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1-Bromhexan

1-Bromohexane

HCID 8101
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Grundinformationen

CAS
111-25-1
Standard-SMILES
CCCCCCBr
InChIKey
MNDIARAMWBIKFW-UHFFFAOYSA-N
Summenformel
C6H13Br
Durchschnittliche Molmasse
165,07 g/mol
Monoisotopische Masse
164,02006

Überblick

1-Bromohexane is an organobromide compound. It is used to manufacture pharmaceuticals and organic chemicals. Bromine is a halogen element with the symbol Br and atomic number 35. Diatomic bromine does not occur naturally, but bromine salts can be found in crustal rock. (L625, L684)

Namen und Bezeichner

Bevorzugter Name
1-Bromohexane
IUPAC
1-bromohexane
Lokaler Name
1-Bromhexan
Englischer Name
1-Bromohexane
Summenformel
C6H13Br
Molmasse
165.07

Namen und Synonyme

1-BROMOHEXANE111-25-1Hexyl bromiden-Hexyl bromideBromohexane1-Hexyl bromideHexane, 1-bromo-DTXSID4021929WVA0FAX7GANSC-71206DTXCID101929RefChem:75167
Weitere Namen anzeigen
N-BROMOHEXANEHexylbromid1-Bromohexane 98% For Synthesis1-Bromhexan1-bromo-hexanJACS-111-25-1
203-850-2Pentane, bromomethyl-6-bromohexane1-bromo-hexane1-bromohexan1-bromo-n-hexaneMFCD000002711-BroMohexane--d2

Datenbank-Bezeichner

CAS
111-25-1
PubChem CID
8101
DTXSID
DTXSID4021929
ChEMBL
CHEMBL3187491
UNII
WVA0FAX7GA
EC Number
203-850-2
Nikkaji
J1.986K

Eigenschaften

Berechnete Struktureigenschaften

XLogP
3,8
Polarare Oberfläche (TPSA)
0 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
0
Frei drehbare Bindungen
4
Schwere Atome
7
Formalladung
0
Komplexität
27,4

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Halogenated Aliphatics, Saturated
SpringerMaterials PropertiesBoiling point
LogP3.8
Density1.1744 @ 20°C
Boiling Point155.3 °C @760 [mm Hg]
Melting Point-84.7 °C
Vapor Pressure3.9 [mmHg]
Physical Description · 2 Einträge

Liquid

Colorless liquid with a pleasant odor; [Alfa Aesar MSDS]

Physikochemische Eigenschaften

Schmelzpunkt
85 °C · −85 °C(lit.)
Siedepunkt
154 · 154-158 °C(lit.)

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H226 (99.5%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P273, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 202 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: Hexane, 1-bromo-

Hexane, 1-bromo- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Hexane, 1-bromo- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

REACH registered substance: 1-bromohexane (EC: 203-850-2)

1-Bromohexane: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryA skin and mucous membrane irritant; [Alfa Aesar MSDS] See 1-Bromopropane and 2-Bromopentane.
Hazard Classes and CategoriesFlam. Liq. 3 (99.5%)

Sicherheit und Schutzausrüstung

Protective Action Criteria (PAC) · 3 Einträge

120 [mg/m3]

1300 [mg/m3]

7600 [mg/m3]

Toxikologische Informationen

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 1 Eintrag

Bromine is mainly absorbed via inhalation, but may also enter the body through dermal contact. Bromine salts can be ingested. Due to its reactivity, bromine quickly forms bromide and may be deposited in the tissues, displacing other halogens. (L626)

Verwendung und Herstellung

UsesIt is used to manufacture pharmaceuticals and organic chemicals. Diatomic bromine does not occur naturally, but bromine salts can be found in crustal rock.
U.S. Production2023: <50,000 lb
General Manufacturing InformationHexane, 1-bromo-: ACTIVE

Anwendungen

Verwenden1-Bromohexane is utilized in the preparation of pharmaceuticals and organic chemicals. It is involved in Grignard reactions as an alkylating agent and in the synthesis of bromo-cyclic compounds.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

1-Chlorhexan

Nachgelagerte Produkte

2-(2-Hexyloxyethoxy)ethanolTrihexylphosphinNatriumhexan-1-sulfonatmonohydratSodium 1-hexanesulfonate monohydrate

Zugehörige Reaktionen

415
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HRID 5619als Eduktuspto-grants-1993_09
Reaktionsgleichung von HRID 5623
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Reaktionsgleichung von HRID 11741
HRID 11741als Eduktuspto-grants-2006_08
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HRID 12062als Eduktuspto-grants-2010_06
Reaktionsgleichung von HRID 36469
HRID 36469als Eduktuspto-grants-1995_05
Reaktionsgleichung von HRID 65067
HRID 65067als Eduktuspto-grants-1986_09
Reaktionsgleichung von HRID 86502
HRID 86502als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 88675
HRID 88675als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
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Dichte
1.176 g/mL · 1.176 g/mL at 25 °C(lit.)
Dampfdichte
5.7 · 5.7 (vs air)
Dampfdruck
10 mm · <10 mm Hg ( 20 °C)
Brechungsindex
20 · n20/D 1.448(lit.)
Flammpunkt
135 °F · 135 °F
storage temp.
30 °C · Store below +30°C.
Löslichkeit
1 g/l · <1g/l
Aggregatzustand
Liquid
Farbe
Clear
Wasserlöslichkeit
Immiscible with water.
Spezifische Wärmekapazität
1.24 J/ · Cp(liquid): 1.24 J/(g·K), at 25℃
BRN
1731290 · 1731290
Henry's Law Constant
3 · 3.0×10-4 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
Dielectric constant
5.8 · 5.8(24℃)
Stabilität
Stable. Incompatible with strong oxidizing agents, strong bases. Combustible.
InChI
1S/C6H13Br/c1-2-3-4-5-6-7/h2-6H2,1H3
InChIKey
MNDIARAMWBIKFW-UHFFFAOYSA-N
SMILES
CCCCCCBr
CAS Datenbank
111 · 111-25-1(CAS DataBase Reference)
NIST chemische Informationen
1 · Hexane, 1-bromo-(111-25-1)
EPA chemische Informationen
1 · Hexane, 1-bromo- (111-25-1)
Treatment · 1 Eintrag

EYES: irrigate opened eyes for several minutes under running water. INGESTION: do not induce vomiting. Rinse mouth with water (never give anything by mouth to an unconscious person). Seek immediate medical advice. SKIN: should be treated immediately by rinsing the affected parts in cold running water for at least 15 minutes, followed by thorough washing with soap and water. If necessary, the person should shower and change contaminated clothing and shoes, and then must seek medical attention. INHALATION: supply fresh air. If required provide artificial respiration.

Health Effects · 1 Eintrag

Bromine vapour causes irritation and direct damage to the mucous membranes. Elemental bromine also burns the skin. The bromide ion is a central nervous system depressant and chronic exposure produces neuronal effects. This is called bromism and can result in central reactions reaching from somnolence to coma, cachexia, exicosis, loss of reflexes or pathologic reflexes, clonic seizures, tremor, ataxia, loss of neural sensitivity, paresis, papillar edema of the eyes, abnormal speech, cerebral edema, delirium, aggressiveness, and psychoses. (L625, L626, L627)

Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure RoutesOral (L626) ; inhalation (L626) ; dermal (L626)
Toxicity Summary · 1 Eintrag

Bromine is a powerful oxidizing agent and is able to release oxygen free radicals from the water in mucous membranes. These free radicals are also potent oxidizers and produce tissue damage. In additon, the formation of hydrobromic and bromic acids will result in secondary irritation. The bromide ion is also known to affect the central nervous system, causing bromism. This is believed to be a result of bromide ions substituting for chloride ions in the in actions of neurotransmitters and transport systems, thus affecting numerous synaptic processes. (L626, L627, A543)

Signs and Symptoms · 1 Eintrag

Bromine vapour causes irritation and direct damage to the mucous membranes. Symptoms include lacrimation, rhinorrhoea, eye irritation with mucous secretions from the oropharyngeal and upper airways, coughing, dyspnoea, choking, wheezing, epistaxis, and headache. The bromide ion is a central nervous system depressant producing ataxia, slurred speech, tremor, nausea, vomiting, lethargy, dizziness, visual disturbances, unsteadiness, headaches, impaired memory and concentration, disorientation and hallucinations. This is called bromism. (L626, L627)

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Toxicity DataLC50 (rat) = 550,000 mg/m3/30min

Sicherheitsdaten

wgk
2
tsca
TSCA listed
ridadr
UN 1993 3/PG 3
hs_code
29033036
RTECS-Nr.
MO0925000
risk_code
36/37/38-10
Toxizität
LD50 orally in Rabbit: > 2000 mg/kg
hazard_code
Xi
safety_code
26-36-16
hazard_class
3
packing_group
III
Speicherklasse
3 - Flammable liquids
Hazard Classifications
Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3
1-(3 5-Dimethoxyphenyl)heptan-1-one 96
(N-Hexyl)trimethylammonium bromide
2-Hexyldecansure
1-(4-Bromophenyl)hexane
Benzenethiol, 4-(hexyloxy)-
2,5-Dibromo-3-hexylthiophene
7-Tridecanol
4,4-Dihexyl-4H-cyclopenta[1,2-b:5,4-b']dithiophene
3-Hexylthiophene
3-Bromhexan
3-(hexyloxy)benzaldehyde