3-Chloro-3-methyl-1-butyne

Base Information

• Chemical Name: 3-Chloro-3-methyl-1-butyne
• CAS No.: 1111-97-3
• Molecular Formula: C5H7Cl
• Molecular Weight: 102.564
• Hs Code.: 29032990
• European Community (EC) Number: 214-188-9
• NSC Number: 16173
• DSSTox Substance ID: DTXSID2061488
• Nikkaji Number: J217.230E
• Wikidata: Q72453843
• Mol file: 1111-97-3.mol

Synonyms:3-Chloro-3-methyl-1-butyne;1111-97-3;3-Chloro-3-methylbut-1-yne;1-Butyne, 3-chloro-3-methyl-;3-methyl-3-chlorobutyne;2-chloro-2-methyl-3-butyne;2-methyl-2-chloro-3-butyne;3-Chloro-3-methyl-but-1-yne;EINECS 214-188-9;MFCD00190221;NSC 16173;AI3-25133;NSC16173;3-Chloro-3-methyl-1-butyne, 97%;3-Chlor-3-methylbutin;3-chloro-3-methylbutyne;2-chloro-2-methyl butyne;3-chloro-3-methyl butyne;3-chloro-3-methyl-butyne;3-chloro-3-methyl-1-butyn;3-chloro-3,3-dimethylpropyn;3-methyl-3-chlorobut-1-yne;a,a-Dimethylpropargyl chloride;SCHEMBL284084;1,1-Dimethylpropargyl chloride;3-chloro-3-methyl -1-butyne;3-chloro-3-methyl-1 -butyne;3-chloro-3-methyl-but-1-ine;DTXSID2061488;3,3-chloro-3-methylbut-1-yne;2-Methyl-3-butyn-2-yl chloride;AMY19182;BBL102778;NSC-16173;STL556584;AKOS000278712;CS-W013692;FS-4551;FT-0694615;EN300-96068;J-512208;J-650120

Chemical Property of 3-Chloro-3-methyl-1-butyne

Chemical Property:

• Appearance/Colour: Clear colorless to straw colored liquid
• Vapor Pressure: 104mmHg at 25°C
• Melting Point: -61 °C(lit.)
• Refractive Index: 1.437
• Boiling Point: 77.999 °C at 760 mmHg
• Flash Point: 4.444 °C
• PSA: 0.00000
• Density: 0.965 g/cm³
• LogP: 1.63700
• Storage Temp.: Refrigerator (+4°C)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 102.0236279
• Heavy Atom Count: 6
• Complexity: 83.4

Purity/Quality:

99% ^*data from raw suppliers

3-Chloro-3-methyl-1-butyne ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,F,Xi
• Hazard Codes: F,Xn,Xi
• Statements: 11-20/21/22
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C#C)Cl
• Uses: 3-Chloro-3-methyl-1-butyne is a propargyl chloride used to alkylate methanol, ethanol, ammonia and amines to the corresponding propargylic ether and amines. 3-Chloro-3-methyl-1-butyne was used in preparation of:series of benzo[b]pyrano[2,3-i]xanthen-6-ones and benzo[b]pyrano[3,2-h]xanthen-7-ones6-hydroxy-3,3-dimethyl-3H,7H-benzo[a]pyrano[3,2-h]xanthen-7-one5-hydroxy-2,2-dimethyl-2H,6H-benzo[a]pyrano[2,3-i]xanthen-6-one3,3-dimethyl-3Hbenzofuro[3,2-f][1]-benzopyran

Technology Process of 3-Chloro-3-methyl-1-butyne

There total 12 articles about 3-Chloro-3-methyl-1-butyne 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: 97.77%

2-methyl-but-3-yn-2-ol (115-19-5) → 3-chloro-3-methylbut-1-yne (1111-97-3)

Guidance literature:

With hydrogenchloride; iron(III) chloride; isophthalic acid; Benzotrichlorid; copper(l) chloride; In water; at 75 - 85 ℃; for 6h; Temperature; Concentration;

Reference yield: 52.0%

→ 3-chloro-3-methylbut-1-yne (1111-97-3)

Guidance literature:

Reference yield:

3-methyl-but-1-yne (598-23-2) → 3-chloro-3-methylbut-1-yne (1111-97-3) + 1,3-dichloro-3-methylbutane (624-96-4) + 2,2-Dichlor-3-methylbutan (17773-66-9) + 2-chloro-3-methylbut-1-ene (17773-64-7)

Guidance literature:

With hydrogenchloride; for 264h; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

upstream raw materials:

2-methyl-but-3-yn-2-ol

3-methyl-but-1-yne

dimethylethynylmethyl hydroperoxide

1-chloro-3,3-dimethylcyclopropene

Downstream raw materials:

3-methylbuta-1,2-dienyl phenyl sulfide

1-(1,1-dimethyl-2-propynyloxy)-4-methoxy benzene

Benzyl-(1,1-dimethyl-2-propinyl)-sulfid

N-(1.1-Dimethyl-2-propinyl)-2-chloranilin

Refernces

• 1、 Crandall,J.K. et al.. "-". . p. 3655 - 3657. Retrieved 1968.
• 2、 Hennion et al.. "-". . p. 3542,3544. Retrieved 1950.
• 3、 Wang, Li-Hui,Jiang, Xiao-Rui,Yang, Jing-Yu,Bao, Xue-Fei,Chen, Jun-Li,Liu, Xing,Chen, Guo-Liang,Wu, Chun-Fu. "SYP-5, a novel HIF-1 inhibitor, suppresses tumor cells invasion and angiogenesis". . p. 560 - 568. Retrieved 2016.
• 4、 Abdullaev, T. Kh.,Isobaev, M. D.,Mavlonov, B. G.,Pulatov, E. Kh.. "Comparative reactivity of hydroxyketones and their derivatives in the reactions with N,S-nucleophiles". . p. 1106 - 1109. Retrieved 2018.
• 5、 Hennion,G.F.,Boisselle,A.P.. "-". . p. 725 - 727. Retrieved 1961.
• 6、 Sharma, Pratibha,Kumar, Ashok,Sahu, Vinita,Singh, Jitendra. "Calix[n] arenes mediated phase-transfer catalytic synthesis of purine derivatives". . p. 265 - 274. Retrieved 2009.
• 7、 Munyemana, Fran?ois,Patiny, Luc,Ghosez, Léon. "A mild method for the replacement of a hydroxyl group by halogen: 3. the dichotomous behavior of α-haloenamines towards allylic and propargylic alcohols". . . Retrieved 2021/06/07.
• 8、 -. "PROCESS FOR PREPARING AMINOTHIOL ESTER COMPOUNDS AND SALTS THEREOF". Paragraph 0074; 0076-0077. . Retrieved 2019/02/24.