4181-91-3

Basic information

• Product Name: (R)-(-)-benzyl-α-d chloride
• Synonyms: (R)-(-)-benzyl-α-d chloride
• CAS NO: 4181-91-3
• Molecular Weight: 127.578
• Mol File: 4181-91-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (R)-(-)-benzyl-α-d chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-benzyl-α-d chloride(4181-91-3)
• EPA Substance Registry System: (R)-(-)-benzyl-α-d chloride(4181-91-3)

Safety Data

• Hazardous Substances Data: 4181-91-3(Hazardous Substances Data)

Upstream product

• 3481-15-0 benzyl alcohol-d1 
• 3481-15-0 (S)-[α-D]-benzyl alcohol 
• 100-52-7 benzaldehyde 
• 130583-31-2 α-deuteriobenzylisourea tosylate 
• 4181-90-2 (R)-(α-2H)benzyl alcohol 
• 15190-10-0 morpholin-4-yl-phenyl-acetonitrile 
• 3592-47-0 Benzaldehyde-d 
• 26593-35-1 α-phenyl-4-morpholineacetonitrile-α-d 
• 130583-32-3 C₈H₆⁽²⁾HClN₂O 

Downstream Products

• 84369-11-9 (S)-(-)-(.alfa.-deuteriobenzyl)tributyltin 
• 1217271-34-5 (R,S)-[palladium(II)(chloride)(monodeuteriobenzyl)(2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl)] 

Relevant articles and documents

Chirally deuterated benzyl chlorides from benzyl alcohols via hexachloroacetone/polymer-supported triphenylphosphine: Synthesis of protected (2S, 3S)-[3-2H, 15N]-tyrosine

Chirally deuterated benzyl chlorides were prepared using novel, general hexachloroacetone/polymer-supported triphenylphosphine treatment of chirally deuterated benzyl alcohols. Doubly labeled protected tyrosine was obtained in 62% yield with 86% de at the α-carbon and 82% de at the β-carbon. Key in the synthesis was the alkylation of 15N-labeled (-)-8-phenylmenthylhippurate with R-(-)-4-triisopropylsilyloxybenzyl-α-d chloride. Chirally deuterated benzyl chlorides were prepared in high yield with inversion from benzyl alcohols using solid-phase methods. One of the benzyl chlorides obtained was used in the synthesis of protected tyrosine labeled with 15N and chirally deuterated on the β-position. Copyright

The stereochemical course of fragmentation of benzyloxychlorocarbene

The fragmentation of α-deuteriobenzyloxychlorocarbene to α-deuteriobenzyl chloride in acetonitrile occurs with at least 60% net retention of stereochemistry.