitrogen; ammonia In butan-1-ol at -5 - 95℃; under 37.5038 - 75.0075 Torr; for 2h; pH=4 - 10.5;	75.89%

...Expand

: 544-16-1
n-Butyl nitrite

: 32752-37-7
1,3,5-tris(4-methoxyphenyl)-1,3,5-triazinane

: C12H18N2O3

Conditions

Conditions	Yield
In dichloromethane for 1h; Heating;	73%

: 1271-55-2
acetylferrocene

: 544-16-1
n-Butyl nitrite

: 2372-45-4
sodium butanolate

A: 88787-91-1
isonitrosoacetylferrocene

B: (C5H5)Fe(C5H4C(O)OCH2CH2CH2CH3)

Conditions

Conditions	Yield
In butan-1-ol to soln. of NaOC4H9 added acetylferrocene; butyl nitrite added at 10°C; stirred for 10 h at 20°C; filtered, evapd.; sepd. chromatographically (aluminum oxide); (C5H5)Fe(C5H4COO(CH2)3CH3) eluted (hexane); (C5H5)Fe(C5H4COCHNOH) eluted (ethyl acetate); elem. anal.;	A 71% B 25.7%

...Expand

: 544-16-1
n-Butyl nitrite

: 17792-67-5
1-(4-(phenylthio)phenyl)-1-octanone

: C20H23NO2S

Conditions

Conditions	Yield
With hydrogenchloride In tetrahydrofuran at 20℃; for 5h; Concentration;	71%

: 544-16-1
n-Butyl nitrite

: 201230-82-2
carbon monoxide

: 542-52-9
Dibutyl carbonate

Conditions

Conditions	Yield
With auphen; potassium iodide In butan-1-ol at 80℃; under 22502.3 Torr; for 5h; Autoclave;	70.3%

: 544-16-1
n-Butyl nitrite

: 109423-11-2
C24H18N6

: C12H15N3O2

Conditions

Conditions	Yield
In dichloromethane for 20h; Heating;	70%

: 544-16-1
n-Butyl nitrite

: 83734-36-5
1,3,5-tris(2-chlorophenyl)-1,3,5-triazine

: N-nitroso-N-(n-butoxymethyl)-2-chlorophenylamine

Conditions

Conditions	Yield
In dichloromethane for 2h; Heating;	70%

Butyl nitrite Consensus Reports

Reported in EPA TSCA Inventory.

Butyl nitrite Specification

The Butyl nitrite with CAS registry number of 544-16-1 is also known as Nitrous acid, butyl ester. The IUPAC name is Butyl nitrite. It belongs to product categories of Organics; Carboxylic; Nitrogen Compounds; Organic Building Blocks; Organic Nitrates/Nitrites. Its EINECS registry number is 208-862-1. In addition, the formula is C₄H₉NO₂ and the molecular weight is 103.12. This chemical is a clear yellow liquid and should be stored at the temperature of 0-6 °C.

Physical properties about Butyl nitrite are: (1)ACD/LogP: 2.11; (2)ACD/LogD (pH 5.5): 2.1; (3)ACD/LogD (pH 7.4): 2.1; (4)ACD/BCF (pH 5.5): 23.41; (5)ACD/BCF (pH 7.4): 23.41; (6)ACD/KOC (pH 5.5): 332.58; (7)ACD/KOC (pH 7.4): 332.58; (8)#H bond acceptors: 3; (9)#Freely Rotating Bonds: 4; (10)Index of Refraction: 1.415; (11)Molar Refractivity: 26.08 cm³; (12)Molar Volume: 104 cm³; (13)Surface Tension: 31.1 dyne/cm; (14)Density: 0.99 g/cm³; (15)Enthalpy of Vaporization: 30.64 kJ/mol; (16)Boiling Point: 78.8 °C at 760 mmHg; (17)Vapour Pressure: 101 mmHg at 25 °C.

Preparation of Butyl nitrite: it is prepared by reaction of butan-1-ol. The reaction needs reagents NaNO₂, H₂SO₄ and solvent H₂O at the temperature of 0 °C for 1 hour. The yield is about 80%.

Uses of Butyl nitrite: it can be used as solvent, analytical reagent and organic synthesis intermediate. Besides, it is used to produce N-nitroso-N-(n-butoxymethyl)-2-chlorophenylamine by reaction with 1,3,5-tris-(2-chloro-phenyl)-hexahydro-[1,3,5]triazine. The reaction occurs with solvent CH₂Cl₂ and other condition of heating for 2 hours. The yield is about 70%.

Butyl nitrite is used to produce N-nitroso-N-(n-butoxymethyl)-2-chlorophenylamine by reaction with 1,3,5-tris-(2-chloro-phenyl)-hexahydro-[1,3,5]triazine.

When you are using this chemical, please be cautious about it. As a chemical, it is highly flammable that you keep away from sources of ignition. This chemical is also toxic by inhalation and if swallowed. During using it, avoid contact with skin. In case of accident or if you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: CCCCON=O
2. InChI: InChI=1S/C4H9NO2/c1-2-3-4-7-5-6/h2-4H2,1H3
3. InChIKey: JQJPBYFTQAANLE-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
man	TDLo	oral	153mg/kg (153mg/kg)	BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN	Annals of Internal Medicine. Vol. 92, Pg. 570, 1980.
mouse	LC50	inhalation	567ppm/1H (567ppm)	BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) LUNGS, THORAX, OR RESPIRATION: CYANOSIS KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED	Fundamental and Applied Toxicology. Vol. 1, Pg. 448, 1981.
mouse	LD50	intraperitoneal	158mg/kg (158mg/kg)	LIVER: OTHER CHANGES	Research Communications in Chemical Pathology and Pharmacology. Vol. 26, Pg. 75, 1979.
mouse	LD50	oral	171mg/kg (171mg/kg)	LIVER: OTHER CHANGES BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN	Research Communications in Substances Abuse. Vol. 3, Pg. 233, 1982.
rat	LC50	inhalation	420ppm/4H (420ppm)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) LUNGS, THORAX, OR RESPIRATION: CYANOSIS BEHAVIORAL: EXCITEMENT	Fundamental and Applied Toxicology. Vol. 8, Pg. 101, 1987.
rat	LD50	oral	83mg/kg (83mg/kg)	BEHAVIORAL: ATAXIA BEHAVIORAL: REGIDITY LUNGS, THORAX, OR RESPIRATION: DYSPNEA	JAT, Journal of Applied Toxicology. Vol. 1, Pg. 30, 1981.

Product Name

1-Butyl nitrite

Synthetic route

Butyl nitrite Consensus Reports

Butyl nitrite Specification

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