13601-86-0

Basic information

• Product Name: 1-broMo-3,3-diMethyl-1-butyne
• Synonyms: 1-broMo-3,3-diMethyl-1-butyne
• CAS NO: 13601-86-0
• Molecular Formula: C₆H₉Br
• Molecular Weight: 161.03966
• Mol File: 13601-86-0.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-broMo-3,3-diMethyl-1-butyne(CAS DataBase Reference)
• NIST Chemistry Reference: 1-broMo-3,3-diMethyl-1-butyne(13601-86-0)
• EPA Substance Registry System: 1-broMo-3,3-diMethyl-1-butyne(13601-86-0)

Safety Data

• Hazardous Substances Data: 13601-86-0(Hazardous Substances Data)

Upstream product

• 917-92-0 3,3-Dimethylbut-1-yne 
• 141179-59-1 ((Z)-2-Bromo-3,3-dimethyl-but-1-enyl)-phenyl-iodonium; bromide 
• 26480-68-2 1-Brom-3,3-dimethyl-1-(triphenylphosphoranyliden)-2-butanon 

Downstream Products

• 84751-19-9 1-trimethylsilyl-4-t-butyl-1,3-butadiyne 
• 40632-91-5 (3,3-dimethylbut-1-ynyl)phosphonic acid diethyl ester 
• 1446186-36-2 2-bromo-3-(tert-butyl)-9-methyl-1,4-dihydro-1,4-epiminonaphthalene 
• 1440672-35-4 N-(2-bromophenyl)-N-tert-butoxycarbonyl-3,3-dimethylbut-1-yn-1-ylamine 
• 1433278-67-1 2-((1,3-dithian-2-ylidene)methyl)-N,3,3-trimethyl-N-tosylbutanamide 
• 38031-78-6 3-tert-butylpyridine 
• 1352657-77-2 N-[1-(2-bromophenyl)-4,4-dimethyl-2-pentylidene]-tert-octylamine 
• 1011269-20-7 (3,3-dimethyl-but-1-ynyl)-phenyl-carbamic acid tert-butyl ester 
• 163494-71-1 PdBr(C₂C(CH₃)3)(P(C₆H₅)3)2 
• 56391-25-4 (+)-phthalic acid mono-((2E,4E)-2,3,4,5-tetrabromo-1,1,6,6-tetramethyl-hepta-2,4-dienyl) ester 
• 56391-25-4 phthalic acid mono-((2E,4E)-2,3,4,5-tetrabromo-1,1,6,6-tetramethyl-hepta-2,4-dienyl) ester 
• 56391-20-9 (+)-phthalic acid mono-((2E,4E)-2,3,4,5-tetrabromo-6,6-dimethyl-hepta-2,4-dienyl) ester 
• 56391-20-9 phthalic acid mono-((2E,4E)-2,3,4,5-tetrabromo-6,6-dimethyl-hepta-2,4-dienyl) ester 
• 56391-24-3 Phthalic acid mono-(1,1,6,6-tetramethyl-hepta-2,4-diynyl) ester 

Relevant articles and documents

α- versus β-Elimination of (Z)-(β-Halovinyl)iodonium Salts: Generation of (α-Haloalkylidene)carbenes and Their Facile Intramolecular 1,2-Migration

-

Selectivity for Alkynyl or Allenyl Imidamides and Imidates in Copper-Catalyzed Reactions of Terminal 1,3-Diynes and Azides

Copper-catalyzed reactions of terminal 1,3-diynes with electron-deficient azides to generate either 3-alkynyl or 2,3-dienyl imidamides and imidates are described. The selectivity depends on the diyne substituents and the nucleophile that reacts with the ketenimide intermediate generated from the corresponding triazole precursor. Reactions of 1,3-diynes containing a propargylic acetate afford [3]cumulenyl imidamides, while reactions using methanol as the trapping agent selectively generate 2,3-dienyl imidates. Five-membered heterocycles were obtained from 1,3-diynes containing a homopropargylic hydroxyl or amine substituent.

Highly Selective Syn Addition of 1,3-Diones to Internal Ynamides Catalyzed by Zinc Iodide

1,3-Diones are already established as nucleophiles to perform additions to ynamides; the highly selective hydroalkoxylation of internal ynamides is now described. Several catalytic systems have been compared to perform this transformation, including transition-metal-based catalysts and Lewis acids. ZnI2 was found to be both very active and highly selective providing only E adducts through a syn addition. Investigation of the scope and limitations showed that this catalyst was compatible with various functional groups. In addition to seventeen examples of ynamide hydroalkoxylation, one example of ynamide hydroarylation is reported.

Copper-Catalyzed Alkynylboration of Alkenes with Diboron Reagents and Bromoalkynes

An efficient method for the synthesis of homopropargylboronates by copper-catalyzed alkynylboration of alkenes with diboron reagents and bromoalkynes has been developed. The alkynylboration reaction features high selectivity and efficiency, mild reaction conditions, wide substrate scope, and functional-group compatibility, and is a highly attractive complement to existing methods for the synthesis of homopropargylboronates. Both the boryl and alkynyl groups are good potential functional groups for the subsequent manipulations that provide access to a variety of important molecule structures.