(1S,trans)-2-(Hydroxymethyl)cyclohexanecarboxamide

Base Information

• Chemical Name: (1S,trans)-2-(Hydroxymethyl)cyclohexanecarboxamide
• CAS No.: 116174-40-4
• Molecular Formula: C₈H₁₅NO₂
• Molecular Weight: 157.213
• European Community (EC) Number: 601-416-0
• DSSTox Substance ID: DTXSID50449127
• Wikidata: Q82268488
• Mol file: 116174-40-4.mol

Synonyms:116174-40-4;(1S,trans)-2-(Hydroxymethyl)cyclohexanecarboxamide;(1S,2S)-2-(HYDROXYMETHYL)CYCLOHEXANE-1-CARBOXAMIDE;Cyclohexanecarboxamide, 2-(hydroxymethyl)-, (1S-trans)- (9CI);Cyclohexanecarboxamide,2-(hydroxymethyl)-,(1S-trans)-(9CI);SCHEMBL8444542;DTXSID50449127;AKOS016842816;(1S,trans)-2-hydroxymethyl cyclohexane-carboxamide;(1S pound nottrans)-2-hydroxymethyl cyclohexane- carboxamide

Chemical Property of (1S,trans)-2-(Hydroxymethyl)cyclohexanecarboxamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.497
• Boiling Point: 357.389°C at 760 mmHg
• Flash Point: 169.943°C
• PSA: 64.31000
• Density: 1.096g/cm³
• LogP: 1.42010
• Storage Temp.: 2-8°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 157.110278721
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

99% ^*data from raw suppliers

(1S,trans)-2-(Hydroxymethyl)cyclohexanecarboxamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C(C1)CO)C(=O)N
• Isomeric SMILES: C1CC[C@@H]([C@H](C1)CO)C(=O)N

Technology Process of (1S,trans)-2-(Hydroxymethyl)cyclohexanecarboxamide

There total 5 articles about (1S,trans)-2-(Hydroxymethyl)cyclohexanecarboxamide 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:

trans-hexahydrophthalide (144540-72-7) → (1S,2S)-2-Hydroxymethyl-cyclohexanecarboxylic acid amide (116174-40-4,116261-07-5,116261-08-6,116261-09-7)

Guidance literature:

With ammonium hydroxide; In toluene; for 15h; Yield given; Ambient temperature;

DOI:10.1016/S0040-4039(00)61225-X

Reference yield:

(1S,6R)-8-oxabicyclo[4.3.0]nonan-7-one (65376-02-5) → (1S,2S)-2-Hydroxymethyl-cyclohexanecarboxylic acid amide (116174-40-4,116261-07-5,116261-08-6,116261-09-7)

Guidance literature:

Multi-step reaction with 3 steps

1: CH₃ONa / toluene / 2 h / 100 °C

2: conc. H₂SO₄ / toluene; H₂O / 2.5 h / Heating

3: NH₄OH / toluene / 15 h / Ambient temperature

With ammonium hydroxide; sulfuric acid; sodium methylate; In water; toluene;

DOI:10.1016/S0040-4039(00)61225-X

Reference yield:

dimethyl 1,2-cyclohexanedicarboxylate (4336-20-3) → (1S,2S)-2-Hydroxymethyl-cyclohexanecarboxylic acid amide (116174-40-4,116261-07-5,116261-08-6,116261-09-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 35 °C / Pig Liver Esterase, pH 8.0, phosphate buffer

2: 77 percent / NaAlH₂(C₂H₅)2 / toluene / 3 h / Ambient temperature

3: CH₃ONa / toluene / 2 h / 100 °C

4: conc. H₂SO₄ / toluene; H₂O / 2.5 h / Heating

5: NH₄OH / toluene / 15 h / Ambient temperature

With ammonium hydroxide; sulfuric acid; sodium methylate; sodium aluminum diethyl dihydride; In water; toluene;

DOI:10.1016/S0040-4039(00)61225-X

upstream raw materials:

trans-hexahydrophthalide

(1S,6R)-8-oxabicyclo[4.3.0]nonan-7-one

dimethyl 1,2-cyclohexanedicarboxylate

cyclohexane-1,2-dicarboxylic acid monomethyl ester

Downstream raw materials:

(1S,2S)-2-amino-cyclohexylmethanol

(2R,3aR,7aS)-1-Benzoyl-octahydro-indole-2-carbonitrile

(2S,3aR,7aS)-1-Benzoyl-octahydro-indole-2-carbonitrile

Methanesulfonic acid (1S,2S)-2-(benzoyl-cyanomethyl-amino)-cyclohexylmethyl ester