3-Hydroxy-3-methylbutanenitrile

Base Information

• Chemical Name: 3-Hydroxy-3-methylbutanenitrile
• CAS No.: 13635-04-6
• Molecular Formula: C5H9 N O
• Molecular Weight: 99.1326
• Hs Code.: 2926909090
• European Community (EC) Number: 629-525-9
• DSSTox Substance ID: DTXSID90929337
• Nikkaji Number: J1.123.883A
• Wikidata: Q82904189
• Mol file: 13635-04-6.mol

Synonyms:3-Hydroxy-3-methylbutanenitrile;13635-04-6;3-Hydroxy-3-methylbutyronitrile;Butanenitrile, 3-hydroxy-3-methyl-;MFCD00043123;cyanotert butanol;1-Cyano-2-methyl-2-propyl alcohol;beta-Hydroxyisovaleronitrile;ss-Oxyisovaleriansaurenitril;DTXSID90929337;CWPMDJFBWQJRGT-UHFFFAOYSA-N;AKOS009157301;SB83805;LS-05975;SY204988;CS-0154614;FT-0692185;D88032;EN300-244814;3-Hydroxy-3-methylbutyronitrile, >=97.0% (GC);A934812;J-006835;Z1182322175

Chemical Property of 3-Hydroxy-3-methylbutanenitrile

Chemical Property:

• Vapor Pressure: 0.0288mmHg at 25°C
• Refractive Index: n20/D 1.430
• Boiling Point: 114-116 °C30 mm Hg(lit.)
• Flash Point: 97 °C
• PSA: 44.02000
• Density: 0.959 g/mL at 20 °C(lit.)
• LogP: 0.67098
• Storage Temp.: 2-8°C
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 99.068413911
• Heavy Atom Count: 7
• Complexity: 97.9

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-hydroxy-3-methylbutanenitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(CC#N)O
• Uses: 3-Hydroxy-3-methylbutyronitrile may be used to synthesize 1,1-dimethylcyanoethyl bromoacetate.

Technology Process of 3-Hydroxy-3-methylbutanenitrile

There total 11 articles about 3-Hydroxy-3-methylbutanenitrile 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: 99.0%

acetone (67-64-1) + acetonitrile (75-05-8,26809-02-9) → 3-hydroxy-3-methylbutyronitrile (13635-04-6)

Guidance literature:

With P(i-PrNCH₂CH₂)3N; magnesium sulfate; at 25 ℃; for 4h; Product distribution; other reagent;

DOI:10.1021/jo981858y

Reference yield: 91.0%

2-methyl-but-3-yn-2-ol (115-19-5) → 3-hydroxy-3-methylbutyronitrile (13635-04-6)

Guidance literature:

With C₂₄H₂₀N₂O₄Ru; hydrazine hydrate; In toluene; at 150 ℃; Inert atmosphere; Microwave irradiation;

DOI:10.24820/ark.5550190.p010.893

Reference yield: 90.0%

sodium cyanide (773837-37-9) + 3-chloro-2-methylpropan-2-ol (558-42-9) → 3-hydroxy-3-methylbutyronitrile (13635-04-6)

Guidance literature:

In ethanol; water; for 3h; Reflux;

upstream raw materials:

3-chloro-2-methylpropan-2-ol

ethanol

potassium cyanide

3,3-dimethyloxirane-2-carbonitrile

Downstream raw materials:

3,3-dimethylacrylonitrile

3-methyl-3-butene nitrile

acetone

acetonitrile

Refernces

• 1、 -. "DEUTERATED BENZIMIDAZOLE COMPOUND AND MEDICAL USE THEREOF". Paragraph 0271-0272. . Retrieved 2020/02/10.
• 2、 Kaufmann, Julia,J?ckel, Elisabeth,Haak, Edgar. "Ruthenium-catalyzed formation of pyrazoles or 3-hydroxynitriles from propargyl alcohols and hydrazines". supporting information. p. 91 - 101. Retrieved 2019/07/09.