3,4-Dibenzyloxybenzyl chloride

Base Information

• Chemical Name: 3,4-Dibenzyloxybenzyl chloride
• CAS No.: 1699-59-8
• Molecular Formula: C21H19 Cl O2
• Molecular Weight: 338.834
• Hs Code.: 29093090
• European Community (EC) Number: 216-927-0
• NSC Number: 144249
• UNII: MN3EA7E8G9
• DSSTox Substance ID: DTXSID90168769
• Nikkaji Number: J203.085C
• Mol file: 1699-59-8.mol

Synonyms:3,4-Dibenzyloxybenzyl chloride;1699-59-8;3,4-Bis(Benzyloxy)benzyl chloride;(((4-(Chloromethyl)-1,2-phenylene)bis(oxy))bis(methylene))dibenzene;3,5-Bis(benzyloxy)-alpha-chlorotoluene;4-(chloromethyl)-1,2-bis(phenylmethoxy)benzene;MN3EA7E8G9;3,4-dibenzyloxybenzylchloride;EINECS 216-927-0;NSC-144249;Toluene, 3,4-bis(benzyloxy)-.alpha.-chloro-;Benzene, 4-(chloromethyl)-1,2-bis(phenylmethoxy)-;NSC144249;UNII-MN3EA7E8G9;3,4-dibenzyloxy benzylchloride;SCHEMBL2074825;DTXSID90168769;3,4-bis-benzyloxy-benzyl chloride;3,4-Dibenzyloxybenzyl chloride, 97%;AKOS015889379;NSC 144249;O(Cc1ccccc1)c2cc(CCl)ccc2OCc3ccccc3;1,2-bis-benzyloxy-4-chloromethyl-benzene;AS-77001;FT-0741075;1,2-Bis(benzyloxy)-4-(chloromethyl)benzene #;9H-CARBAZOLE-2-CARBOXYLICACIDMETHYLESTER;D94701;J-010590;(4-(chloromethyl)-1,2-phenylene)bis(oxy)bis(methylene)dibenzene

Chemical Property of 3,4-Dibenzyloxybenzyl chloride

Chemical Property:

• Vapor Pressure: 5.91E-09mmHg at 25°C
• Melting Point: 41-43 °C(lit.)
• Refractive Index: 1.5330 (estimate)
• Boiling Point: 481.2°Cat760mmHg
• Flash Point: 169.5°C
• PSA: 18.46000
• Density: 1.182g/cm³
• LogP: 5.58340
• Storage Temp.: 2-8°C
• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 338.1073575
• Heavy Atom Count: 24
• Complexity: 337

Purity/Quality:

98%min ^*data from raw suppliers

3,4-Dibenzyloxybenzyl chloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34-36/37
• Safety Statements: 26-27-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=C(C=C(C=C2)CCl)OCC3=CC=CC=C3
• Uses: 3,4-Dibenzyloxybenzyl chloride was used to prepare benzylnitrile precursor, required for the synthesis of amidines.

Technology Process of 3,4-Dibenzyloxybenzyl chloride

There total 7 articles about 3,4-Dibenzyloxybenzyl chloride 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: 81.0%

3,4-bis(benzyloxy)benzyl alcohol (1699-58-7) → 3,4-dibenzyloxybenzyl chloride (1699-59-8)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; at 60 ℃; for 2h;

Reference yield:

3,4-dibenzyloxybenzaldehyde (5447-02-9) → 3,4-dibenzyloxybenzyl chloride (1699-59-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄ / methanol / 20 °C

2: SOCl₂ / dioxane / 20 °C

With sodium tetrahydroborate; thionyl chloride; In 1,4-dioxane; methanol;

DOI:10.1016/S0960-894X(01)00403-6

Reference yield:

3,4-dihydroxybenzaldehyde (139-85-5) → 3,4-dibenzyloxybenzyl chloride (1699-59-8)

Guidance literature:

Multi-step reaction with 3 steps

1: K₂CO₃ / methanol / Heating

2: NaBH₄ / methanol / 20 °C

3: SOCl₂ / dioxane / 20 °C

With sodium tetrahydroborate; thionyl chloride; potassium carbonate; In 1,4-dioxane; methanol;

DOI:10.1016/S0960-894X(01)00403-6

upstream raw materials:

3,4-bis(benzyloxy)benzyl alcohol

3,4-dibenzyloxybenzaldehyde

benzyl bromide

3,4-dihydroxybenzaldehyde

Downstream raw materials:

2-(benzhydrylidene-amino)-3-(3,4-bis-benzyloxy-phenyl)-propionic acid tert-butyl ester

<3,4-bis(benzyloxy)phenyl>acetic acid

3,4-dibenzyloxy-phenylacetyl chloride

(+/-)-6,7-di(3,4-dihydroxyphenyl)-1,2,3,5,8,8a-hexahydroindolizine

Refernces

• 1、 Tangdenpaisal, Kassrin,Worayuthakarn, Rattana,Karnkla, Supatra,Ploypradith, Poonsakdi,Intachote, Pakamas,Sengsai, Suchada,Saimanee, Busakorn,Ruchirawat, Somsak,Chittchang, Montakarn. "Designing new analogs for streamlining the structure of cytotoxic lamellarin natural products". . p. 925 - 937. Retrieved 2015/03/31.
• 2、 Lisowski, Vincent,Enguehard, Cecile,Lancelot, Jean-Charles,Caignard, Daniel-Henri,Lambel, Stephanie,Leonce, Stephane,Pierre, Alain,Atassi, Ghanem,Renard, Pierre,Rault, Sylvain. "Design, synthesis and antiproliferative activity of tripentones: A new series of antitubulin agents". . p. 2205 - 2208. Retrieved 2007/10/03.