Borane-tetrahydrofuran

HCID 11062302CAS 14044-65-6
Substructure searchFind similar structures

Basic information

Standard SMILES
C1CCOC1.[B]
InChIKey
UWTDFICHZKXYAC-UHFFFAOYSA-N
Molecular formula
C4H8BO
Average molar mass
82.92 g/mol

Names & identifiers

Preferred name
Borane-tetrahydrofuran
English name
Borane-tetrahydrofuran complex
Molecular formula
C4H11BO
Molecular weight
85.94

Names & synonyms

14044-65-6Borane-tetrahydrofuranBorane tetrahydrofuranTetrahydrofuran boranetetrahydrofuran-boraneBoron, trihydro(tetrahydrofuran)-, (T-4)-5EAR4ERR1L(TETRAHYDROFURAN)BORANEBORANE-THF (1:1)TETRAHYDROFURAN-BORANE (1:1)TRIHYDRO(TETRAHYDROFURAN)BORANEBORON HYDRIDE (BH3)-THF (1:1)
Show more names
BH3-THFBORANE(T-4)-Trihydro(tetrahydrofuran)boronBORANE TETRAHYDROFURAN COMPLEXTrihydro(tetrahydrofuran)boronBTHFBORAN-TETRAHYDROFURANCOMPLEXBorane, 1M in tetrahydrofuranBorane-tetrahydrofurane complex
Tetrahydrofuran--boraneCCRIS 3411BoraneTHFEINECS 237-881-8RefChem:569839EC 237-881-8DTXCID201359545(T4)Trihydro(tetrahydrofuran)boron

Database identifiers

CAS
14044-65-6
PubChem CID
11062302
UNII
5EAR4ERR1L
EC Number
237-881-8

Properties

Computed structural properties

Topological polar surface area
9.2 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
0
Heavy atoms
6

Experimental & physicochemical properties

Chemical ClassesMetals -> Metalloid Compounds (Boron)
Density0.898 @25 °C
Physical DescriptionLiquid; [Merck Index] 10% Solution in tetrahydrofuran: Colorless liquid with an acrid odor; [Alfa Aesar MSDS]

Physicochemical properties

Melting point
-17 °C · -17 °C
Boiling point
35 °C · 35 °C
Density
0.898 g/mL · 0.898 g/mL at 25 °C
Flash point
1 °F · 1 °F
storage temp.
20 °C · Store at <= 20°C.
form
Liquid

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 5.9% (11 of 188) of reports.

Danger

H225 (94.1%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P223, P231+P232, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P335+P334, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P402+P404, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 188 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Status: Active Update: 27-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/12062

Boron, trihydro(tetrahydrofuran)-, (T-4)-: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 item

Reacts violently with water; [Merck Index] 10% Solution in tetrahydrofuran (CAS# 109-99-9): Reacts violently with water evolving extremely flammable gases; May form explosive peroxides; An irritant that may cause serious eye injury; Harmful by ingestion; [Alfa Aesar MSDS] See Borane.

Hazard Classes and CategoriesFlam. Liq. 2 (94.1%)
CSL Reaction Information · 6 items

CSL00083

BORANE-TETRAHYDROFURAN COMPLEX

temperatures over 40C may lead to a self-sustaining exothermic reaction—if temperature reaches 60C, a violent decomposition reaction may occur

Explosive

User-Reported

7/8/18

Safety & protection

Protective Action Criteria (PAC) · 3 items

12 [mg/m3]

130 [mg/m3]

790 [mg/m3]

Safety data

F
1-10-13-34
wgk
3
tsca
TSCA listed
ridadr
UN 3399 4.3/PG 1
hs_code
29321900
risk_code
14/15-19-22-36/37/38-41-37/38-11-67-66-40-36/37

Chemistry & industry

Uses & manufacturing

UsesUsed in synthetic organic chemistry; [Merck Index]
General Manufacturing InformationBoron, trihydro(tetrahydrofuran)-, (T-4)-: ACTIVE
Applications · 4 items

DescriptionBorane tetrahydrofuran complex (BH3-THF) is widely used as a reducing agent in organic synthesis. It is also used as a reagent in hydroboration reactions.It is a charge-transfer complex that is a useful surrogate for diborane1 in organic synthesis. It can be used to reduce carboxylic acids to alcohols or nitriles to primary amines. It reacts with olefins to add the BH2 functional group. Alkyl- or arylboranes formed in this way can further react with unsaturated compounds such as olefins, imines, ketones, and alkynes (the hydroboration reaction) to make useful boron-containing intermediates.

UsesBorane-tetrahydrofuran complex is used to reduce Nylon surface amide groups to secondary amines.It is an important reagent used in the reduction of certain functional groups viz. aldehyde, ketone, carboxylic acid, amide, oxime, imine and nitrile. It is also used as hydro borating agent. It acts as a borane source for oxazaborolidine catalyzed asymmetric reductions.

UsesBorane-tetrahydrofuran complex is an important reagent used in the reduction of certain functional groups viz. aldehyde, ketone, carboxylic acid, amide, oxime, imine and nitrile. It is also used as hydro borating agent. It acts as a borane source for oxazaborolidine catalyzed asymmetric reductions. It is utilized to reduce nylon surface amide groups to secondary amines.

General DescriptionBorane tetrahydrofuran complex (BH3-THF) is widely used as a reducing agent in organic synthesis. It is also used as a reagent in hydroboration reactions.

Upstream & downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山东玖玥生物科技有限公司18853316981
爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

Related reactions

5 records
New reaction record

Linked notes

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