928-51-8 Usage
Description
4-Chloro-1-butanol, also known as Tetramethylene chlorohydrin, is an organic compound with the chemical formula C4H9ClO. It is a colorless liquid with a chlorohydrin functional group, which makes it a versatile intermediate in organic synthesis.
Uses
Used in Organic Synthesis:
4-Chloro-1-butanol is used as an intermediate in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its reactivity and functional group make it a valuable building block for the development of new molecules with potential applications in different industries.
Used in Pharmaceutical Analysis:
4-Chloro-1-butanol is employed as an internal standard in the analysis of genotoxic impurities in active pharmaceutical ingredients by the Gas Chromatography-Mass Spectrometry (GC-MS) technique. Its stability, volatility, and compatibility with GC-MS make it an ideal choice for accurate quantification and identification of genotoxic impurities, ensuring the safety and quality of pharmaceutical products.
Health Hazard
The toxicity of this compound is low. How ever, the acute toxic symptoms are those ofethylene and propylene chlorohydrins. Oralintake of this compound caused muscle con traction, gastrointestinal pain, ulceration, andliver injury in test animals.LD50 value, oral (mice): 990 mg/kgTetramethylene chlorohydrin caused tumorsin lungs in test animals. Its carcinogenicity,however, is not yet fully established.
Fire Hazard
Flammable; flash point 36°C (97°F); vapor
density 3.7 (air = 1); the vapor forms an
explosive mixture with air, range is not
reported. Fire-extinguishing agent: “alcohol”
foam; a water spray may be used to cool fire-exposed containers and to flush any spill. It
decomposes to HCl and tetrahydrofuran on
heating.
Safety Profile
Moderately toxic by
ingestion. Questionable carcinogen with
experimental neoplastigenic data. Mutation
data reported. When heated to
decomposition it emits toxic fumes of Cl-.
See also CHLORIDES and ALCOHOLS.
Waste Disposal
Tetramethylene chlorohydrin is burned ina chemical incinerator equipped with anafterburner and scrubber.
Check Digit Verification of cas no
The CAS Registry Mumber 928-51-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 9,2 and 8 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 928-51:
(5*9)+(4*2)+(3*8)+(2*5)+(1*1)=88
88 % 10 = 8
So 928-51-8 is a valid CAS Registry Number.
InChI:InChI=1/C4H9ClO/c5-3-1-2-4-6/h6H,1-4H2
928-51-8Relevant articles and documents
Fe(III)-Catalyzed Aerobic Intramolecular N-N Coupling of Aliphatic Azides with Amines
Zhang, Yue,Duan, Dongyu,Zhong, Ying,Guo, Xin-Ai,Guo, Jiawei,Gou, Jing,Gao, Ziwei,Yu, Binxun
supporting information, p. 4960 - 4965 (2019/09/03)
An Fe(III)-catalyzed intramolecular N-N coupling of aliphatic azidoamines that forms diverse five- and six-membered semisaturated diazoheterocycles using air as an oxidant is reported, providing an alternative to hydrazine-based methods. Mechanistic studies suggest that a N-radical induced intramolecular homolytic substitution (SH2) is involved in ring closure. The power of this N-N bond-forming method is also demonstrated by using it as the final step in a total synthesis of (-)-newbouldine.
Ru-Photoredox-Catalyzed Decarboxylative Oxygenation of Aliphatic Carboxylic Acids through N-(acyloxy)phthalimide
Zheng, Chao,Wang, Yuting,Xu, Yangrui,Chen, Zhen,Chen, Guangying,Liang, Steven H.
supporting information, p. 4824 - 4827 (2018/08/24)
Decarboxylative aminoxylation of aliphatic carboxylic acid derivatives with (2,2,6,6-tetramethylpiperidin-1-yl)oxyl (TEMPO) in the presence of ruthenium photoredox catalysis is reported. The key transformation entails a highly efficient photoredox catalytic cycle using Hantzsch ester as a reductant. The ensuing alkoxyamine can be readily converted to the corresponding alcohol in one pot, representing an alternative approach to access aliphatic alcohols under photoredox conditions.
Remarkable deprotection of THP and THF ethers catalysed by cerium ammonium nitrate (CAN) under neutral conditions
Marko, Istvan E.,Ates, Ali,Augustyns, Benoit,Gautier, Arnaud,Quesnel, Yannick,Turet, Laurent,Wiaux, Marianne
, p. 5613 - 5616 (2007/10/03)
The catalytic deprotection of a range of functionalised THP and THF ethers can be efficiently performed, under neutral conditions, using as little as 3 mol% CAN in MeCN/borate buffer (pH = 8).