3-(Hydroxymethyl)bicyclo[1.1.1]pentane-1-carbonitrile

Base Information

• Chemical Name: 3-(Hydroxymethyl)bicyclo[1.1.1]pentane-1-carbonitrile
• CAS No.: 1370705-39-7
• Molecular Formula: C7H9NO
• Molecular Weight: 123.15246
• Hs Code.: 2926907090
• Mol file: 1370705-39-7.mol

Synonyms:3-(Hydroxymethyl)bicyclo[1.1.1]pentane-1-carbonitrile

Chemical Property of 3-(Hydroxymethyl)bicyclo[1.1.1]pentane-1-carbonitrile

Chemical Property:

• PSA: 44.02000
• LogP: 0.67258
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

3-(Hydroxymethyl)bicyclo[1.1.1]pentane-1-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(Hydroxymethyl)bicyclo[1.1.1]pentane-1-carbonitrile

There total 8 articles about 3-(Hydroxymethyl)bicyclo[1.1.1]pentane-1-carbonitrile 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: 100.0%

3-(hydroxymethyl)bicyclo[1.1.1]pentane-1-carbonitrile (156329-62-3) → 3-(hydroxymethyl)bicyclo[1.1.1]pentane-1-carbonitrile (1370705-39-7)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; at 0 - 23 ℃; for 14h; chemoselective reaction;

DOI:10.1021/jm300094u

Reference yield:

3‐(methoxycarbonyl)bicyclo[1.1.1]pentane‐1‐carboxylic acid (83249-10-9) → 3-(hydroxymethyl)bicyclo[1.1.1]pentane-1-carbonitrile (1370705-39-7)

Guidance literature:

Multi-step reaction with 4 steps

1: oxalyl dichloride / diethyl ether; N,N-dimethyl-formamide / 0.5 h / 23 °C

2: ammonia / dichloromethane / 0.75 h / 23 °C

3: thionyl chloride / 2 h / Reflux

4: lithium borohydride / tetrahydrofuran / 14 h / 0 - 23 °C

With lithium borohydride; thionyl chloride; oxalyl dichloride; ammonia; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm300094u

Reference yield:

methyl 3-(chlorocarbonyl)bicyclo<1.1.1>pentane-1-carboxylate (110371-22-7) → 3-(hydroxymethyl)bicyclo[1.1.1]pentane-1-carbonitrile (1370705-39-7)

Guidance literature:

Multi-step reaction with 3 steps

1: ammonia / dichloromethane / 0.75 h / 23 °C

2: thionyl chloride / 2 h / Reflux

3: lithium borohydride / tetrahydrofuran / 14 h / 0 - 23 °C

With lithium borohydride; thionyl chloride; ammonia; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm300094u

upstream raw materials:

bicyclo<1.1.1>pentane-1,3-dicarboxylic acid

1,1′-(bicyclo[1.1.1]pentane-1,3-diyl)bis(ethan-1-one)

3‐(methoxycarbonyl)bicyclo[1.1.1]pentane‐1‐carboxylic acid

methyl 3-(chlorocarbonyl)bicyclo<1.1.1>pentane-1-carboxylate

Downstream raw materials:

(R)-2-{4-chloro-N-[(3-cyanobicyclo[1.1.1]pentan-1-yl)methyl]phenylsulfonamide}-5,5,5-trifluoropentanamide

(R)-2-{N-{[3-(1,2,4-oxadiazol-3-yl)bicyclo[1.1.1]pentan-1-yl]-methyl}-4-chlorophenylsulfonamido}-5,5,5-trifluoropentanamide

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