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Triethylborane

HCID 7357
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
97-94-9
Standard SMILES
CCB(CC)CC
InChIKey
LALRXNPLTWZJIJ-UHFFFAOYSA-N
Molecular formula
C6H15B
Average molar mass
98 g/mol
Monoisotopic mass
98.12668088

Overview

used in the radical deuteration reaction of ribonucleoside derivatives

Names & identifiers

Preferred name
Triethylborane
IUPAC
triethylborane
English name
Triethylborane
Molecular formula
C6H15B
Molecular weight
97.99

Names & synonyms

Triethylborane97-94-9TRIETHYLBORONBorane, triethyl-TriethylborineBoron triethylBoron ethylZ3S980Z4P3DTXSID2052653RefChem:191525DTXCID9031226202-620-9
Show more names
(C2H5)3BBorethylTriethylbotriethyl-boranborane,triethyl-
HSDB 897EINECS 202-620-9UNII-Z3S980Z4P3BRN 1731462BEt3Et3BTriethylborane (1.0 M in THF)4-04-00-04359 (Beilstein Handbook Reference)

Database identifiers

CAS
97-94-9
PubChem CID
7357
DTXSID
DTXSID2052653
UNII
Z3S980Z4P3
EC Number
202-620-9
Nikkaji
J55.478B

Properties

Computed structural propertiesFilling in

Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
3
Heavy atoms
7
Formal charge
0
Complexity
25.7

Experimental & physicochemical properties

Chemical ClassesMetals -> Metalloid Compounds (Boron)
Density0.70 g/cu cm at 23 °C
Color/Form · 2 items

Colorless liquid

Colorless fuming liquid

Solubility · 2 items

Soluble in alcohol, ether

Miscible with most organic solvents; immiscible with water

Flash Point-33 °F (-36 dec C) (open cup) /table/
Boiling Point95 °C
DecompositionWhen heated to decomposition or upon contact with air it emits toxic acrid smoke and irritating fumes.
Melting Point-93 °C
Vapor Pressure · 2 items

53.0 [mmHg]

53 mm Hg at 25 °C /est/

Refractive IndexIndex of refraction: 1.3971

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

Danger

H225 (16.4%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P203, P210, P222, P231, P233, P240, P241, P242, P243, P260, P264, P264+P265, P270, P271, P280, P284, P301+P316, P301+P330+P331, P302+P335+P334, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P318, P320, P321, P330, P363, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 256 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids]

Hazard information

Regulatory Information · 3 items

Chemical: Borane, triethyl-

Status: Active Update: 19-08-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/19345

Borane, triethyl-: HSNO Approval: HSR001432 Approved with controls

Fire PotentialSpontaneously flammable in air
Hazards Summary · 1 item

Highly irritating; Animals exposed to high inhalation dose have lung irritation and convulsions; Oral LD50 (rat) = 235 mg/kg; . . . would decompose before occupational exposure can occur. [HSDB] Spontaneously flammable; [Merck Index] Corrosive to skin and eyes; [eChemPortal: ERMA] The trialkylborons are not soluble nor reactive in water; Toxic to rats at nonpyrophoric concentrations; [Ullmann] Pyrophoric; A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; [MSDSonline] See Tri-n-butylborane.

RCRA Requirements · 1 item

[40 CFR 261.32; U.S. National Archives and Records Administration's Electronic Code of Federal Regulations. Available from: http://www.gpoaccess.gov/ecfr as of December 15, 2004)] D003; A solid waste containing triethylboron may become characterized as a hazardous waste when subjected to testing for reactivity as stipulated in 40 CFR 261.23, and if so characterized, must be managed as a hazardous waste.

Chemistry & industry

Uses & manufacturing

Uses · 4 items

Used as a fuel additive, fuel igniter, polymerization catalyst, and intermediate; [HSDB] Used in organic syntheses (radical initiator and blocking agent); [Merck Index]

Petroleum Production and Refining [Category: Industry]

Fuel additive; igniter or fuel for jet and rocket engines; olefin polymerization catalyst; intermediate

Triethylborane (TEB) is used by the USAF as a fuel additive to nonhypergolic propellants to increase fuel ignition speed and retard engine flameout.

Methods of ManufacturingReaction of triethylaluminum and boron halide, or diborane and ethylene
General Manufacturing Information · 3 items

Borane, triethyl-: ACTIVE

Mixtures with triethylaluminum have been used as hypergolic igniters for rocket propulsion systems.

Because of the low volume of organoboranes and the expensive raw material that are required for manufacture, organoboranes are expensive /chemical products/.

Applications · 3 items

UsesReagent in organic syntheses blocking agent and radical initiator.

UsesTriethylborane reacted with 8-hydroxyquinoline to synthesize three 8--hydroxyquinolato (q) boron compounds B(C2H5)2q (1), BPh2q (2), and B(2-naph)2q (3).

UsesIt is used in mixtures with triethylaluminumas hypergolic igniters in rocket propulsionsystems.

Preparation methods

PreparationTriethylborane is prepared by reacting triethylaluminium with boron halides or by reacting diborane with ethylene: (C₂H₅)₃Al + BCl₃ → (C₂H₅)₃B + AlCl₃B₂H₆ + CH₂=CH₂ → (C₂H₅)₃B

Upstream & downstream products

Downstream products

Related reactions

233 records
New reaction record
HRID 10743 reaction equation
HRID 10743As reactantuspto-grants-2006_08
HRID 11916 reaction equation
HRID 11916As reactantuspto-grants-2006_08
HRID 12032 reaction equation
HRID 12032As reactantuspto-grants-2010_06
HRID 14283 reaction equation
HRID 14283As reactantuspto-grants-2010_06
HRID 30553 reaction equation
HRID 30553As reactantuspto-grants-2008_09
HRID 30825 reaction equation
HRID 30825As reactantuspto-grants-2008_09
HRID 52335 reaction equation
HRID 52335As reactantuspto-grants-1997_04
HRID 52336 reaction equation
HRID 52336As reactantuspto-grants-1997_04
Page 1 of 30

Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Heat of Combustion
20,000 BTU/LB
Physical DescriptionColorless liquid; [Merck Index]

Physicochemical properties

Melting point
-92 °C · -92°C
Boiling point
95 °C · 95°C
Density
0.865 g/mL · 0.865 g/mL at 25 °C
vapor pressure
67 hPa · 67hPa at 25℃
refractive index
20 · n20/D 1.380
Flash point
1 °F · 1 °F
storage temp.
0 · 0-6°C
form
Liquid
color
Colorless to light amber
Water Solubility
Decomposes
Specific Heat Capacity
2.46 J/ · Cp(liquid): 2.46 J/(g·K), at 25℃
Sensitive
Air Sensitive
Merck
14 · 14,9668
BRN
1731462 · 1731462
InChI
1S/C6H15B/c1-4-7(5-2)6-3/h4-6H2,1-3H3
InChIKey
LALRXNPLTWZJIJ-UHFFFAOYSA-N
SMILES
CCB(CC)CC
CAS DataBase Reference
97 · 97-94-9(CAS DataBase Reference)
FDA UNII
3 S980Z4P3 · Z3S980Z4P3
NIST Chemistry Reference
Borane, triethyl-(97-94-9)
EPA Substance Registry System
Borane, triethyl- (97-94-9)
UNSPSC Code
12352001 · 12352001
NACRES
22 · NA.22
Symbol(GHS)
2 · GHS02,GHS05,GHS07,GHS08
Signal word
Danger
Hazard statements
302 · H302-H333-H314-H371-H372-H351-H335-H225
Precautionary statements
501 · P501-P260-P270-P202-P240-P210-P233-P201-P243-P241-P242-P271-P264-P280-P370+P378-P308+P311-P303+P361+P353-P301+P330+P331-P363-P301+P312+P330-P304+P340+P310-P305+P351+P338+P310-P403+P233-P403+P235-P405
target organs
Central nervous system, Nervous system
Hazard Codes
F+,C,N,F
Risk Statements
12 · 12-17-19-22-34-66-67-65-62-51/53-48/20-11-40-37
Safety Statements
7 · 7-9-16-23-26-29-33-36/37/39-43-45-61-43A-62
RIDADR
3399 · UN 3399 4.3/PG 2
WGK Germany
2 · 2
RTECS
2100000 · ED2100000
F
2 · 2-10
TSCA
TSCA listed
HazardClass
3 · 3
PackingGroup
II
HS Code
29319090 · 29319090
Storage Class
4.3 · 4.3 - Hazardous materials which set free flammable gases upon contact with water
Hazard Classifications
2 Asp · Aquatic Chronic 2Asp. Tox. 1Eye Dam. 1Flam. Liq. 2Repr. 2Skin Corr. 1ASTOT RE 1 InhalationSTOT SE 3
Hazardous Substances Data
97 · 97-94-9(Hazardous Substances Data)
Toxicity
50 orl-rat: · LD50 orl-rat: 235 mg/kg 14KTAK -,693,64
REACH Registrations
Active
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
EPA Hazardous Waste NumberD003; A waste containing triethylboron may (or may not) be characterized a hazardous waste following testing for the reactivity characteristics as prescribed by the Resource Conservation and Recovery Act (RCRA) regulations.
NFPA Hazard Classification · 4 items

1 - Materials that, under emergency conditions, can cause significant irritation.

3 - Liquids and solids that can be ignited under almost all ambient temperature conditions. Materials produce hazardous atmospheres with air under almost all ambient temperatures or, though unaffected by ambient temperatures, are readily ignited under almost all conditions.

2 - Materials that readily undergo violent chemical changes at elevated temperatures and pressures.

W - No water: Materials that react violently or explosively with water.

Hazard Classes and Categories · 2 items

Flam. Liq. 2 (16.4%)

Flammable liquids - Category 2

State Drinking Water Guidelines · 5 items

(CA) CALIFORNIA 1000 ug/L /Boron/

(NH) NEW HAMPSHIRE 630 ug/L /Boron/

(ME) MAINE 1,400 ug/L /Boron/

(MN) MINNESOTA 1,000 ug/L /Boron/

(WI) WISCONSIN 960 ug/L /Boron/

Federal Drinking Water GuidelinesEPA 600 ug/L /Boron/
Shipping Name/ Number DOT/UN/NA/IMO · 1 item

[40 CFR 261.32; U.S. National Archives and Records Administration's Electronic Code of Federal Regulations. Available from: http://www.gpoaccess.gov/ecfr as of December 15, 2004)] D003; A solid waste containing triethylboron may become characterized as a hazardous waste when subjected to testing for reactivity as stipulated in 40 CFR 261.23, and if so characterized, must be managed as a hazardous waste.

Explosive Limits and Potential... May ... explode in moist air ... /Boranes/
Skin, Eye, and Respiratory Irritations · 2 items

... Strong irritant

... May produce irritation of the nasal mucous membranes, the respiratory tract, and eyes. /Boron compounds/

Safety & protection

Fire Fighting ProceduresDo NOT use halogenated extinguishing agents.
Disposal Methods · 1 item

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Preventive Measures · 3 items

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

All equipment should be fully enclosed and carefully designed to eliminate any likelihood of autoignition. All equipment must be purged before opening. All possible sources of ignition should be eliminated and processes in which boron hydrides are heated must be minutely controlled. Automatic leak detectors with visual and acoustic warning signals should be fitted. Where possible, processes should be automated or operated by remote control. /Boron hydrides/

All containers should be thoroughly flushed before maintenance work is carried out on them and, in event of leakage, only persons with adequate personal protective equipment should be allowed in vicinity of containers. /Boranes/

Other Standards Regulations and Guidelines · 2 items

Limit for livestock is 5 ug/ml boron in water. /Boron/

0.5 mg/l maximum (USSR) /Boron in drinking water/

Toxicology

Environmental Fate · 3 items

TERRESTRIAL FATE: Triethylboron is spontaneously flammable in air and reacts with water(1). Triethylboron should have a very short existence in the environment(SRC).

AQUATIC FATE: Triethylboron is spontaneously flammable in air and reacts with water(1). Triethylboron should have a very short existence in the environment(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), triethylboron, which has an estimated vapor pressure of 53 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Triethylboron is spontaneously flammable in air and reacts with water(3). Triethylboron should have a very short existence in the environment(SRC).

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Medical SurveillanceNo specific considerations are needed for boric acid or borates except for general health and liver and kidney function. /Boric acid and borates/
Soil Adsorption/MobilityTriethylboron is spontaneously flammable in air and reacts with water(1). Adsorption to soil or suspended particles in water is not considered an important environmental fate for triethylboron(SRC).
Artificial Pollution Sources · 1 item

Triethylboron's production and use as an igniter or fuel for jet and rocket engines, fuel additive, olefin polymerization catalyst, and as a chemical intermediate(1) may result in its release to the environment through various waste streams(SRC).

Environmental BiodegradationTriethylboron is spontaneously flammable in air and reacts with water(1). Biodegradation in not considered an important environmental fate for triethylboron(SRC).
Environmental BioconcentrationTriethylboron is spontaneously flammable in air and reacts with water(1). Bioconcentration is not considered an important environmental fate for triethylboron(SRC).
Volatilization from Water/SoilTriethylboron is spontaneously flammable in air and reacts with water(1). Volatilization from water or soil is not considered an important environmental fate for triethylboron(SRC).
Non-Human Toxicity Excerpts/LABORATORY ANIMALS: Acute Exposure/ Animal /inhalation/ experiments show that the vapor ... causes pulmonary irritation and convulsions.
Environmental Abiotic DegradationTriethylboron is spontaneously flammable in air and reacts with water(1). These reactions should be the dominant fate processes for triethylboron(SRC).
Probable Routes of Human Exposure · 1 item

Occupational exposure to triethylboron may occur through inhalation and dermal contact with this compound at workplaces where triethylboron is produced or used. When used commercially, triethylboron would need to be handled in an inert atmosphere. The high reactivity, rapid decomposition, and commercial handling techniques suggest that triethylboron would decompose before occupational exposure can occur, should small amounts be released. Exposure to the general population is not be expected because of the spontaneous decomposition of triethylboron on contact with oxygen or moisture. (SRC)

Environmental Fate/Exposure Summary · 1 item

Triethylboron's production and use as an igniter or fuel for jet and rocket engines, fuel additive, olefin polymerization catalyst, and as a chemical intermediate may result in its release to the environment through various waste streams. If released to air, an estimated vapor pressure of 53 mm Hg at 25 °C indicates triethylboron will exist solely as a vapor in the ambient atmosphere. Triethylboron is spontaneously flammable in air and reacts with water. These rapid reactions should dominate over all other environmental fate processes, and triethylboron should have a very short existence in the environment. Occupational exposure to triethylboron may occur through inhalation and dermal contact with this compound at workplaces where triethylboron is produced or used. When used commercially, triethylboron would need to be handled in an inert atmosphere. The high reactivity, rapid decomposition, and commercial handling techniques suggest that triethylboron would decompose before occupational exposure can occur, should small amounts be released. Exposure to the general population is not be expected because of the spontaneous decomposition of triethylboron on contact with oxygen or moisture. (SRC)

Regulatory information

RCRA Requirements · 1 item

[40 CFR 261.32; U.S. National Archives and Records Administration's Electronic Code of Federal Regulations. Available from: http://www.gpoaccess.gov/ecfr as of December 15, 2004)] D003; A solid waste containing triethylboron may become characterized as a hazardous waste when subjected to testing for reactivity as stipulated in 40 CFR 261.23, and if so characterized, must be managed as a hazardous waste.

State Drinking Water Guidelines · 5 items

(CA) CALIFORNIA 1000 ug/L /Boron/

(NH) NEW HAMPSHIRE 630 ug/L /Boron/

(ME) MAINE 1,400 ug/L /Boron/

(MN) MINNESOTA 1,000 ug/L /Boron/

(WI) WISCONSIN 960 ug/L /Boron/

Federal Drinking Water GuidelinesEPA 600 ug/L /Boron/

Safety data

F
2-10
wgk
2
tsca
TSCA listed
rtecs
ED2100000
ridadr
UN 3399 4.3/PG 2
hs_code
29319090
Toxicity
LD50 orl-rat: 235 mg/kg 14KTAK -,693,64
risk_code
12-17-19-22-34-66-67-65-62-51/53-48/20-11-40-37
Signal word
Danger
Symbol(GHS)
GHS02,GHS05,GHS07,GHS08
hazard_code
F+,C,N,F
safety_code
7-9-16-23-26-29-33-36/37/39-43-45-61-43A-62
hazard_class
3
Storage Class
4.3 - Hazardous materials which set free flammable gases upon contact with water
packing_group
II
target organs
Central nervous system, Nervous system
Hazard statements
H302-H333-H314-H371-H372-H351-H335-H225
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
REACH Registrations
Active
Hazard Classifications
Aquatic Chronic 2Asp. Tox. 1Eye Dam. 1Flam. Liq. 2Repr. 2Skin Corr. 1ASTOT RE 1 InhalationSTOT SE 3
Precautionary statements
P501-P260-P270-P202-P240-P210-P233-P201-P243-P241-P242-P271-P264-P280-P370+P378-P308+P311-P303+P361+P353-P301+P330+P331-P363-P301+P312+P330-P304+P340+P310-P305+P351+P338+P310-P403+P233-P403+P235-P405
Hazardous Substances Data
97-94-9(Hazardous Substances Data)
Fluvastatin sodium saltSODIUM TETRAETHYLBORATEAtorvastatin1-Naphthalenemethanol1-Phenyl-1-propanolISOBUTANE2-HexanoneN-Ethylcyclohexylamine4'-Ethylpropiophenone2-ETHYLBENZONITRILETRIETHYLGALLIUM3-methyl-4-phenylbutan-2-ol1-Phenylpropan-1-amineETHYL-O-TOLYL KETONE6-ETHYL-2-METHOXYLNAPHTHALINEETHYL 4-NITROBENZOATE4-Ethylbenzenesulfonamide9-BBN DIMER