Tetrahydrofurfuryl bromide

Base Information

• Chemical Name: Tetrahydrofurfuryl bromide
• CAS No.: 1192-30-9
• Deprecated CAS: 57236-97-2
• Molecular Formula: C5H9BrO
• Molecular Weight: 165.03
• Hs Code.: 29321900
• European Community (EC) Number: 214-750-3
• NSC Number: 93886
• DSSTox Substance ID: DTXSID10870857
• Nikkaji Number: J40.595G
• Mol file: 1192-30-9.mol

Synonyms:Tetrahydrofurfuryl bromide;1192-30-9;2-(Bromomethyl)tetrahydrofuran;2-(bromomethyl)oxolane;Furan, 2-(bromomethyl)tetrahydro-;2-(Bromomethyl)-tetrahydrofuran;FURAN, TETRAHYDRO-2-(BROMOMETHYL)-;(+/-)-tetrahydrofurfuryl bromide;Tetrahydrofurfurylbromide;EINECS 214-750-3;NSC 93886;BRN 0102717;2-Bromomethyl-tetrahydrofuran;5-17-01-00080 (Beilstein Handbook Reference);TETRAHYDROFRUFRYL BROMIDE;(2R)-2-Bromomethyl)oxolane;2-BROMOMETHYLTETRAHYDROFURAN;NSC93886;tetrahydro-furfuryl bromide;WLN: T5OTJ B1E;SCHEMBL8280;alpha-(Bromomethyl)tetrafuran;2-bromomethyl-tetrahydro-furan;2-tetrahydrofurylmethyl bromide;(+) tetrahydrofurfuryl bromide;2-(bromomethyl) tetrahydrofuran;VOHILFSOWRNVJJ-UHFFFAOYSA-;2-(bromomethyl)-tetrahydro-furan;DTXSID10870857;(+/-) tetrahydrofurfuryl bromide;AMY38018;MFCD00016894;NSC-93886;AKOS000122856;AKOS016843856;Tetrahydrofurfuryl bromide, AldrichCPR;SB12743;SB73883;AS-50372;LS-70591;CS-0052243;FT-0633446;T1808;EN300-18805;P10030;A804227;W-108524;Z90660999;F0001-0315

Chemical Property of Tetrahydrofurfuryl bromide

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 1.16mmHg at 25°C
• Refractive Index: 1.4853-1.4873
• Boiling Point: 181.4 °C at 760 mmHg
• Flash Point: 70.7 °C
• PSA: 9.23000
• Density: 1.447 g/cm³
• LogP: 1.56030
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 163.98368
• Heavy Atom Count: 7
• Complexity: 56

Purity/Quality:

99% ^*data from raw suppliers

(±)-TetrahydrofurfurylBromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(OC1)CBr
• Uses: (±)-Tetrahydrofurfuryl Bromide is a general chemical reagent used in the synthesis of tubulin polymerization inhibitors.

Technology Process of Tetrahydrofurfuryl bromide

There total 21 articles about Tetrahydrofurfuryl bromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

4-penten-1-yl trimethylsilyl ether (14031-96-0) → tetrahydrofurfuryl bromide (1192-30-9)

Guidance literature:

With N-Bromosuccinimide; C₂₈H₂₈Se₂⁽²⁺⁾*2BF₄^(1-); In dichloromethane; at 23 ℃; for 24h;

DOI:10.1021/acscatal.1c03622

Reference yield: 72.0%

n-Pent-4-enyl alcohol (821-09-0) + diphenyldisulfane (882-33-7) → tetrahydrofurfuryl bromide (1192-30-9) + 2-<(phenylthio)methyl>tetrahydrofuran (17414-08-3)

Guidance literature:

With tetrabutylammomium bromide; In dichloromethane; Ambient temperature; electrolyzed 0.02-0.03 A, 3 mA/cm²;

DOI:10.1016/S0040-4020(01)86141-X

Reference yield: 6.0%

Tetrahydrofurfuryl alcohol (97-99-4) → tetrahydrofurfuryl bromide (1192-30-9) + 1,2,5-tribromopentane (28885-22-5)

Guidance literature:

With phosphorus tribromide; In pyridine; toluene;

upstream raw materials:

Tetrahydrofurfuryl alcohol

4,5-dibromo-1-pentanol

1,5-dibromopentan-2-ol

methanol

Downstream raw materials:

2-(tetrahydrofuran-2-yl)acetonitrile

methyl-phenethyl-tetrahydrofurfuryl-amine

tetrahydrofuran-2-ylmethanethiol

2-Methyl-4,5-dihydrofuran

Refernces

• 1、 Kilimov et al.. "-". . . Retrieved 1967.
• 2、 Llera, Jose Manuel,Lopez, J. Cristobal,Fraser-Reid, Bert. "n-Pentenyl Glycosides as Mediators in the Asymmetric Synthesis of Monosubstituted Chiral Nonracemic Tetrahydrofurans and γ-Lactones". . p. 2997 - 2998. Retrieved 1990.
• 3、 Yoshida, Masato,Mochizuki, Hideki,Suzuki, Takashi,Kamigata, Nobumasa. "A Novel Method for the Conversion of Halide Anion to the Positive Halogen by Nitrobenzenesulfonyl Peroxide. Application to Oxyhalogenation of Olefin". . p. 3704 - 3706. Retrieved 1990.
• 4、 He, Xinxin,Wang, Xinyan,Tse, Ying-Lung (Steve),Ke, Zhihai,Yeung, Ying-Yeung. "Applications of Selenonium Cations as Lewis Acids in Organocatalytic Reactions". supporting information. p. 12869 - 12873. Retrieved 2018/09/14.