765-09-3 Usage
Description
1-Bromotridecane is a long chain alkyl bromide that appears as a light yellow liquid. It is known for its skin sensitization potency and potential to enhance plant stimulator activity.
Uses
Used in Chemical Synthesis:
1-Bromotridecane is used as a chemical intermediate for the synthesis of various compounds, including tetradecanoic acid enriched with 13C at carbons 1, 3, or 6, (Z)-7-henicosene, pentadecanal, (Z)-(2′R)-[N-carboethoxypyrrolidine]tetradec-1-ene, 2,3,6,7,10,11,14,15-octaalkyloxytetrabenzo[a,d,g,j]cyclododecatetraenes (CTTV-n) with n=4-15 methylenic units in the alkyloxy substituents, and in the coupling reaction between the dilithio-derivative of propargyl alcohol with 1-bromotridecane in liquid ammonia to produce 2-hexadecyne-1-ol.
Used in Agriculture:
1-Bromotridecane is used as a plant growth regulator to potentially enhance plant stimulator activity, which can contribute to improved crop yields and quality.
Used in Research:
Due to its skin sensitization potency, 1-Bromotridecane may be utilized in research related to dermatology and the study of skin allergies or sensitivities.
Preparation
1-Bromotridecane is prepared from 1-tridecanol.
Synthesis Reference(s)
The Journal of Organic Chemistry, 44, p. 3405, 1979 DOI: 10.1021/jo01333a029
Check Digit Verification of cas no
The CAS Registry Mumber 765-09-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,6 and 5 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 765-09:
(5*7)+(4*6)+(3*5)+(2*0)+(1*9)=83
83 % 10 = 3
So 765-09-3 is a valid CAS Registry Number.
InChI:InChI=1/C13H27Br/c1-2-3-4-5-6-7-8-9-10-11-12-13-14/h2-13H2,1H3
765-09-3Relevant articles and documents
Cason,Walba
, p. 669 (1972)
Total synthesis of N,O,O,O-tetraacetyl-d-ribo-phytosphingosine and its 2-epi-congener
Martinkova, Miroslava,Pomikalova, Kvetoslava,Gonda, Jozef
, p. 84 - 91,8 (2020/08/24)
Total synthesis of the natural d-ribo-phytosphingosine I and its 2-epimer III in the protected form was achieved through a common strategy. The aza-Claisen rearrangement of allylic thiocyanate (Z)-V incorporated the new stereogenic centre with nitrogen and the subsequent Wittig olefination constructed a non-polar side chain. Hydrogenation, followed by removal of protecting groups, completed the syntheses of I and III.
Hunsdiecker-type bromodecarboxylation of carboxylic acids with iodosobenzene diacetate
Camps, Pelayo,Lukach, Andrés E.,Pujol, Xavier,Vázquez, Santiago
, p. 2703 - 2707 (2007/10/03)
Carboxylic acids are bromodecarboxylated in moderate to good yields on reaction with iodosobenzene diacetate and bromine under irradiation with a tungsten lamp. The reaction works very well with carboxylic acids having a primary, secondary or tertiary α-carbon atom, although diphenylacetic acid gives benzophenone. Benzoic acid derivatives are bromodecarboxylated in moderate yields if electron-withdrawing substituents are present in the benzene ring, while they are recovered mostly unchanged if the substituents are electron-donating. Partially iodinated products have been isolated in low yield from the bis-bromodecarboxylation of dicarboxylic acids having two bridgehead α-carbon atoms. (C) 2000 Elsevier Science Ltd.