Butyl nitrite

Names

[ CAS No. ]:
544-16-1

[ Name ]:
Butyl nitrite

[Synonym ]:
Butyl ester of nitrous acid
Butyl nitrite
EINECS 208-862-1
n-BUTYL NITRITE
Nitrous acid, n-butyl ester
1-Butyl nitrite
Nitrous acid, butyl ester
MFCD00002058

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
78.8±3.0 °C at 760 mmHg

[ Molecular Formula ]:
C₄H₉NO₂

[ Molecular Weight ]:
103.120

[ Flash Point ]:
-13.3±0.0 °C

[ Exact Mass ]:
103.063332

[ PSA ]:
38.66000

[ LogP ]:
2.11

[ Vapour Pressure ]:
101.0±0.1 mmHg at 25°C

[ Index of Refraction ]:
1.416

[ Water Solubility ]:
SLIGHTLY SOLUBLE

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: RA0780000

CHEMICAL NAME :: Nitrous acid, butyl ester

CAS REGISTRY NUMBER :: 544-16-1

BEILSTEIN REFERENCE NO. :: 1701036

LAST UPDATED :: 199709

DATA ITEMS CITED :: 11

MOLECULAR FORMULA :: C4-H9-N-O2

MOLECULAR WEIGHT :: 103.14

WISWESSER LINE NOTATION :: ONO4

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 153 mg/kg

TOXIC EFFECTS :: Blood - methemoglobinemia-carboxyhemoglobin

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 83 mg/kg

TOXIC EFFECTS :: Behavioral - ataxia Behavioral - rigidity (including catalepsy) Lungs, Thorax, or Respiration - dyspnea

TYPE OF TEST :: LC50 - Lethal concentration, 50 percent kill

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 420 ppm/4H

TOXIC EFFECTS :: Behavioral - altered sleep time (including change in righting reflex) Behavioral - excitement Lungs, Thorax, or Respiration - cyanosis

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 171 mg/kg

TOXIC EFFECTS :: Liver - other changes Blood - methemoglobinemia-carboxyhemoglobin

TYPE OF TEST :: LC50 - Lethal concentration, 50 percent kill

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 567 ppm/1H

TOXIC EFFECTS :: Behavioral - changes in motor activity (specific assay) Lungs, Thorax, or Respiration - cyanosis Kidney, Ureter, Bladder - urine volume increased

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 158 mg/kg

TOXIC EFFECTS :: Liver - other changes

TYPE OF TEST :: TCLo - Lowest published toxic concentration

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 300 ppm/7H/60D-I

TOXIC EFFECTS :: Lungs, Thorax, or Respiration - changes in lung weight Endocrine - changes in spleen weight Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - hepatic microsomal mixed oxidase (dealkylation, hydroxylation, etc.)

MUTATION DATA

TYPE OF TEST :: Mutation in mammalian somatic cells

TEST SYSTEM :: Rodent - mouse Lymphocyte

DOSE/DURATION :: 2820 umol/L

REFERENCE :: EMMUEG Environmental and Molecular Mutagenesis. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.10- 1987- Volume(issue)/page/year: 14,115,1989 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-RUSSIA:STEL 1 mg/m3 JAN 1993

Safety Information

[ Symbol ]:

GHS02, GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H225-H301 + H331

[ Precautionary Statements ]:
P210-P261-P301 + P310-P311

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
F:Flammable;T:Toxic;

[ Risk Phrases ]:
R11;R23/25

[ Safety Phrases ]:
S16-S24-S45

[ RIDADR ]:
UN 2351 3/PG 2

[ WGK Germany ]:
1

[ RTECS ]:
RA0780000

[ Packaging Group ]:
II

[ Hazard Class ]:
3.1

[ HS Code ]:
2920909090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

Butanol
1-Bromobutane
Butyl iodide
sodium butoxide
Di-n-butyl ether suppliers in China
n-Butane
1-λ1-oxidanylbutane
Pentanoic acid
Carbon tetrachloride

DownStream

methyl 2-hydroxyimino-3-oxooctadecanoate
2-Nitro-4-tert-butylphenol
1-TERT-BUTYL-4-BUTOXYBENZENE
1-tert-Butyl-4-chlorobenzene
Butane, 1,1-dibutoxy-
4,4′-di-tert-butylazobenzene
Dibutyl carbonate
4-Nitrosomorpholine
Butanol

Customs

[ HS Code ]: 2920909090

[ Summary ]:
2920909090 esters of other inorganic acids of non-metals (excluding esters of hydrogen halides) and their salts; their halogenated, sulphonated, nitrated or nitrosated derivatives。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

Articles

Chemoselective nitration of aromatic sulfonamides with tert-butyl nitrite.

Chem. Commun. (Camb.) 49(5) , 514-6, (2013)

A methodology for the efficient conversion of aromatic sulfonamides into their mono-nitro derivatives using tert-butyl nitrite is reported. The reaction exhibits a high degree of chemoselectivity for ...

Post-translational modification in the gas phase: mechanism of cysteine S-nitrosylation via ion-molecule reactions.

Rapid Commun. Mass Spectrom. 25(21) , 3216-22, (2011)

The gas-phase mechanism of S-nitrosylation of thiols was studied in a quadrupole ion trap mass spectrometer. This was done via ion-molecule reactions of protonated cysteine and many of its derivatives...

Acute effects of some volatile nitrites on motor performance and lethality in mice.

Neurobehav. Toxicol. Teratol. 8(2) , 139-42, (1986)

Mice were examined for effects on lethality and motor performance on an inverted screen test following inhalation exposure to isoamyl, n-butyl and isobutyl nitrite. All three nitrites produced concent...