77940-37-5

Basic information

• Product Name: 5-bromo-4-phenyl-[1,3]dioxane
• Synonyms: 5-bromo-4-phenyl-[1,3]dioxane
• CAS NO: 77940-37-5
• Molecular Weight: 243.1
• Mol File: 77940-37-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5-bromo-4-phenyl-[1,3]dioxane(CAS DataBase Reference)
• NIST Chemistry Reference: 5-bromo-4-phenyl-[1,3]dioxane(77940-37-5)
• EPA Substance Registry System: 5-bromo-4-phenyl-[1,3]dioxane(77940-37-5)

Safety Data

• Hazardous Substances Data: 77940-37-5(Hazardous Substances Data)

Upstream product

• 110-88-3 1,3,5-Trioxan 
• 103-64-0 bromostyrene 
• 2425-28-7 2-Bromo-1-phenylethanol 
• 100-42-5 styrene 
• 50-00-0 formaldehyd 

Downstream Products

• 17807-30-6 cis-5-bromo-4-(4-nitro-phenyl)-[1,3]dioxane 
• 54299-23-9 (+/-)-threo-5-amino-4-phenyl-1,3-dioxane 
• 93086-26-1 (+/-)-threo-5-acetylamino-4-phenyl-1,3-dioxane 
• 2271-58-1 (1RS,2RS)-2-amino-1-(4-nitro-phenyl)-propane-1,3-diol; hydrochloride 
• 119-62-0 (+/-)-threo-1-(4-nitro-phenyl)-2-amino-1,3-propanediol 
• 3306-06-7 (+/-)-threo-2-amino-1-phenyl-1,3-propanediol 
• 99857-59-7 2-bromo-3-(2-hydroxy-ethoxy)-1-phenyl-propan-1-ol 

Relevant articles and documents

STEREOSELECTIVE SYNTHESIS OF (+/-)-threo-2-AMINO-1-(4-NITROPHENYL)-1,3-PROPANEDIOL

Addition of hypobromic acid to styrene afforded styrene bromohydrin (I) which was dehydrated to ω-bromostyrene (II).Prince reaction of II with aqueous formaldehyde gave 5-bromo-4-phenyl-1,3-dioxane (III).The bromine atom in III was replaced with amino group by treatment with methanolic ammonia at 150 deg C and 6 - 8 MPa and the obtained threo-5-amino-4-phenyl-1,3-dioxane (IVa) was hydrolyzed to give (+/-)-threo-2-amino-1-phenyl-1,3-propanediol (V).Suitably chosen method of nitration converted the free base IVa or its N-acetyl derivative IVb into 5-amino-4-(4-nitrophe nyl)-1,3-dioxane (VIa) or its N-acetyl derivative VIb which without isolation were hydrolyzed to threo-2-amino-1-(4-nitrophenyl)-1,3-propanediol (VII), isolated as hydrochloride.The liberated base was resolved into enantiomers and dichloroacetylated in the known manner to give D-(-)-threo-2-dichloroacetylamino-1-(4-nitrophenyl)-1,3-propanediol (chloramphenicol).