Cas no 939-54-8 (2-Bromoethyl Benzoate (~90%))

2-Bromoethyl Benzoate (~90%) structure
2-Bromoethyl Benzoate (~90%) structure
Product Name:2-Bromoethyl Benzoate (~90%)
CAS No:939-54-8
MF:C9H9BrO2
MW:229.070562124252
MDL:MFCD00059462
CID:40355
PubChem ID:87563267
Update Time:2024-10-25

2-Bromoethyl Benzoate (~90%) Chemical and Physical Properties

Names and Identifiers

    • 2-Bromoethyl benzoate
    • Benzoic acid 2-bomoethyl ester
    • Benzoic Acid 2-Bromoethyl Ester
    • Ethanol,2-bromo-, benzoate (6CI,7CI,8CI,9CI)
    • b-Bromoethyl benzoate
    • Ethanol, 2-bromo-, benzoate (6CI, 7CI, 8CI, 9CI)
    • β-Bromoethyl benzoate
    • beta-Bromoethyl benzoate
    • 72PB6FLV4E
    • KNBBDZULQFKSIE-UHFFFAOYSA-
    • MFCD00059462
    • AKOS005203196
    • 2-Bromoethyl benzoate, 98%
    • A11417
    • 2-bromoethylbenzoate
    • DTXCID30286239
    • SCHEMBL561869
    • 2-Bromoethyl Benzoate (~90%)
    • Bromoethyl Benzoate
    • CS-0156543
    • SY052379
    • B0065
    • 939-54-8
    • BS-22296
    • Ethanol, 2-bromo-, 1-benzoate
    • DTXSID30335150
    • MDL: MFCD00059462
    • Inchi: 1S/C9H9BrO2/c10-6-7-12-9(11)8-4-2-1-3-5-8/h1-5H,6-7H2
    • InChI Key: KNBBDZULQFKSIE-UHFFFAOYSA-N
    • SMILES: O=C(C1C=CC=CC=1)OCCBr

Computed Properties

  • Exact Mass: 227.97900
  • Monoisotopic Mass: 227.97859g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 4
  • Complexity: 142
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 26.3?2

Experimental Properties

  • Color/Form: Not determined
  • Density: 1.445?g/mL?at 25?°C(lit.)
  • Boiling Point: 285°C(lit.)
  • Flash Point: Degrees Fahrenheit:235.4°F
    Degrees Celsius:113°C
  • Refractive Index: n20/D 1.548(lit.)
  • PSA: 26.30000
  • LogP: 2.23830
  • Solubility: Not determined

2-Bromoethyl Benzoate (~90%) Security Information

2-Bromoethyl Benzoate (~90%) Customs Data

  • HS CODE:2916310090
  • Customs Data:

    China Customs Code:

    2916310090

    Overview:

    2916310090 Other benzoic acids and their salts and esters. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods) MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, Acrylic acid\Acrylates or esters shall be packaged clearly

    Regulatory conditions:

    A.Customs clearance form for Inbound Goods
    B.Customs clearance form for outbound goods

    Inspection and quarantine category:

    R.Sanitary supervision and inspection of imported food
    S.Sanitary supervision and inspection of exported food
    M.Import commodity inspection
    N.Export commodity inspection

    Summary:

    2916310090 other benzoic acid and its salts and esters.supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward).VAT:17.0%.tax rebate rate:9.0%.MFN tariff:6.5%.general tariff:30.0%

2-Bromoethyl Benzoate (~90%) Pricemore >>

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2-Bromoethyl Benzoate (~90%) Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: N-Bromosuccinimide ,  Triphenylphosphine Solvents: Dichloromethane ;  -78 °C; 10 min, -78 °C
1.2 Solvents: Dichloromethane ;  -78 °C; 2 h, -78 °C → rt
Reference
Kinetic Stabilization of an Oligomeric Protein by a Single Ligand Binding Event
Wiseman, R. Luke; Johnson, Steven M.; Kelker, Matthew S.; Foss, Ted; Wilson, Ian A.; et al, Journal of the American Chemical Society, 2005, 127(15), 5540-5551

Production Method 2

Reaction Conditions
1.1 Reagents: Azobisisobutyronitrile ,  N-Bromosuccinimide Solvents: Carbon tetrachloride
Reference
Reactions of the bromoalkyl carboxylates with magnesium leading to the synthesis of hydroxyketones
Huang, Naiju; Xu, Liangheng, Youji Huaxue, 1989, 9(5), 436-7

Production Method 3

Reaction Conditions
1.1 Catalysts: Azobisisobutyronitrile Solvents: Benzene
Reference
A new synthetic method for haloalkyl carboxylic esters from the radical ring cleavage of cyclic acetals with haloform
Lin, Hai-xia; Xu, Liang-heng; Huang, Nai-ju, Synthetic Communications, 1997, 27(2), 303-306

Production Method 4

Reaction Conditions
1.1 Solvents: Carbon tetrachloride
Reference
Alkyl peroxides. XVIII. Peroxy ortho acids. I. Autooxidation of cyclic acetals
Rieche, Alfred; Schmitz, Ernst; Beyer, Elfriede, Chemische Berichte, 1958, 91, 1935-41

Production Method 5

Reaction Conditions
1.1 Reagents: Bromotrichloromethane Catalysts: Iridium(1+), [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-κN1,κN1′]bis[3,5-diflu… ;  13.5 h, rt
Reference
IrIII-Catalyzed direct syntheses of amides and esters using nitriles as acid equivalents: a photochemical pathway
Talukdar, Ranadeep, New Journal of Chemistry, 2020, 44(14), 5303-5308

Production Method 6

Reaction Conditions
1.1 Solvents: Acetonitrile ;  10 h, reflux
Reference
Synthesis and antibacterial activity of 3-benzylamide derivatives as FtsZ inhibitors
Hu, Zhongping; Zhang, Shasha; Zhou, Weicheng; Ma, Xiang; Xiang, Guangya, Bioorganic & Medicinal Chemistry Letters, 2017, 27(8), 1854-1858

Production Method 7

Reaction Conditions
1.1 Reagents: Triethylamine Solvents: Dichloromethane ;  20 - 30 °C; 0.5 h, 20 - 30 °C
Reference
Preparation methods of impurities of antemetic aprepitant (APT)
, China, , ,

Production Method 8

Reaction Conditions
1.1 Reagents: Triethyl orthoformate ,  Pyridinium tribromide Solvents: 1,2-Dichloroethane ;  2 h, 50 °C
Reference
One-pot synthesis of ω-bromoesters from aromatic aldehydes and diols using pyridinium hydrobromide perbromide
Aoyama, Tadashi; Takido, Toshio; Kodomari, Mitsuo, Tetrahedron Letters, 2005, 46(12), 1989-1992

Production Method 9

Reaction Conditions
1.1 Reagents: Iodobenzene diacetate ,  Benzenaminium, N,N,N-trimethyl-, (tribromide) (1:1) Solvents: 1,2-Dichloroethane ;  4 h, 50 °C
Reference
One-pot synthesis of ω-bromo esters from aromatic aldehydes and diols using phenyltrimethylammonium tribromide
Hangirgekar, S. P., International Journal of ChemTech Research, 2012, 4(2), 651-654

Production Method 10

Reaction Conditions
1.1 Reagents: Hydrogen tribromide, compd. with (2S)-2-pyrrolidinemethanol (1:1) ;  28 h, rt
Reference
An effective synthesis of bromo esters from aromatic aldehydes using tribromide ionic liquid based on L-prolinol as reagent and reaction medium under mild conditions
Bao, Weiliang; Wang, Zhiming, Green Chemistry, 2006, 8(12), 1028-1033

Production Method 11

Reaction Conditions
Reference
Preparation of carboxylic acids from protected aldehydes
Anderson, Lawrence C.; Pinnick, Harold W., Journal of Organic Chemistry, 1978, 43(17), 3417-18

Production Method 12

Reaction Conditions
1.1 Reagents: N,N-Dibromobenzenesulfonamide Solvents: Carbon tetrachloride
Reference
N,N-dibromobenzenesulfonamide and N,N-dibromo-p-toluenesulfonamide
Crouch, R. David; Pindi, Suresh; Li, Guigen, e-EROS Encyclopedia of Reagents for Organic Synthesis, 2013, 1, 1-7

Production Method 13

Reaction Conditions
1.1 Reagents: Dicyclohexylcarbodiimide Catalysts: 4-(Dimethylamino)pyridine Solvents: Dichloromethane ;  rt; 16 h, rt
Reference
Preparation of levodopa derivative prodrugs
, World Intellectual Property Organization, , ,

Production Method 14

Reaction Conditions
1.1 Reagents: Potassium chloride ,  Potassium peroxymonosulfate sulfate (2KHSO5.KHSO4.K2SO4) Solvents: Acetonitrile ,  Water ;  25 min, rt
1.2 Catalysts: Triethylamine ;  70 min, rt
Reference
A study on reactions of an alkynylsilane with oxone-KX (X = Cl, Br, I) and its one-pot transformation into an amide/ester
Sriramoju, Vinodkumar; Jillella, Raveendra; Kurva, Srinivas; Madabhushi, Sridhar, Chemistry Letters, 2017, 46(4), 560-562

Production Method 15

Reaction Conditions
1.1 Reagents: 1H-Imidazolium, 1-butyl-3-methyl-, (tribromide) (1:1) ;  8 h, 80 °C
Reference
An alternative oxidizing and brominating method converting alcohols to aldehydes and β-bromoethyl esters using ionic liquid [Bmim][Br3]
Zhang, Yu; Bao, Weiliang, Journal of Chemical Research, 2006, (4), 263-266

Production Method 16

Reaction Conditions
1.1 Reagents: 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide Catalysts: 4-(Dimethylamino)pyridine Solvents: Dichloromethane ;  overnight, rt
Reference
Practical and General Alcohol Deoxygenation Protocol
Williams, Oliver P. ; Chmiel, Alyah F. ; Mikhael, Myriam ; Bates, Desiree M. ; Yeung, Charles S. ; et al, Angewandte Chemie, 2023, 62(18),

Production Method 17

Reaction Conditions
1.1 Reagents: Triethylamine Solvents: Dichloromethane ;  16 h, rt
Reference
N3-Substituted thymidine analogues V: Synthesis and preliminary PET imaging of N3-[18F]fluoroethyl thymidine and N3-[18F]fluoropropyl thymidine
Mukhopadhyay, Uday; Soghomonyan, Suren; Yeh, Hsin Hsien; Flores, Leo G.; Shavrin, Aleksandr; et al, Nuclear Medicine and Biology, 2008, 35(6), 697-705

Production Method 18

Reaction Conditions
1.1 Reagents: Triethylamine Solvents: Dichloromethane ;  16 h, rt
Reference
Radio-halo-thymidines and methods of their synthesis and use in PET imaging of cancer cells
, World Intellectual Property Organization, , ,

Production Method 19

Reaction Conditions
1.1 Reagents: Triethyl orthoformate ,  Pyridinium tribromide
Reference
Pyridinium Hydrobromide Perbromide - First Update to document cited in CA149:288093
Moon, M. P.; Crouch, R. David, e-EROS Encyclopedia of Reagents for Organic Synthesis, 2007, ,

Production Method 20

Reaction Conditions
1.1 Reagents: N,N-Dibromobenzenesulfonamide Solvents: Carbon tetrachloride
Reference
N,N-Dibromobenzenesulfonamide
Crouch, R. David, e-EROS Encyclopedia of Reagents for Organic Synthesis, 2007, ,

2-Bromoethyl Benzoate (~90%) Raw materials

2-Bromoethyl Benzoate (~90%) Preparation Products

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