3-(Bromomethyl)benzoic acid N-succinimidylester

Base Information

• Chemical Name: 3-(Bromomethyl)benzoic acid N-succinimidylester
• CAS No.: 155863-35-7
• Molecular Formula: C₁₂H₁₀BrNO₄
• Molecular Weight: 312.12
• European Community (EC) Number: 622-557-4
• DSSTox Substance ID: DTXSID40434663
• Wikidata: Q82249133
• Mol file: 155863-35-7.mol

Synonyms:155863-35-7;3-(Bromomethyl)benzoic acid N-succinimidylester;N-Succinimidyl 3-(bromomethyl)benzoate;(2,5-dioxopyrrolidin-1-yl) 3-(bromomethyl)benzoate;3-(Bromomethyl)benzoic acid n-succinimidyl ester;2,5-DIOXOPYRROLIDIN-1-YL 3-(BROMOMETHYL)BENZOATE;starbld0026875;SCHEMBL16426741;DTXSID40434663;J-009250;3-(Bromomethyl)benzoic acid N-succinimidylester, >=95.0%

Chemical Property of 3-(Bromomethyl)benzoic acid N-succinimidylester

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Storage Temp.: −20°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 310.97932
• Heavy Atom Count: 18
• Complexity: 355

Purity/Quality:

98%Min ^*data from raw suppliers

3-(Bromomethyl)benzoic acid N-succinimidylester ≥95.0% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

Useful:

• Canonical SMILES: C1CC(=O)N(C1=O)OC(=O)C2=CC=CC(=C2)CBr

Technology Process of 3-(Bromomethyl)benzoic acid N-succinimidylester

There total 2 articles about 3-(Bromomethyl)benzoic acid N-succinimidylester 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: 72.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 3-bromomethylbenzoic acid (6515-58-8) → 1-<(3-bromomethylbenzoyl)oxy>-2,5-pyrrolidinedione (155863-35-7)

Guidance literature:

With dicyclohexyl-carbodiimide; In acetonitrile; Ambient temperature;

Reference yield:

m-Toluic acid (99-04-7) → 1-<(3-bromomethylbenzoyl)oxy>-2,5-pyrrolidinedione (155863-35-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 44 percent / t-butyl benzoyl peroxide / CCl₄ / 4 h / Heating

2: 72 percent / dicyclohexylcarbodiimide / acetonitrile / Ambient temperature

With tert-Butyl peroxybenzoate; dicyclohexyl-carbodiimide; In tetrachloromethane; acetonitrile;

Reference yield: 75.0%

1-<(3-bromomethylbenzoyl)oxy>-2,5-pyrrolidinedione (155863-35-7) + 2-<6-(3,4-dihydro-2H-1-benzopyranyl)>-5-(4-pyridyl)oxazole (155863-42-6) → 1-<3-<1-(2,5-dioxopyrrolidinyl)oxycarbonyl>phenylmethyl>-4-<2-<6-(3,4-dihydro-2H-1-benzopyranyl)>-5-oxazolyl>pyridinium bromide (155863-03-9)

Guidance literature:

In ethyl acetate; for 240h;

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

3-bromomethylbenzoic acid

m-Toluic acid

Downstream raw materials:

1-<3-<1-(2,5-dioxopyrrolidinyl)oxycarbonyl>phenylmethyl>-4-<2-<6-(3,4-dihydro-2H-1-benzopyranyl)>-5-oxazolyl>pyridinium bromide